1-Hepten-4-ol, 2-broMo-7-[[(1,1-diMethylethyl)diphenylsilyl]oxy]-, 4-Methylbenzenesulfonate, (4R)-

Base Information

• Chemical Name: 1-Hepten-4-ol, 2-broMo-7-[[(1,1-diMethylethyl)diphenylsilyl]oxy]-, 4-Methylbenzenesulfonate, (4R)-
• CAS No.: 871355-80-5
• Molecular Formula: C30H37BrO4SSi
• Molecular Weight: 601.677

Synonyms:1-Hepten-4-ol, 2-bromo-7-[[(1,1-dimethylethyl)diphenylsilyl]oxy]-, 4-methylbenzenesulfonate, (4R)- (9CI);

Chemical Property of 1-Hepten-4-ol, 2-broMo-7-[[(1,1-diMethylethyl)diphenylsilyl]oxy]-, 4-Methylbenzenesulfonate, (4R)-

Chemical Property:

• PSA: 60.98000
• LogP: 7.80520

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-Hepten-4-ol, 2-broMo-7-[[(1,1-diMethylethyl)diphenylsilyl]oxy]-, 4-Methylbenzenesulfonate, (4R)-

There total 5 articles about 1-Hepten-4-ol, 2-broMo-7-[[(1,1-diMethylethyl)diphenylsilyl]oxy]-, 4-Methylbenzenesulfonate, (4R)- 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: 78.0%

p-toluenesulfonyl chloride (98-59-9) + (R)-2-bromo-7-(tert-butyldiphenylsilanyloxy)-hept-1-en-4-ol (784194-08-7) → toluene-4-sulfonic acid 3-bromo-1-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-but-3-enyl ester (871355-80-5)

Guidance literature:

With dmap; triethylamine; In dichloromethane; at 20 ℃;

DOI:10.1055/s-0032-1317920

Reference yield:

C7H13BrO2 (871348-26-4) → toluene-4-sulfonic acid 3-bromo-1-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-but-3-enyl ester (871355-80-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 1H-imidazole / N,N-dimethyl-formamide / 0 - 15 °C

2: Chiralpak-OD / Resolution of racemate

3: triethylamine; dmap / dichloromethane / 20 °C

With 1H-imidazole; dmap; triethylamine; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1055/s-0032-1317920

Reference yield:

C23H31BrO2Si (871355-14-5) → toluene-4-sulfonic acid 3-bromo-1-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-but-3-enyl ester (871355-80-5)

Guidance literature:

Multi-step reaction with 2 steps

1: Chiralpak-OD / Resolution of racemate

2: triethylamine; dmap / dichloromethane / 20 °C

With dmap; triethylamine; In dichloromethane;

DOI:10.1055/s-0032-1317920

upstream raw materials:

p-toluenesulfonyl chloride

(R)-2-bromo-7-(tert-butyldiphenylsilanyloxy)-hept-1-en-4-ol

C₇H₁₃BrO₂

C₂₃H₃₁BrO₂Si

Downstream raw materials:

3-((2S,5S)-5-(2-((2S,4R,6R)-6-(((2S,3S,4R,5R)-5-((S)-2,3-bis((tert-butyldimethylsilyl)oxy)propyl)-4-methoxy-3-((phenylsulfonyl)methyl)tetrahydrofuran-2-yl)methyl)-4-methyl-5-methylenetetrahydro-2H-pyran-2-yl)ethyl)-4-methylenetetrahydrofuran-2-yl)propan-1-ol

3-((2S,5S)-5-(2-((2S,4R,6R)-6-(((2S,3S,4R,5R)-5-((S)-2,3-bis((tert-butyldimethylsilyl)oxy)propyl)-4-methoxy-3-((phenylsulfonyl)methyl)tetrahydrofuran-2-yl)methyl)-4-methyl-5-methylenetetrahydro-2H-pyran-2-yl) ethyl)-4-methylenetetrahydrofuran-2-yl)propyl pivalate

C₅₁H₉₀O₁₃S₂Si₂

C₂₃H₃₇F₃O₉S₂

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