(1R,4aR,4bS,7S,10aR)-1,4a,7-Trimethyl-1-phenylsulfanylmethyl-7-vinyl-1,2,3,4,4a,4b,5,6,7,9,10,10a-dodecahydro-phenanthrene

Base Information

• Chemical Name: (1R,4aR,4bS,7S,10aR)-1,4a,7-Trimethyl-1-phenylsulfanylmethyl-7-vinyl-1,2,3,4,4a,4b,5,6,7,9,10,10a-dodecahydro-phenanthrene
• CAS No.: 142759-87-3
• Molecular Formula: C₂₆H₃₆S
• Molecular Weight: 380.638
• Mol file: 142759-87-3.mol

Synonyms:

Chemical Property of (1R,4aR,4bS,7S,10aR)-1,4a,7-Trimethyl-1-phenylsulfanylmethyl-7-vinyl-1,2,3,4,4a,4b,5,6,7,9,10,10a-dodecahydro-phenanthrene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1R,4aR,4bS,7S,10aR)-1,4a,7-Trimethyl-1-phenylsulfanylmethyl-7-vinyl-1,2,3,4,4a,4b,5,6,7,9,10,10a-dodecahydro-phenanthrene

There total 4 articles about (1R,4aR,4bS,7S,10aR)-1,4a,7-Trimethyl-1-phenylsulfanylmethyl-7-vinyl-1,2,3,4,4a,4b,5,6,7,9,10,10a-dodecahydro-phenanthrene 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:

8(14),15-pimaradien-18-ol (1686-59-5) → (1R,4aR,4bS,7S,10aR)-1,4a,7-Trimethyl-1-phenylsulfanylmethyl-7-vinyl-1,2,3,4,4a,4b,5,6,7,9,10,10a-dodecahydro-phenanthrene (142759-87-3)

Guidance literature:

Multi-step reaction with 2 steps

1: Et₃N / CH₂Cl₂ / 0 °C

2: 1) NaH / 1) DMF, 5 min, 2) DMF, 120-130 deg C

With sodium hydride; triethylamine; In dichloromethane;

DOI:10.1021/jo00043a013

Reference yield:

thiophenol (108-98-5) + Methanesulfonic acid (1R,4aR,4bS,7S,10aR)-1,4a,7-trimethyl-7-vinyl-1,2,3,4,4a,4b,5,6,7,9,10,10a-dodecahydro-phenanthren-1-ylmethyl ester → (1R,4aR,4bS,7S,10aR)-1,4a,7-Trimethyl-1-phenylsulfanylmethyl-7-vinyl-1,2,3,4,4a,4b,5,6,7,9,10,10a-dodecahydro-phenanthrene (142759-87-3)

Guidance literature:

With sodium hydride; Yield given. Multistep reaction; 1) DMF, 5 min, 2) DMF, 120-130 deg C;

DOI:10.1021/jo00043a013

Reference yield:

pimaric acid (127-27-5) → (1R,4aR,4bS,7S,10aR)-1,4a,7-Trimethyl-1-phenylsulfanylmethyl-7-vinyl-1,2,3,4,4a,4b,5,6,7,9,10,10a-dodecahydro-phenanthrene (142759-87-3)

Guidance literature:

Multi-step reaction with 4 steps

1: diethyl ether

2: LiAlH₄ / diethyl ether / Ambient temperature

3: Et₃N / CH₂Cl₂ / 0 °C

4: 1) NaH / 1) DMF, 5 min, 2) DMF, 120-130 deg C

With lithium aluminium tetrahydride; sodium hydride; triethylamine; In diethyl ether; dichloromethane;

DOI:10.1021/jo00043a013

upstream raw materials:

thiophenol

8⁽¹⁴⁾,15-pimaradien-18-ol

pimaric acid

pimara-8⁽¹⁴⁾,15-dien-18-oic acid methyl ester