122665-97-8

Basic information

• Product Name: 4,4-Difluorocyclohexanecarboxylic acid
• Synonyms: 4,4-DIFLUOROCYCLOHEXANECARBOXYLIC ACID;Cyclohexanecarboxylic acid, 4,4-difluoro-;4,4-DIFLUOROCYCLOHEXYLCARBOXYLIC ACID;Maraviroc Intermediate 1;4,4-diflurocyclohexane carboxylic acid;4,4 - Difluorocyclohexanecarboxylicd;4,4-difluorocyclohexane-1-carboxylic acid;4,4-Difluorocyclohexanecarboxylic acid(HXFA)
• CAS NO: 122665-97-8
• Molecular Formula: C₇H₁₀F₂O₂
• Molecular Weight: 164.15
• EINECS: 1312995-182-4
• Product Categories: Drug Intermediates;Carboxylic Acids;Ring Systems;C7;Carbonyl Compounds;Aliphatics;Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 122665-97-8.mol
• Article Data: 14

Chemical Properties

• Melting Point: 103-107 °C
• Boiling Point: 241.1 °C at 760 mmHg
• Flash Point: 99.6 °C
• Appearance: /
• Density: 1.24 g/cm³
• Vapor Pressure: 0.0421mmHg at 25°C
• Refractive Index: 1.443
• Storage Temp.: Refrigerator
• Solubility: Chloroform, Methanol
• PKA: 4.06±0.10(Predicted)
• CAS DataBase Reference: 4,4-Difluorocyclohexanecarboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 4,4-Difluorocyclohexanecarboxylic acid(122665-97-8)
• EPA Substance Registry System: 4,4-Difluorocyclohexanecarboxylic acid(122665-97-8)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 122665-97-8(Hazardous Substances Data)

Usage

Description

4,4-Difluorocyclohexanecarboxylic acid is a di-substituted cyclohexane carboxylic acid that is characterized by its white solid appearance. It is a chemical compound with a unique structure that makes it valuable in various applications, particularly in the pharmaceutical industry.

Uses

Used in Pharmaceutical Industry:
4,4-Difluorocyclohexanecarboxylic acid is used as a key intermediate in the synthesis of macrolide antibiotics. These antibiotics are essential in treating a wide range of bacterial infections due to their ability to inhibit bacterial protein synthesis.
The specific application of 4,4-Difluorocyclohexanecarboxylic acid in the synthesis process is attributed to its unique chemical properties, which allow for the creation of complex macrolide structures with potent antibiotic activity. This makes it a valuable component in the development of new and effective treatments for bacterial infections.

InChI:InChI=1/C9H6F4O2/c1-2-15-9(14)4-3-5(10)7(12)8(13)6(4)11/h3H,2H2,1H3

Synthetic route

ethyl 4,4-difluorocyclohexane-1-carboxylate (178312-47-5) → 4,4-difluorocyclohexanecarboxylic acid (122665-97-8)

Conditions	Yield
With water; lithium hydroxide In tetrahydrofuran at 20℃;	97%
With ethanol; sodium hydroxide at 0 - 20℃; for 18h;	94%
With sodium hydroxide In ethanol at 0 - 20℃; for 18h;	94%

ethyl 4-oxocyclohexane-1-carboxylate (17159-79-4) → 4,4-difluorocyclohexanecarboxylic acid (122665-97-8)

Conditions	Yield
With 4-tert-butyl-2,6-dimethylphenylsulfur trifluoride; pyridine hydrogenfluoride In dichloromethane at 0 - 20℃; for 5h; Inert atmosphere;	27%
Multi-step reaction with 2 steps 1: diethylaminosulfur trifluoride / CH2Cl2 / 0 °C 2: 65 percent / NaOH / tetrahydrofuran; H2O View Scheme
Multi-step reaction with 2 steps 1.1: diethylaminosulfur trifluoride / CH2Cl2 / 0 °C 1.2: OSO4; NMO / acetone; H2O 2.1: 65 percent / NaOH / tetrahydrofuran; H2O View Scheme

C7H10F2O2*H3N → 4,4-difluorocyclohexanecarboxylic acid (122665-97-8)

Conditions	Yield
With hydrogenchloride; water pH=< 1;

ethyl 4-oxocyclohexane-1-carboxylate (17159-79-4) → 4,4-difluorocyclohexanecarboxylic acid (122665-97-8) + 4-fluorocyclohex-3-ene-1-carboxylic acid (350-44-7)

Conditions	Yield
Stage #1: ethyl 4-oxocyclohexane-1-carboxylate With diethylamino-sulfur trifluoride at -10 - 20℃; for 24h; Inert atmosphere; Large scale; Stage #2: With sodium hydroxide In tetrahydrofuran; ethanol at 0 - 60℃; pH=11; Large scale;

4,4-difluorocyclohexanecarboxylic acid (122665-97-8) → 4,4-difluorocyclohexane-1-carbonyl chloride (376348-75-3)

Conditions	Yield
With thionyl chloride In toluene at 92℃; for 2.5h; Inert atmosphere; Large scale;	100%
With thionyl chloride In toluene Reflux;	100%
With thionyl chloride at 85℃; for 3h;	98%

4,4-difluorocyclohexanecarboxylic acid (122665-97-8) → (4,4-difluorocyclohexyl)methanol (178312-48-6)

Conditions	Yield
With sodium tetrahydroborate In tetrahydrofuran at 20℃; for 1h;	98%
Multi-step reaction with 2 steps 1: sulfuric acid / 16 h / 0 - 70 °C 2: lithium aluminium tetrahydride / tetrahydrofuran / 2 h / 0 - 20 °C / Inert atmosphere View Scheme

4,4-difluorocyclohexanecarboxylic acid (122665-97-8) + 4-{3-[2-methyl-5-(1-methylethyl)-1H-imidazol-1-yl]-8-azabicyclo[3.2.1]oct-8-yl}-2-phenyl-1-butanamine (1262786-65-1) + trifluoroacetic acid (76-05-1) → 4,4-difluoro-N-(4-{(1R,5S)-3-[3-methyl-5-(1-methylethyl)-4H-1,2,4-triazol-4-yl]-8-azabicyclo[3.2.1]oct-8-yl}-2-phenylbutyl)cyclohexanecarboxamide trifluoroacetate

Conditions	Yield
Stage #1: 4,4-difluorocyclohexanecarboxylic acid With N-ethyl-N,N-diisopropylamine; HATU In dichloromethane at 20℃; for 0.166667h; Inert atmosphere; Stage #2: 4-{3-[2-methyl-5-(1-methylethyl)-1H-imidazol-1-yl]-8-azabicyclo[3.2.1]oct-8-yl}-2-phenyl-1-butanamine In dichloromethane at 20℃; for 18h; Inert atmosphere; Stage #3: trifluoroacetic acid In water; acetonitrile	96%

4,4-difluorocyclohexanecarboxylic acid (122665-97-8) + N-(2-chloro-6-methylphenyl)-2-((2-methyl-6-(piperazin-1-yl)pyrimidin 4-yl)amino)thiazole-5-carboxamide (910297-51-7) → N-(2-chloro-6-methylphenyl)-2-[[6-[4-(4,4-difluorocyclohexanecarbonyl)-1-piperazinyl]-2-methyl-4-pyrimidinyl]amino]-5-thiazolecarboxamide

Conditions	Yield
With dicyclohexyl-carbodiimide; ethyl cyanoglyoxylate-2-oxime In tetrahydrofuran at 63 - 65℃; for 4h;	96%

4,4-difluorocyclohexanecarboxylic acid (122665-97-8) + N,0-dimethylhydroxylamine (1117-97-1) → 4,4-difluoro-N-methoxy-N-methylcyclohexane-1-carboxamide (917383-03-0)

Conditions	Yield
With N-ethyl-N,N-diisopropylamine; HATU In N,N-dimethyl-formamide at 16℃; for 16h; Concentration;	95.09%
With N-ethyl-N,N-diisopropylamine; HATU In N,N-dimethyl-formamide at 16℃; for 16h;	1.2 g

4,4-difluorocyclohexanecarboxylic acid (122665-97-8) + C23H31N5O → 4,4-difluoro-cyclohexanecarboxylic acid {3-[5-(4,6-dimethyl-pyrimidine-5-carbonyl)-hexahydro-pyrrolo[3,4-c]pyrrol-2-yl]-1-phenyl-butyl}-amide

Conditions	Yield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃;	95%

4,4-difluorocyclohexanecarboxylic acid (122665-97-8) + 1-hydroxy-pyrrolidine-2,5-dione (6066-82-6) → 2,5-dioxopyrrolidin-1-yl 4,4-difluorocyclohexanecarboxylate (1369515-34-3)

Conditions	Yield
With dicyclohexyl-carbodiimide In tetrahydrofuran at 0 - 20℃; for 1h;	94%
Stage #1: 4,4-difluorocyclohexanecarboxylic acid With dicyclohexyl-carbodiimide In tetrahydrofuran at 0 - 20℃; Stage #2: 1-hydroxy-pyrrolidine-2,5-dione In tetrahydrofuran at 20℃;	94%
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 0 - 20℃; for 12h; Inert atmosphere;

4,4-difluorocyclohexanecarboxylic acid (122665-97-8) + 4-carbethoxypiperidine (1126-09-6) → C15H23F2NO3

Conditions	Yield
Stage #1: 4,4-difluorocyclohexanecarboxylic acid With N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In dichloromethane at 20℃; for 0.25h; Stage #2: 4-carbethoxypiperidine With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 18h;	94%

4,4-difluorocyclohexanecarboxylic acid (122665-97-8) + 2,2,2,-trichloroethoxycarbonyl azide → 2,2,2-trichloroethyl (4,4-difluorocyclohexyl)carbamate (1227064-42-7)

Conditions	Yield
With dmap; copper diacetate In acetonitrile at 80℃; for 3h; Schlenk technique; Sealed tube;	94%

4,4-difluorocyclohexanecarboxylic acid (122665-97-8) + (S)-3-methyl-piperazine-1-carboxylic acid tert-butyl ester (147081-29-6) → (R)-tert-butyl 4-(4,4-difluorocyclohexanecarbonyl)-3-methylpiperazine-1-carboxylate (1133749-73-1)

Conditions	Yield
With 1-hydroxy-7-aza-benzotriazole; sodium hydrogencarbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide for 15h;	92%

4,4-difluorocyclohexanecarboxylic acid (122665-97-8) + aniline (62-53-3) → N-((4,4-difluorocyclohexyl)methyl)aniline

Conditions	Yield
With tris(2,4-pentanedionato)ruthenium(III); hydrogen; bis(trifluoromethanesulfonyl)amide; [2-((diphenylphospino)methyl)-2-methyl-1,3-propanediyl]bis[diphenylphosphine] In dibutyl ether at 160℃; under 45004.5 Torr; for 18h; Autoclave;	91%

4,4-difluorocyclohexanecarboxylic acid (122665-97-8) + (S)-(+)-β-phenyl-β-alanine methyl ester hydrochloride → methyl (3S)-3-[(4,4-difluorocyclohexanecarbonyl)amino]-3-phenylpropanoate

Conditions	Yield
Stage #1: 4,4-difluorocyclohexanecarboxylic acid With thionyl chloride In dichloromethane for 15h; Reflux; Stage #2: (S)-(+)-β-phenyl-β-alanine methyl ester hydrochloride With sodium hydrogencarbonate In dichloromethane; water for 0.5h; Cooling with ice;	91%

4,4-difluorocyclohexanecarboxylic acid (122665-97-8) + methanol (67-56-1) → methyl 4,4-difluorocyclohexane-1-carboxylate (121629-14-9)

Conditions	Yield
With sulfuric acid at 0 - 70℃; for 16h;	90.82%
sulfuric acid for 16h; Reflux;

4,4-difluorocyclohexanecarboxylic acid (122665-97-8) → dideuterio-(4,4-difluorocyclohexyl)methanol

Conditions	Yield
With lithium aluminium deuteride In tetrahydrofuran at 20℃;	88.1%

4,4-difluorocyclohexanecarboxylic acid (122665-97-8) + (1S)-3-((1R,5S)-3-(3-isopropyl-5-methyl-4H-1,2,4-triazol-4-yl)-8-azabicyclo[3.2.1]octan-8-yl)-1-phenylpropan-1-amine → 4,4-difluoro-N-[(1S)-3-[(1R,5S)-3-(3-methyl-5-propan-2-yl-1,2,4-triazol-4-yl)-8-azabicyclo[3.2.1]octan-8-yl]-1-phenylpropyl]cyclohexane-1-carboxamide (376348-65-1)

Conditions	Yield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane at 0 - 20℃; Inert atmosphere; Molecular sieve;	87%

4,4-difluorocyclohexanecarboxylic acid (122665-97-8) → 4,4-difluorocyclohexanecarboxamide (927209-98-1)

Conditions	Yield
Stage #1: 4,4-difluorocyclohexanecarboxylic acid With 4-methyl-morpholine; carbonochloridic acid, butyl ester In tetrahydrofuran at -70℃; for 0.25h; Inert atmosphere; Stage #2: With ammonium hydroxide In water at 20℃;	86%
Stage #1: 4,4-difluorocyclohexanecarboxylic acid With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane at 20℃; for 1.5h; Stage #2: With ammonium hydroxide In tetrahydrofuran for 0.5h;	77%
Stage #1: 4,4-difluorocyclohexanecarboxylic acid With 4-methyl-morpholine; isobutyl chloroformate In tetrahydrofuran at -70℃; for 0.5h; Stage #2: With ammonium hydroxide In tetrahydrofuran at 0℃;	40%

4,4-difluorocyclohexanecarboxylic acid (122665-97-8) + (4-{1-amino-3-[3-(3-isopropyl-5-methyl-[1,2,4]triazol-4-yl)-8-azabicyclo[3.2.1]oct-8-yl]propyl}phenyl)carbamic acid tert-butyl ester (1370259-81-6) → (4-{1-(4,4-difluorocyclohexylcarbonylamino)-3-[3-(3-isopropyl-5-methyl-[1,2,4]triazol-4-yl)-8-azabicyclo[3.2.1]oct-8-yl]propyl}phenyl)carbamic acid tert-butyl ester (1370259-90-7)

Conditions

Yield

Stage #1: 4,4-difluorocyclohexanecarboxylic acid With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In dichloromethane for 0.25h; Inert atmosphere; Cooling with ice; Molecular sieve; Stage #2: (4-{1-amino-3-[3-(3-isopropyl-5-methyl-[1,2,4]triazol-4-yl)-8-azabicyclo[3.2.1]oct-8-yl]propyl}phenyl)carbamic acid tert-butyl ester In dichloromethane at 20℃; for 4h; Inert atmosphere; Molecular sieve;

85%

4,4-difluorocyclohexanecarboxylic acid (122665-97-8) + C22H28FN5O → (S)-4,4-difluoro-cydohexanecarboxylic acid [3-[5-(4,6-dimethyl-pyrimidine-5-carbonyl)-hexahydro-pyrrolo[3,4-c]pyrrol-2-yl]-1-(3-fluoro-phenyl)-propyl]-amide

Conditions	Yield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane for 4h;	84%

4,4-difluorocyclohexanecarboxylic acid (122665-97-8) + benzyl 2-{bis[(tert-butoxy)carbonyl]amino}prop-2-enoate + trifluoroacetic acid (76-05-1) → C16H21F2NO2*C2HF3O2

Conditions

Yield

Stage #1: benzyl 2-{bis[(tert-butoxy)carbonyl]amino}prop-2-enoate With dipotassium hydrogenphosphate; 10-(3,5-dimethoxyphenyl)-9-mesityl-1,3,6,8-tetramethoxyacridin-10-ium tetrafluoroborate In N,N-dimethyl-formamide for 0.333333h; Sealed tube; Inert atmosphere; Stage #2: 4,4-difluorocyclohexanecarboxylic acid In N,N-dimethyl-formamide at 25℃; for 20h; Inert atmosphere; Sealed tube; Irradiation; Stage #3: trifluoroacetic acid In dichloromethane at 25℃; for 1.5h; Sealed tube;

83%

4,4-difluorocyclohexanecarboxylic acid (122665-97-8) + indan-5-amine (24425-40-9) → C15H19F2NO2S

Conditions	Yield
With tert-Butyl peroxybenzoate; 9-(2-chlorophenyl)acridine; copper(I) trifluoromethanesulfonate * 1/2 toluene; 1,4-diazabicyclo [2.2.2] octane-1,4-diium-1,4-disulfinate In dichloromethane Irradiation;	83%

4,4-difluorocyclohexanecarboxylic acid (122665-97-8) + C6H4NCH2CHCCH2 (491-35-0) → 2-(4,4-difluorocyclohexyl)-4-methylquinoline

Conditions	Yield
With hydrogenchloride; cerium(III) chloride heptahydrate; tetrabutyl-ammonium chloride In 2,2,2-trifluoroethanol; water for 17h; Schlenk technique; Inert atmosphere; Electrochemical reaction; Irradiation;	82%
With ammonium peroxydisulfate; [4,4’-bis(1,1-dimethylethyl)-2,2’-bipyridine-N1,N1‘]bis [3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-N]phenyl-C]iridium(III) hexafluorophosphate In dimethyl sulfoxide at 20℃; Irradiation; Inert atmosphere;	78%
With bis-[(trifluoroacetoxy)iodo]benzene In acetonitrile at 20℃; for 12h; Inert atmosphere; Irradiation; Schlenk technique;	67%
With 2-Picolinic acid; ferrous(II) sulfate heptahydrate; sodium chlorate In water; dimethyl sulfoxide at 20℃; for 24h; Inert atmosphere; Irradiation;	57%

4,4-difluorocyclohexanecarboxylic acid (122665-97-8) + N-hydroxyphthalimide (524-38-9) → 1,3-dioxoisoindolin-2-yl 4,4-difluorocyclohexane-1-carboxylate

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 25℃;	81%
With dmap; diisopropyl-carbodiimide In dichloromethane for 1h;	79%
With dmap; diisopropyl-carbodiimide In dichloromethane at 20℃; for 0.5h;	76%

4,4-difluorocyclohexanecarboxylic acid (122665-97-8) + 3-(4-fluorophenyl)-3H-1,2,3-oxadiazol-1-ium-5-olate (5352-95-4) → 4,4-difluoro-N'-(4-fluorophenyl)-N'-formylcyclohexane-1-carbohydrazide

Conditions	Yield
With tris(2,2′-bipyrazine-N1,N1′)ruthenium(II) hexafluorophosphate In acetonitrile at 20℃; for 24h; Inert atmosphere; Schlenk technique; Irradiation; Sealed tube;	81%

4,4-difluorocyclohexanecarboxylic acid (122665-97-8) + 4-(benzoyloxy)morpholine (5765-65-1) → C10H17F2NO3S

Conditions	Yield
With copper (II)-fluoride; 1,4-diazabicyclo [2.2.2] octane-1,4-diium-1,4-disulfinate; 9-mesitylacridine In dichloromethane Irradiation;	81%

4,4-difluorocyclohexanecarboxylic acid (122665-97-8) + 1-Bromo-4-phenylbutane (13633-25-5) → C17H22F2O

Conditions	Yield
With 6,6'-dimethyl-2,2'-bipyridine; nickel(II) bromide trihydrate; di-tert-butyl dicarbonate; sodium iodide; magnesium chloride; zinc In N,N-dimethyl acetamide at 30℃; for 24h; regioselective reaction;	77%

4,4-difluorocyclohexanecarboxylic acid (122665-97-8) + (S)-3-(4-(7-chloroquinolin-4-yl)piperazin-1-yl)-1-phenylpropan-1-amine (1114997-13-5) → N-((S)-3-(4-(7-chloroquinolin-4-yl)piperazin-1-yl)-1-phenylpropyl)-4,4-difluorocyclohexanecarboxamide (1114996-72-3)

Conditions	Yield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane at 25℃; for 4h;	76%

4,4-difluorocyclohexanecarboxylic acid (122665-97-8) + methyl (2S)-2-amino-3-phenylpropanoate hydrochloride (7524-50-7) → methyl (4,4-difluorocyclohexane-1-carbonyl)-L-phenylalaninate

Conditions	Yield
Stage #1: 4,4-difluorocyclohexanecarboxylic acid With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 0℃; for 0.333333h; Stage #2: methyl (2S)-2-amino-3-phenylpropanoate hydrochloride at 20℃; for 16h;	76%

4,4-difluorocyclohexanecarboxylic acid (122665-97-8) + 1,1-bis(phenylsulfonyl)ethylene (39082-53-6) → C20H22F2O4S2

Conditions	Yield
With piperazine; 9-(2-chlorophenyl)acridine; tetrakis(acetonitrile)copper(I)tetrafluoroborate In dichloromethane at 25 - 27℃; for 14h; Irradiation;	76%

4,4-difluorocyclohexanecarboxylic acid (122665-97-8) + (S)-3-((1R,3R,5S)-3-(3-isopropyl-5-methyl-4H-1,2,4-triazol-4-yl)-8-azabicyclo[3.2.1]octan-8-yl)-1-phenylpropan-1-amine (376348-71-9) → maraviroc (376348-65-1)

Conditions	Yield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In dichloromethane at 20℃; for 12h;	75%
With polimer bound carbodiimide In dichloromethane at 20℃; for 1h;	49%

Upstream product

• 17159-79-4 ethyl 4-oxocyclohexane-1-carboxylate 
• 178312-47-5 ethyl 4,4-difluorocyclohexane-1-carboxylate 

Downstream Products

• 927209-98-1 4,4-difluorocyclohexanecarboxamide 
• 810659-05-3 1-(4,4-difluorocyclohexyl)methanamine 
• 1361951-02-1 N-((4,4-difluorocyclohexyl)methyl)-3-(3-(trifluoromethoxy)phenyl)imidazo[1,2-b]pyridazin-6-amine 
• 1403776-27-1 C₁₈H₁₈F₃N₃O₂ 
• 1370259-90-7 (4-{1-(4,4-difluorocyclohexylcarbonylamino)-3-[3-(3-isopropyl-5-methyl-[1,2,4]triazol-4-yl)-8-azabicyclo[3.2.1]oct-8-yl]propyl}phenyl)carbamic acid tert-butyl ester 
• 1360569-05-6 (3R,4R,5S,6R)-2-(4-chloro-3-(4-((4,4-difluoro-1-methylcyclohexyl)methoxy)benzyl)phenyl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol 
• 1360569-04-5 (3R,4S,5S,6R)-2-(4-chloro-3-(4-((4,4-difluoro-1-methylcyclohexyl)methoxy)benzyl)phenyl)-6-(hydroxymethyl)-2-methoxytetrahydro-2H-pyran-3,4,5-triol 
• 1360569-42-1 (2R,3R,4R,5S,6S)-2-(acetoxymethyl)-6-(4-chloro-3-(4-((4,4-difluoro-1-methylcyclohexyl)methoxy)benzyl)phenyl)tetratydro-2H-3,4,5-triyl triacetate 
• 1360569-41-0 (2S,3R,4R,5S,6R)-2-(4-chloro-3-(4-((4,4-difluoro-1-methylcyclohexyl)methoxy)benzyl)phenyl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol 

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