Cyclophellitol

Base Information

• Chemical Name: Cyclophellitol
• CAS No.: 126661-83-4
• Molecular Formula: C7H12 O5
• Molecular Weight: 176.17
• DSSTox Substance ID: DTXSID80925661
• Nikkaji Number: J376.736A
• Wikipedia: Cyclophellitol
• Wikidata: Q77502129
• Metabolomics Workbench ID: 107920
• ChEMBL ID: CHEMBL35576
• Mol file: 126661-83-4.mol

Synonyms:1,6-epi-cyclophellitol;5-hydroxymethyl-7-oxabicyclo(4,1,0)heptane-2,3,4-triol;cyclophellitol;epi-CPL

Chemical Property of Cyclophellitol

Chemical Property:

• Vapor Pressure: 8.83E-08mmHg at 25°C
• Boiling Point: 392.4°Cat760mmHg
• Flash Point: 191.1°C
• PSA: 93.45000
• Density: 1.665g/cm³
• LogP: -2.54140
• XLogP3: -2
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 176.06847348
• Heavy Atom Count: 12
• Complexity: 185

Purity/Quality:

≥95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(C1C(C(C(C2C1O2)O)O)O)O
• Isomeric SMILES: C([C@@H]1[C@H]([C@@H]([C@H]([C@H]2[C@@H]1O2)O)O)O)O

Technology Process of Cyclophellitol

There total 100 articles about Cyclophellitol 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: 100.0%

(1R,2R,3R,4S,5R,6S)-4,5-bis(benzyloxy)-2-(hydroxymethyl)-7-oxabicyclo[4.1.0]heptan-3-ol (201603-61-4) → cyclophellitol (126661-83-4)

Guidance literature:

With hydrogen; palladium dihydroxide; In methanol; at 20 ℃; for 22h;

DOI:10.1021/jo051645q

Reference yield: 100.0%

(1S,2R,3S,4R,5R,6R)-2,3,4-tris(benzyloxy)-5-benzyloxymethyl-7-oxabicyclo<4.1.0>heptane (136861-99-9) → cyclophellitol (126661-83-4)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; ethyl acetate; Ambient temperature;

DOI:10.1246/bcsj.66.3760

Reference yield: 98.0%

(1S,2R,3R,4R,5R,6R)-3,4-Bis-benzyloxy-5-benzyloxymethyl-7-oxa-bicyclo[4.1.0]heptan-2-ol (151693-63-9) → cyclophellitol (126661-83-4)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; Ambient temperature;

DOI:10.1039/c39930000995

upstream raw materials:

(1S,2R,3R,4R,5S,6R)-4-(Diethyl-isopropyl-silanyloxy)-5-(diethyl-isopropyl-silanyloxymethyl)-7-oxa-bicyclo[4.1.0]heptane-2,3-diol

(1S,2S,3R,4S,5R,6R)-2,3,4,5-tetrahydroxy-6-(hydroxymethyl)cyclohexyl methanesulfonate

(1S,2R,3R,4R,5R,6R)-3,4-Bis-benzyloxy-5-benzyloxymethyl-7-oxa-bicyclo[4.1.0]heptan-2-ol

(1S,2R,3S,4R,5R,6R)-2,3,4-tris(benzyloxy)-5-benzyloxymethyl-7-oxabicyclo<4.1.0>heptane

Downstream raw materials:

(1S,2R,3S,4R,5R,6R)-2,3,4-tris(benzyloxy)-5-benzyloxymethyl-7-oxabicyclo<4.1.0>heptane

(1S,2S,3S,4R,5R,6S)-2,3,4-Tris-benzyloxy-5-benzyloxymethyl-7-aza-bicyclo[4.1.0]heptane

(1R,2R,3S,4R,5R,6S)-2,3,4-Tris-(4-methoxy-benzyloxy)-5-(4-methoxy-benzyloxymethyl)-7-thia-bicyclo[4.1.0]heptane

DL-Penta-O-acetyl-(1,3,4/2,5,6)-5-azetamido-6-(hydroxymethyl)-1,2,3,4-cyclohexanetetrol