7-(Hydroxymethyl)-10b-methyl-3b,4,5,6,7,8,9,10,10a,10b,11,12-dodecahydro-5a,8-methanocyclohepta[5,6]naphtho[2,1-b]furan-7-ol

Base Information

• Chemical Name: 7-(Hydroxymethyl)-10b-methyl-3b,4,5,6,7,8,9,10,10a,10b,11,12-dodecahydro-5a,8-methanocyclohepta[5,6]naphtho[2,1-b]furan-7-ol
• CAS No.: 469-83-0
• Molecular Formula: C20H28O3
• Molecular Weight: 316.441
• DSSTox Substance ID: DTXSID30859381
• Wikidata: Q104985590
• Mol file: 469-83-0.mol

Synonyms:Coffeol;SCHEMBL19249855;DTXSID30859381;AKOS037514969;7-(hydroxymethyl)-10b-methyl-3b,4,5,6,7,8,9,10,10a,10b,11,12-dodecahydro-5a,8-methanocyclohepta[5,6]naphtho[2,1-b]furan-7-ol;FT-0701718

Chemical Property of 7-(Hydroxymethyl)-10b-methyl-3b,4,5,6,7,8,9,10,10a,10b,11,12-dodecahydro-5a,8-methanocyclohepta[5,6]naphtho[2,1-b]furan-7-ol

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 160-162oC (with decomposition) (ethyl ether pentane )
• Refractive Index: 1.604
• Boiling Point: 468.6 °C at 760 mmHg
• PKA: 14.44±0.40(Predicted)
• Flash Point: 237.2 °C
• PSA: 53.60000
• Density: 1.23 g/cm³
• LogP: 3.63930
• Storage Temp.: -20°C Freezer, Under inert atmosphere
• Solubility.: Soluble in dichlormethane, DMSO or ethanol
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 316.20384475
• Heavy Atom Count: 23
• Complexity: 507

Purity/Quality:

99%, ^*data from raw suppliers

Cafestol(>85%) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC12CCC3=C(C1CCC45C2CCC(C4)C(C5)(CO)O)C=CO3
• Uses: Cafestol is a diterpene molecule that displays anti-carcinogenic properties in studies. Natural extract from coffee beans which induces glutathione S-transferase

Technology Process of 7-(Hydroxymethyl)-10b-methyl-3b,4,5,6,7,8,9,10,10a,10b,11,12-dodecahydro-5a,8-methanocyclohepta[5,6]naphtho[2,1-b]furan-7-ol

There total 34 articles about 7-(Hydroxymethyl)-10b-methyl-3b,4,5,6,7,8,9,10,10a,10b,11,12-dodecahydro-5a,8-methanocyclohepta[5,6]naphtho[2,1-b]furan-7-ol 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: 75.0%

C20H26O → (+/-)-cafestol (469-83-0,109428-81-1)

Guidance literature:

With osmium(VIII) oxide; In tetrahydrofuran; pyridine; at 0 - 20 ℃;

DOI:10.1021/ol500623w

Reference yield:

→ cafestol (469-83-0)

Guidance literature:

With ethanol; sodium;

Reference yield:

→ cafestol (469-83-0)

Guidance literature:

Downstream raw materials:

cafestol acetate

Refernces

• 1、 -. "Preparation of cafestol". . . Retrieved 2008/06/13.