[(2R,3R)-3-Benzenesulfonylmethyl-2-(2-ethoxy-ethoxy)-4-methyl-pent-4-enyloxy]-tert-butyl-dimethyl-silane

Base Information

• Chemical Name: [(2R,3R)-3-Benzenesulfonylmethyl-2-(2-ethoxy-ethoxy)-4-methyl-pent-4-enyloxy]-tert-butyl-dimethyl-silane
• CAS No.: 104322-45-4
• Molecular Formula: C₂₃H₄₀O₅SSi
• Molecular Weight: 456.719

Synonyms:[(2R,3R)-3-Benzenesulfonylmethyl-2-(2-ethoxy-ethoxy)-4-methyl-pent-4-enyloxy]-tert-butyl-dimethyl-silane

Chemical Property of [(2R,3R)-3-Benzenesulfonylmethyl-2-(2-ethoxy-ethoxy)-4-methyl-pent-4-enyloxy]-tert-butyl-dimethyl-silane

Chemical Property:

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Technology Process of [(2R,3R)-3-Benzenesulfonylmethyl-2-(2-ethoxy-ethoxy)-4-methyl-pent-4-enyloxy]-tert-butyl-dimethyl-silane

There total 4 articles about [(2R,3R)-3-Benzenesulfonylmethyl-2-(2-ethoxy-ethoxy)-4-methyl-pent-4-enyloxy]-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%

(2R,3R)-3-Benzenesulfonylmethyl-1-(tert-butyl-dimethyl-silanyloxy)-4-methyl-pent-4-en-2-ol + ethyl vinyl ether (109-92-2,25104-37-4) → [(2R,3R)-3-Benzenesulfonylmethyl-2-(2-ethoxy-ethoxy)-4-methyl-pent-4-enyloxy]-tert-butyl-dimethyl-silane (104322-45-4)

Guidance literature:

pyridinium p-toluenesulfonate; In dichloromethane;

DOI:10.1021/ja00280a046

Reference yield:

tert-butyldimethylsilyl chloride (18162-48-6) → [(2R,3R)-3-Benzenesulfonylmethyl-2-(2-ethoxy-ethoxy)-4-methyl-pent-4-enyloxy]-tert-butyl-dimethyl-silane (104322-45-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 87 percent / imidazole / dimethylformamide / 1 h / 23 °C

2: 99 percent / pyridinium tosylate / CH₂Cl₂

With 1H-imidazole; pyridinium p-toluenesulfonate; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/ja00280a046

Reference yield:

(2R,3R)-3-Benzenesulfonylmethyl-4-methyl-pent-4-ene-1,2-diol → [(2R,3R)-3-Benzenesulfonylmethyl-2-(2-ethoxy-ethoxy)-4-methyl-pent-4-enyloxy]-tert-butyl-dimethyl-silane (104322-45-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 87 percent / imidazole / dimethylformamide / 1 h / 23 °C

2: 99 percent / pyridinium tosylate / CH₂Cl₂

With 1H-imidazole; pyridinium p-toluenesulfonate; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/ja00280a046

upstream raw materials:

ethyl vinyl ether

tert-butyldimethylsilyl chloride

(2R,3R)-3-(1-methylethenyl)-(phenylsulfonyl)-1,2-O-isopropylidene-1,2-butanediol

Downstream raw materials:

2,2-Dimethyl-propionic acid 2-((2R,3R)-3-{(E)-(R)-6-benzenesulfonyl-7-[(R)-2-(tert-butyl-dimethyl-silanyloxy)-1-(2-ethoxy-ethoxy)-ethyl]-4,8-dimethyl-nona-3,8-dienyl}-3-methyl-oxiranyl)-ethyl ester

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