2-Propenoic acid, 3-[(1S,2S)-2-[3-[[(1,1-dimethylethyl)diphenylsilyl]oxy]propyl]cyclopropyl]- 2-methyl-, ethyl ester, (2E)-

Base Information

Chemical Name:2-Propenoic acid, 3-[(1S,2S)-2-[3-[[(1,1-dimethylethyl)diphenylsilyl]oxy]propyl]cyclopropyl]- 2-methyl-, ethyl ester, (2E)-
CAS No.:392336-22-0
Molecular Formula:C28H38O3Si
Molecular Weight:450.693
Hs Code.:
Mol file:392336-22-0.mol

Synonyms:

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Chemical Property of 2-Propenoic acid, 3-[(1S,2S)-2-[3-[[(1,1-dimethylethyl)diphenylsilyl]oxy]propyl]cyclopropyl]- 2-methyl-, ethyl ester, (2E)-

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Technology Process of 2-Propenoic acid, 3-[(1S,2S)-2-[3-[[(1,1-dimethylethyl)diphenylsilyl]oxy]propyl]cyclopropyl]- 2-methyl-, ethyl ester, (2E)-

There total 1 articles about 2-Propenoic acid, 3-[(1S,2S)-2-[3-[[(1,1-dimethylethyl)diphenylsilyl]oxy]propyl]cyclopropyl]- 2-methyl-, ethyl ester, (2E)- 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: 86.0%

: 21382-82-1
(carbethoxyethylidene)triphenylphosphorane

: 392336-21-9
(1S,2R)-2-[3-(tert-butyldiphenylsilanyloxy)propyl]cyclopropanecarbaldehyde

: 392336-22-0
(2E)-3-{(1S,2R)-2-[3-(tert-butyldiphenylsilanyloxy)propyl]cyclopropyl}-2-methylacrylic acid ethyl ester

Guidance literature:: In dichloromethane; for 19h; Heating;
DOI:10.1021/jm0105171

Reference yield: 79.0%

: 392336-22-0
(2E)-3-{(1S,2R)-2-[3-(tert-butyldiphenylsilanyloxy)propyl]cyclopropyl}-2-methylacrylic acid ethyl ester

: 392336-23-1
(2E)-3-{(1S,2R)-2-[3-(tert-butyldiphenylsilanyloxy)propyl]cyclopropyl}-2-methylprop-2-en-1-ol

Guidance literature:: With diisobutylaluminium hydride; In hexane; at -78 ℃; for 1h;
DOI:10.1021/jm0105171

Reference yield:

: 392336-22-0
(2E)-3-{(1S,2R)-2-[3-(tert-butyldiphenylsilanyloxy)propyl]cyclopropyl}-2-methylacrylic acid ethyl ester

: 392336-69-5
(1S,2S,1'S,2'R)-2'-[3-(tert-butyldiphenylsilanyloxy)propyl]-2-methyl-bicyclopropyl-2-carbaldehyde

Guidance literature:: Multi-step reaction with 3 steps

1: 79 percent / DIBAL-H / hexane / 1 h / -78 °C

2: 79 percent / Et₂Zn; (R,R)-tartaric acid deriv.-B-n-butyl dioxaborolane / 1,2-dimethoxy-ethane; CH₂Cl₂ / 3 h / -15 °C

3: 92 percent / pyridinium chlorochromate; SiO₂ / CH₂Cl₂ / 1 h

With (R,R)-tartaric acid deriv.-B-n-butyl dioxaborolane; diethylzinc; silica gel; diisobutylaluminium hydride; pyridinium chlorochromate; In 1,2-dimethoxyethane; hexane; dichloromethane; 2: Charette asymmetric cyclopropanation;
DOI:10.1021/jm0105171