(1S,4aα)-Decahydro-2β,5,5,8aβ-tetramethyl-1β-naphthalenemethanol

Base Information

• Chemical Name: (1S,4aα)-Decahydro-2β,5,5,8aβ-tetramethyl-1β-naphthalenemethanol
• CAS No.: 33762-81-1
• Molecular Formula: C15H28O
• Molecular Weight: 224.38222
• Mol file: 33762-81-1.mol

Synonyms:(1S,4aα)-Decahydro-2β,5,5,8aβ-tetramethyl-1β-naphthalenemethanol;8β-Drimanol

Chemical Property of (1S,4aα)-Decahydro-2β,5,5,8aβ-tetramethyl-1β-naphthalenemethanol

Chemical Property:

• PSA: 20.23000
• LogP: 3.85740

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1S,4aα)-Decahydro-2β,5,5,8aβ-tetramethyl-1β-naphthalenemethanol

There total 34 articles about (1S,4aα)-Decahydro-2β,5,5,8aβ-tetramethyl-1β-naphthalenemethanol 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: 97.0%

(8aS)-(-)-drimenol (468-68-8,19078-37-6,54750-55-9,84108-05-4,84108-08-7,90457-95-7,90457-96-8) → 8α(H)-drimanol (510-98-5,20404-61-9,33762-81-1,52647-49-1,59203-12-2)

Guidance literature:

With hydrogen; platinum(IV) oxide; In ethyl acetate; for 1h; Ambient temperature;

Reference yield: 97.0%

Methanesulfonic acid (1S,2S,8aS)-2,5,5,8a-tetramethyl-decahydro-naphthalen-1-ylmethyl ester (112853-89-1) → 8α(H)-drimanol (510-98-5,20404-61-9,33762-81-1,52647-49-1,59203-12-2)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; for 24h; Heating;

Reference yield: 96.0%

albicanol (54632-04-1) → (+)-[(1S,2S,8aS)-2,5,5,8a-tetramethyldecahydronaphthalen-1-yl]methanol (33762-81-1)

Guidance literature:

With tris(triphenylphosphine)ruthenium(II) chloride; hydrogen; In benzene; at 20 ℃; for 16h; under 375038 Torr; diastereoselective reaction; Inert atmosphere; Schlenk technique; Autoclave;

DOI:10.1002/ejoc.201402873

upstream raw materials:

albicanol

(4aS)-2t.5.5.8at-tetramethyl-(4arH)-decahydronaphthoic acid-(1t)-methyl ester

(8aS)-(-)-drimenol

(-)-drimenol

Downstream raw materials:

isonordrimenone

8α(H)-drimane

Refernces

• 1、 Kamishima, Takaaki,Kikuchi, Takuya,Narita, Koichi,Katoh, Tadashi. "Biogenetically inspired total synthesis of (+)-liphagal: A potent and selective phosphoinositide 3-kinase α (PI3Kα) inhibitor from the marine sponge Aka coralliphaga". . p. 3443 - 3450. Retrieved 2014.
• 2、 Derita, Marcos,Montenegro, Ivan,Garibotto, Francisco,Enriz, Ricardo D.,Fritis, Mauricio Cuellar,Zacchino, Susana A.. "Structural requirements for the antifungal activities of natural drimane sesquiterpenes and analogues, supported by conformational and electronic studies". . p. 2029 - 2051. Retrieved 2013/04/10.