(8R,13S)-13-Methyl-17-norkaur-15-en-18-ol

Base Information

• Chemical Name: (8R,13S)-13-Methyl-17-norkaur-15-en-18-ol
• CAS No.: 20107-90-8
• Molecular Formula: C20H32 O
• Molecular Weight: 288.47
• Mol file: 20107-90-8.mol

Synonyms:17-Nor-8b,13b-kaur-15-en-18-ol,13-methyl- (8CI); Monogynol (7CI); (+)-Beyeren-19-ol;(+)-Monogynol; Beyeren-19-ol; ent-Beyer-15-en-19-ol

Chemical Property of (8R,13S)-13-Methyl-17-norkaur-15-en-18-ol

Chemical Property:

• PSA: 20.23000
• LogP: 4.94780

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (8R,13S)-13-Methyl-17-norkaur-15-en-18-ol

There total 2 articles about (8R,13S)-13-Methyl-17-norkaur-15-en-18-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:

18-O-(Z)-p-coumaroylbeyer-15-ene-18-ol (1062971-44-1) → 4-methylcinnamic acid (1866-39-3,940-61-4) + beyer-15-ene-18-ol (10470-85-6,20107-90-8,70267-61-7,77064-10-9,103000-96-0)

Guidance literature:

With potassium hydroxide; In methanol; at 85 ℃; for 3h;

DOI:10.1248/cpb.56.1030

Reference yield:

18-O-(E)-p-coumaroylbeyer-15-ene-18-ol (1062971-45-2) → 4-methylcinnamic acid (1866-39-3,940-61-4) + beyer-15-ene-18-ol (10470-85-6,20107-90-8,70267-61-7,77064-10-9,103000-96-0)

Guidance literature:

Alkaline aq. solution;

DOI:10.1248/cpb.56.1030

Reference yield: 96.0%

Erythroxylol A (20107-90-8) + benzyl bromide (100-39-0) → ent-beyer-15-en-19-benzyl ether

Guidance literature:

Erythroxylol A; With sodium hydride; In tetrahydrofuran; for 0.5h; Reflux;

benzyl bromide; In tetrahydrofuran; for 3h; Reflux;

DOI:10.1002/ejoc.202001424

upstream raw materials:

18-O-(Z)-p-coumaroylbeyer-15-ene-18-ol

18-O-(E)-p-coumaroylbeyer-15-ene-18-ol

Downstream raw materials:

Dihydromonogynol

Dihydromonogynol acetate

ent-beyer-19-ol

ent-beyer-15-en-19-tosylate