trans-(1S)-2-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-4-methylenecyclohexanecarboxylic acid methyl ester

Base Information

Chemical Name:trans-(1S)-2-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-4-methylenecyclohexanecarboxylic acid methyl ester
CAS No.:145668-36-6
Molecular Formula:C₁₅H₂₈O₃Si
Molecular Weight:284.471
Hs Code.:

Synonyms:trans-(1S)-2-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-4-methylenecyclohexanecarboxylic acid methyl ester

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Chemical Property of trans-(1S)-2-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-4-methylenecyclohexanecarboxylic acid methyl ester

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Technology Process of trans-(1S)-2-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-4-methylenecyclohexanecarboxylic acid methyl ester

There total 1 articles about trans-(1S)-2-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-4-methylenecyclohexanecarboxylic acid methyl 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:

: 1779-49-3
Methyltriphenylphosphonium bromide

: 18162-48-6
tert-butyldimethylsilyl chloride

: 145668-36-6
trans-(1S)-2-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-4-methylenecyclohexanecarboxylic acid methyl ester

Guidance literature:: With potassium tert-butylate; Yield given. Multistep reaction; 1.) THF, 2.) THF, r.t., 20 min;
DOI:10.1021/jo00056a013

Reference yield: 86.0%

: 145668-36-6
trans-(1S)-2-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-4-methylenecyclohexanecarboxylic acid methyl ester

: 145668-37-7
trans-(1R)-2-<<(1,1,-dimethylethyl)dimethylsilyl>oxy>-4-methylenecyclohexanemethanol

Guidance literature:: With diisobutylaluminium hydride; In dichloromethane; for 0.25h; -50 deg C to 0 deg C;
DOI:10.1021/jo00056a013

Reference yield:

: 145668-36-6
trans-(1S)-2-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-4-methylenecyclohexanecarboxylic acid methyl ester

: 145668-40-2
<1S-trans>-(1,1-dimethylethyl)dimethyl<(5-methyl-2-methylenecyclohexyl)oxy>silane

Guidance literature:: Multi-step reaction with 3 steps

1: 86 percent / DIBAL-H / CH₂Cl₂ / 0.25 h / -50 deg C to 0 deg C

2: 78 percent / H₂ / Rh(Ph₃P)3Cl / CH₂Cl₂ / 16 h / 3620.04 Torr / Ambient temperature

3: 1.) o-nitrophenyl selenocyanate, Bu₃P, 2.) aq.H₂O₂ / 1.) THF, r.t., 1 h, 2.) r.t., 1 h then 55 deg C, 1 h

With ortho-nitrophenyl selenocyanate; tributylphosphine; hydrogen; dihydrogen peroxide; diisobutylaluminium hydride; Wilkinson's catalyst; In dichloromethane;
DOI:10.1021/jo00056a013