Phenylsulfanyl-acetic acid (2R,3aR,4S,7aS)-1-eth-(E)-ylidene-7a-methyl-4-triethylsilanyloxy-octahydro-inden-2-yl ester

Base Information

• Chemical Name: Phenylsulfanyl-acetic acid (2R,3aR,4S,7aS)-1-eth-(E)-ylidene-7a-methyl-4-triethylsilanyloxy-octahydro-inden-2-yl ester
• CAS No.: 464171-38-8
• Molecular Formula: C₂₆H₄₀O₃SSi
• Molecular Weight: 460.753
• Mol file: 464171-38-8.mol

Synonyms:Phenylsulfanyl-acetic acid (2R,3aR,4S,7aS)-1-eth-(E)-ylidene-7a-methyl-4-triethylsilanyloxy-octahydro-inden-2-yl ester

Chemical Property of Phenylsulfanyl-acetic acid (2R,3aR,4S,7aS)-1-eth-(E)-ylidene-7a-methyl-4-triethylsilanyloxy-octahydro-inden-2-yl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Phenylsulfanyl-acetic acid (2R,3aR,4S,7aS)-1-eth-(E)-ylidene-7a-methyl-4-triethylsilanyloxy-octahydro-inden-2-yl ester

There total 2 articles about Phenylsulfanyl-acetic acid (2R,3aR,4S,7aS)-1-eth-(E)-ylidene-7a-methyl-4-triethylsilanyloxy-octahydro-inden-2-yl ester 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: 95.0%

(phenylthio)acetic acid chloride (7031-27-8) + (2R,3aR,4S,7aS)-1-Eth-(E)-ylidene-7a-methyl-4-triethylsilanyloxy-octahydro-inden-2-ol (464171-32-2) → Phenylsulfanyl-acetic acid (2R,3aR,4S,7aS)-1-eth-(E)-ylidene-7a-methyl-4-triethylsilanyloxy-octahydro-inden-2-yl ester (464171-38-8)

Guidance literature:

With pyridine; dmap; In dichloromethane;

DOI:10.1016/S0040-4039(02)00904-8

Reference yield:

(Z)-des-A,B-8β-triethylsilyloxypregn-17(20)-ene → Phenylsulfanyl-acetic acid (2R,3aR,4S,7aS)-1-eth-(E)-ylidene-7a-methyl-4-triethylsilanyloxy-octahydro-inden-2-yl ester (464171-38-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 79 percent / SeO₂; t-BuOOH / CH₂Cl₂

2: 95 percent / DMAP; pyridine / CH₂Cl₂

With pyridine; tert.-butylhydroperoxide; dmap; selenium(IV) oxide; In dichloromethane;

DOI:10.1016/S0040-4039(02)00904-8

Reference yield: 76.0%

Phenylsulfanyl-acetic acid (2R,3aR,4S,7aS)-1-eth-(E)-ylidene-7a-methyl-4-triethylsilanyloxy-octahydro-inden-2-yl ester (464171-38-8) → Benzenesulfonyl-acetic acid (2R,3aR,4S,7aS)-1-eth-(E)-ylidene-7a-methyl-4-triethylsilanyloxy-octahydro-inden-2-yl ester (464171-39-9)

Guidance literature:

With ruthenium trichloride; periodic acid;

DOI:10.1016/S0040-4039(02)00904-8

upstream raw materials:

(phenylthio)acetic acid chloride

(2R,3aR,4S,7aS)-1-Eth-(E)-ylidene-7a-methyl-4-triethylsilanyloxy-octahydro-inden-2-ol

Downstream raw materials:

Benzenesulfonyl-acetic acid (2R,3aR,4S,7aS)-1-eth-(E)-ylidene-7a-methyl-4-triethylsilanyloxy-octahydro-inden-2-yl ester