1,2:5,6-Di-O-cyclohexylidene-a-D-glucofuranose

Base Information

• Chemical Name: 1,2:5,6-Di-O-cyclohexylidene-a-D-glucofuranose
• CAS No.: 23397-76-4
• Molecular Formula: C18H28O6
• Molecular Weight: 340.417
• Hs Code.: 29400090
• DSSTox Substance ID: DTXSID20428106
• Nikkaji Number: J88.149J
• Mol file: 23397-76-4.mol

Synonyms:23397-76-4;1,2:5,6-Di-O-cyclohexylidene-a-D-glucofuranose;1,2:5,6-Di-O-cyclohexylidene-alpha-D-glucofuranose;(3aR,5S,6S,6aR)-5-[(3R)-1,4-dioxaspiro[4.5]decan-3-yl]spiro[3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxole-2,1'-cyclohexane]-6-ol;alpha-D-Glucofuranose, 1,2:5,6-di-O-cyclohexylidene-;SCHEMBL5331834;DTXSID20428106;MFCD09880233;AKOS015913644;BS-42171;1-O,2-O:5-O,6-O-Dicyclohexylidene-alpha-D-glucofuranose;(3'AR,5'S,6'S,6'AR)-5'-[(2R)-1,4-DIOXASPIRO[4.5]DECAN-2-YL]-TETRAHYDROSPIRO[CYCLOHEXANE-1,2'-FURO[2,3-D][1,3]DIOXOL]-6'-OL;(3a'R,5'S,6'S,6a'R)-5'-((R)-1,4-dioxaspiro[4.5]decan-2-yl)tetrahydrospiro[cyclohexane-1,2'-furo[2,3-d][1,3]dioxol]-6'-ol;(3a'R,6'S,6a'R)-5'-[(2R)-1,4-Dioxaspiro[4.5]decan-2-yl]tetrahydrospiro[cyclohexane-1,2'-furo[2,3-d][1,3]dioxol]-6'-ol (non-preferred name)

Chemical Property of 1,2:5,6-Di-O-cyclohexylidene-a-D-glucofuranose

Chemical Property:

• Appearance/Colour: white fine crystalline powder
• Vapor Pressure: 1.48E-12mmHg at 25°C
• Melting Point: 129-135 °C
• Refractive Index: 1.562
• Boiling Point: 510.47 °C at 760 mmHg
• PKA: 13.14±0.40(Predicted)
• Flash Point: 262.523 °C
• PSA: 66.38000
• Density: 1.295 g/cm³
• LogP: 2.22380
• Storage Temp.: 2-8°C
• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 1
• Exact Mass: 340.18858861
• Heavy Atom Count: 24
• Complexity: 470

Purity/Quality:

98%min ^*data from raw suppliers

1,2:5,6-Di-O-cyclohexylidene-a-D-glucofuranose ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 24/25-22-36-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC2(CC1)OCC(O2)C3C(C4C(O3)OC5(O4)CCCCC5)O
• Isomeric SMILES: C1CCC2(CC1)OC[C@@H](O2)[C@@H]3[C@@H]([C@@H]4[C@H](O3)OC5(O4)CCCCC5)O

Technology Process of 1,2:5,6-Di-O-cyclohexylidene-a-D-glucofuranose

There total 2 articles about 1,2:5,6-Di-O-cyclohexylidene-a-D-glucofuranose 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: 74.0%

C24H27F5O8S (171253-38-6) → 1,2:5,6-di-O-cyclohexylidene-α-D-glucofuranose (23397-76-4) + C24H27F5O8S (171253-41-1)

Guidance literature:

With triethylamine; In methanol; Irradiation;

Reference yield:

D-glucose (50-99-7) → 1,2-O-cyclohexylidene-α-D-glucofuranose (16832-21-6) + 1,2:5,6-di-O-cyclohexylidene-α-D-glucofuranose (23397-76-4)

Guidance literature:

With sulfuric acid; cyclohexanone;

Reference yield: 97.0%

p-methoxybenzenesulfinyl chloride (31401-23-7) + 1,2:5,6-di-O-cyclohexylidene-α-D-glucofuranose (23397-76-4) → C25H34O8S

Guidance literature:

In pyridine; diethyl ether; at -78 ℃;

DOI:10.1039/c39810000505

upstream raw materials:

D-glucose

C₂₄H₂₇F₅O₈S

Downstream raw materials:

(-)-3-deoxy-1,2:5,6-di-O-cyclohexylidene-α-D-glucofuranos-3-yl benzoate

O¹,O²;O⁵,O⁶-dicyclohexyLiDene-O³-(toluene-4-sulfonyl)-α-D-glucofuranose

1,2-O-cyclohexylidene-α-D-glucofuranose

3-O-trityl-1,2:5,6-di-O-cyclohexylidene-α-D-glucofuranose

Refernces