((1R,2R)-5-Benzenesulfonyl-2-methyl-cyclohepta-3,5-dienyloxy)-tert-butyl-dimethyl-silane

Base Information

• Chemical Name: ((1R,2R)-5-Benzenesulfonyl-2-methyl-cyclohepta-3,5-dienyloxy)-tert-butyl-dimethyl-silane
• CAS No.: 606129-09-3
• Molecular Formula: C₂₀H₃₀O₃SSi
• Molecular Weight: 378.608
• Mol file: 606129-09-3.mol

Synonyms:((1R,2R)-5-Benzenesulfonyl-2-methyl-cyclohepta-3,5-dienyloxy)-tert-butyl-dimethyl-silane

Chemical Property of ((1R,2R)-5-Benzenesulfonyl-2-methyl-cyclohepta-3,5-dienyloxy)-tert-butyl-dimethyl-silane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ((1R,2R)-5-Benzenesulfonyl-2-methyl-cyclohepta-3,5-dienyloxy)-tert-butyl-dimethyl-silane

There total 4 articles about ((1R,2R)-5-Benzenesulfonyl-2-methyl-cyclohepta-3,5-dienyloxy)-tert-butyl-dimethyl-silane 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: 99.0%

C14H16O3S (1019753-91-3) + t-butyldimethylsiyl triflate (69739-34-0) → ((1R,2R)-5-Benzenesulfonyl-2-methyl-cyclohepta-3,5-dienyloxy)-tert-butyl-dimethyl-silane (606129-09-3)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 25 ℃; for 2h;

DOI:10.1021/jo702353e

Reference yield:

((1R,2S)-3-Benzenesulfonyl-2-methyl-5-phenylsulfanyl-cyclohept-4-enyloxy)-tert-butyl-dimethyl-silane (1019753-37-7) → ((1R,2R)-5-Benzenesulfonyl-2-methyl-cyclohepta-3,5-dienyloxy)-tert-butyl-dimethyl-silane (606129-09-3)

Guidance literature:

((1R,2S)-3-Benzenesulfonyl-2-methyl-5-phenylsulfanyl-cyclohept-4-enyloxy)-tert-butyl-dimethyl-silane; With trimethylsilyl trifluoromethanesulfonate; triethylamine; In dichloromethane; Heating;

With 3-chloro-benzenecarboperoxoic acid;

DOI:10.1002/anie.200350955

Reference yield:

diphenyldisulfane (882-33-7) → ((1R,2R)-5-Benzenesulfonyl-2-methyl-cyclohepta-3,5-dienyloxy)-tert-butyl-dimethyl-silane (606129-09-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: tetrahydrofuran / -78 °C

1.2: tetrahydrofuran / -78 - 20 °C

2.1: trimethylsilyl triflate; (C₂H₅)3N / CH₂Cl₂ / Heating

2.2: m-chloroperoxybenzioc acid

With trimethylsilyl trifluoromethanesulfonate; triethylamine; In tetrahydrofuran; dichloromethane;

DOI:10.1002/anie.200350955

upstream raw materials:

((1R,2S)-3-Benzenesulfonyl-2-methyl-5-phenylsulfanyl-cyclohept-4-enyloxy)-tert-butyl-dimethyl-silane

diphenyldisulfane

C₁₄H₁₆O₃S

t-butyldimethylsiyl triflate

Downstream raw materials:

(1S,4R,6R,7R)-3-Benzenesulfonyl-6-(tert-butyl-dimethyl-silanyloxy)-4-(3,5-dimethyl-pyrazol-1-yl)-7-methyl-cyclohept-2-enol

(4R,5S,6S,7S)-1-Benzenesulfonyl-4,6-bis-(tert-butyl-dimethyl-silanyloxy)-5,7-dimethyl-cycloheptene

(1R,5S,6S,7S)-6-(tert-butyldimethylsilyloxy)-5,7-dimethyl-4-(phenylsulfonyl)cyclohept-3-enol

C₂₁H₃₄O₄SSi