cis-2-Amino-1-cyclopentanecarboxylic acid hydrochloride

Base Information

• Chemical Name: cis-2-Amino-1-cyclopentanecarboxylic acid hydrochloride
• CAS No.: 128110-37-2
• Molecular Formula: C6H11NO2^.HCl
• Molecular Weight: 165.62
• Hs Code.: 29224985
• European Community (EC) Number: 624-344-1
• DSSTox Substance ID: DTXSID80926072
• ChEMBL ID: CHEMBL542974
• Mol file: 128110-37-2.mol

Synonyms:128110-37-2;18414-30-7;(1R,2S)-2-aminocyclopentane-1-carboxylic Acid Hydrochloride;cis-2-Amino-1-cyclopentanecarboxylic acid hydrochloride;(1R,2S)-(-)-2-Amino-1-cyclopentanecarboxylic acid hydrochloride;(1R,2S)-2-Aminocyclopentanecarboxylic Acid Hydrochloride;(1R,2S)-rel-2-Aminocyclopentanecarboxylic acid hydrochloride;cis-2-Aminocyclopentanecarboxylic acid hydrochloride;cis-2-Amino-cyclopentanecarboxylic acid hydrochloride;MFCD02181204;(1R,2S)-2-aminocyclopentane-1-carboxylic acid;hydrochloride;(1R,2S)-2-aminocyclopentanecarboxylic acid hcl;(1R,2S)-Cispentacin Hydrochloride;cis-|A-Cycloleucine hydrochloride;212755-84-5;(1R,2S)-2-Amino-cyclopentanecarboxylic acid hydrochloride;CIS-2-AMINO-1-CYCLOPENTANECARBOXYLIC AC&;CHEMBL542974;SCHEMBL3413778;DTXSID80926072;cis-beta-Cycloleucine hydrochloride;Cyclopentanecarboxylic acid, 2-amino-, hydrochloride, (1R,2S)-;MFCD05863555;MFCD16613996;AKOS015892971;AT13968;TS-7063;AC-26769;cis-2-Aminocyclopentanecarboxylic acid HCl;cis-2-Amino-cyclopentanecarboxylic acid HCl;A4074;CS-0035054;CS-0132060;EN300-211995;J-011798;J-500314;J-500404;(1R,2S)-2-AminocyclopentanecarboxylicAcidHydrochloride;Z2327569946;(1R,2S)-2-Amino-cyclopetanecarboxylic?acid?hydrochloride?salt;(1R,2S)-cis-2-Amino-cyclopentanecarboxylic acid hydrochloride;2-Aminocyclopentane-1-carboxylic acid--hydrogen chloride (1/1);cis-2-Amino-1-cyclopentanecarboxylic acid hydrochloride, >=95.0% (AT)

Chemical Property of cis-2-Amino-1-cyclopentanecarboxylic acid hydrochloride

Chemical Property:

• Appearance/Colour: Almost white crystalline powder
• Vapor Pressure: 0.00278mmHg at 25°C
• Melting Point: 173-175 °C (decomp)(Solv: ethanol (64-17-5); ethyl ether (60-29-7))
• Boiling Point: 264.7 °C at 760 mmHg
• Flash Point: 113.9 °C
• PSA: 63.32000
• LogP: 1.70070
• Water Solubility.: soluble
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 165.0556563
• Heavy Atom Count: 10
• Complexity: 124

Purity/Quality:

99% ^*data from raw suppliers

(1R,2S)-CispentacinHydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(C(C1)N)C(=O)O.Cl
• Isomeric SMILES: C1C[C@H]([C@H](C1)N)C(=O)O.Cl
• Uses: An antifungal antibiotic.

Technology Process of cis-2-Amino-1-cyclopentanecarboxylic acid hydrochloride

There total 6 articles about cis-2-Amino-1-cyclopentanecarboxylic acid hydrochloride which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

ethyl cis-2-aminocyclopentane-1-carboxylate (1609100-30-2,752181-59-2) → (1R,2S)-2-Amino-cyclopentane-1-carboxylic acid hydrochloride (128110-37-2,128052-92-6,158414-44-9,359849-58-4,18414-30-7)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂O / Candida antarctica lipase B / diisopropyl ether / 87 h / 65 °C

2: aq. HCl / 4 h / Heating

With hydrogenchloride; water; Candida antarctica lipase B; In di-isopropyl ether;

DOI:10.1002/chem.200700257

Reference yield:

(1R,2S)-2-Isocyanato-cyclopentanecarboxylic acid methyl ester (1039114-07-2) → (1R,2S)-2-Amino-cyclopentane-1-carboxylic acid hydrochloride (128110-37-2,128052-92-6,158414-44-9,359849-58-4,18414-30-7)

Guidance literature:

With hydrogenchloride; at 20 - 100 ℃; for 17h;

DOI:10.1055/s-2001-16745

Reference yield:

(1S,2R)-cis-2-methoxycarbonyl-cyclopentane-1-carboxylic acid (88315-64-4) → (1R,2S)-2-Amino-cyclopentane-1-carboxylic acid hydrochloride (128110-37-2,128052-92-6,158414-44-9,359849-58-4,18414-30-7)

Guidance literature:

Multi-step reaction with 4 steps

1: Et₃N / tetrahydrofuran / 1 h / -20 °C

2: aq. NaN₃ / tetrahydrofuran / 2 h / 20 °C

3: benzene / 2 h / Heating

4: aq. HCl / 17 h / 20 - 100 °C

With hydrogenchloride; sodium azide; triethylamine; In tetrahydrofuran; benzene; 3: Curtius degradation;

DOI:10.1055/s-2001-16745

upstream raw materials:

(1R,2S)-2-Isocyanato-cyclopentanecarboxylic acid methyl ester

ethyl (1R,2S)-2-aminocyclopentane-1-carboxylate

ethyl cis-2-aminocyclopentane-1-carboxylate

(1S,2R)-cis-2-methoxycarbonyl-cyclopentane-1-carboxylic acid

Downstream raw materials:

(1R,2S)-2-amino-cyclopentanecarboxylic acid methyl ester

(1R,2S)-2-(4-fluoro-benzylamino)-cyclopentanecarboxylic acid methyl ester

Refernces

• 1、 Bolm,Schiffers,Dinter,Defrere,Gerlach,Raabe. "Efficient asymmetric synthesis of unnatural β-amino acids". . p. 1719 - 1730. Retrieved 2007/10/03.