(2S)-1-<5-(tert-butyldiphenylsilyl)oxymethyl-2-(p-toluenesulfonyl)aminophenyl>-6,7-dimethyl-3-methylene-6-octen-2-ol

Base Information

• Chemical Name: (2S)-1-<5-(tert-butyldiphenylsilyl)oxymethyl-2-(p-toluenesulfonyl)aminophenyl>-6,7-dimethyl-3-methylene-6-octen-2-ol
• CAS No.: 119139-44-5
• Molecular Formula: C₄₁H₅₁NO₄SSi
• Molecular Weight: 682.012
• Mol file: 119139-44-5.mol

Synonyms:(2S)-1-<5-(tert-butyldiphenylsilyl)oxymethyl-2-(p-toluenesulfonyl)aminophenyl>-6,7-dimethyl-3-methylene-6-octen-2-ol

Chemical Property of (2S)-1-<5-(tert-butyldiphenylsilyl)oxymethyl-2-(p-toluenesulfonyl)aminophenyl>-6,7-dimethyl-3-methylene-6-octen-2-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S)-1-<5-(tert-butyldiphenylsilyl)oxymethyl-2-(p-toluenesulfonyl)aminophenyl>-6,7-dimethyl-3-methylene-6-octen-2-ol

There total 19 articles about (2S)-1-<5-(tert-butyldiphenylsilyl)oxymethyl-2-(p-toluenesulfonyl)aminophenyl>-6,7-dimethyl-3-methylene-6-octen-2-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: 98.0%

Acetic acid (S)-1-[5-(tert-butyl-diphenyl-silanyloxymethyl)-2-(toluene-4-sulfonylamino)-benzyl]-5,6-dimethyl-2-methylene-hept-5-enyl ester (181368-99-0) → (2S)-1-<5-(tert-butyldiphenylsilyl)oxymethyl-2-(p-toluenesulfonyl)aminophenyl>-6,7-dimethyl-3-methylene-6-octen-2-ol (119139-44-5)

Guidance literature:

With diisobutylaluminium hydride; In hexane; toluene; at -15 ℃; for 0.5h;

DOI:10.1016/0040-4020(96)00608-4

Reference yield:

1-bromo-2,3-dimethyl-2-butene (5072-70-8) → (2S)-1-<5-(tert-butyldiphenylsilyl)oxymethyl-2-(p-toluenesulfonyl)aminophenyl>-6,7-dimethyl-3-methylene-6-octen-2-ol (119139-44-5)

Guidance literature:

Multi-step reaction with 5 steps

2: 87 percent / CH₂Cl₂ / 52 h / Ambient temperature

4: (L)-(+)-DET, Ti(OiPr)4, TBHP / CH₂Cl₂ / 1.5 h / -20 °C

With titanium(IV) isopropylate; tert.-butylhydroperoxide; diethyl (2R,3R)-tartrate; In dichloromethane;

DOI:10.1246/cl.1988.909

Reference yield:

(2S,3S)-4-<2-acetyl(p-toluenesulfonyl)amino-5-(tert-butyldiphenylsilyl)oxymethylphenyl>-2-(3,4-dimethyl-3-pentenyl)-2,3-epoxy-1-butanol (119139-43-4) → (2S)-1-<5-(tert-butyldiphenylsilyl)oxymethyl-2-(p-toluenesulfonyl)aminophenyl>-6,7-dimethyl-3-methylene-6-octen-2-ol (119139-44-5)

Guidance literature:

Yield given. Multistep reaction;

DOI:10.1246/cl.1988.909

upstream raw materials:

(2S,3S)-4-<2-acetyl(p-toluenesulfonyl)amino-5-(tert-butyldiphenylsilyl)oxymethylphenyl>-2-(3,4-dimethyl-3-pentenyl)-2,3-epoxy-1-butanol

Acetic acid (S)-1-[5-(tert-butyl-diphenyl-silanyloxymethyl)-2-(toluene-4-sulfonylamino)-benzyl]-5,6-dimethyl-2-methylene-hept-5-enyl ester

ethyl 4-amino-3-(2-propenyl)benzoate

methyl 5,6-dimethyl-2-triphenylphosphoranylidene-5-heptenoate

Downstream raw materials:

(4aS,9aS)-9a-(3,4-dimethyl-3-pentenyl)-6-hydroxymethyl-3,3-dimethyl-9-(p-toluenesulfonyl)-9-aza-2,4-dioxa-1,2,3,4,4a,10,9,9a-octahydroanthracene

(4aS,9aS)-9a-(3,4-dimethyl-3-pentenyl)-3,3-dimethyl-9-(p-toluenesulfonyl)-9-aza-2,4-dioxa-1,2,3,4,4a,10,9,9a-octahydroanthracene-6-carbaldehyde

(4aS,9aS)-9a-(3,4-dimethyl-3-pentenyl)-3,3-dimethyl-9-(p-toluenesulfonyl)-9-aza-2,4-dioxa-1,2,3,4,4a,10,9,9a-octahydroanthracene-6-carboxylic acid

(4aS,9aS)-9a-(3,4-dimethyl-3-pentenyl)-6-methoxycarbonyl-3,3-dimethyl-9-(p-toluenesulfonyl)-9-aza-2,4-dioxa-1,2,3,4,4a,10,9,9a-octahydroanthracene