(2S,5S)-1-[(4S)-4-(tert-butyldiphenylsilyloxy)-5-vinylhept-6-enoyl]-2,5-dimethylpyrrolidine

Base Information

Chemical Name:(2S,5S)-1-[(4S)-4-(tert-butyldiphenylsilyloxy)-5-vinylhept-6-enoyl]-2,5-dimethylpyrrolidine
CAS No.:139108-42-2
Molecular Formula:C₃₁H₄₃NO₂Si
Molecular Weight:489.773
Hs Code.:

Synonyms:(2S,5S)-1-[(4S)-4-(tert-butyldiphenylsilyloxy)-5-vinylhept-6-enoyl]-2,5-dimethylpyrrolidine

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Chemical Property of (2S,5S)-1-[(4S)-4-(tert-butyldiphenylsilyloxy)-5-vinylhept-6-enoyl]-2,5-dimethylpyrrolidine

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Technology Process of (2S,5S)-1-[(4S)-4-(tert-butyldiphenylsilyloxy)-5-vinylhept-6-enoyl]-2,5-dimethylpyrrolidine

There total 10 articles about (2S,5S)-1-[(4S)-4-(tert-butyldiphenylsilyloxy)-5-vinylhept-6-enoyl]-2,5-dimethylpyrrolidine 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: 95.0%

: 139108-41-1,139108-45-5
1-((2S,5S)-2,5-Dimethyl-pyrrolidin-1-yl)-4-hydroxy-5-vinyl-hept-6-en-1-one

: 58479-61-1
tert-butylchlorodiphenylsilane

: 139108-42-2,139135-92-5
4-(tert-Butyl-diphenyl-silanyloxy)-1-((2S,5S)-2,5-dimethyl-pyrrolidin-1-yl)-5-vinyl-hept-6-en-1-one

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; at 60 ℃;
DOI:10.1016/S0957-4166(00)80017-8

Reference yield: 92.0%

: 58479-61-1
tert-butylchlorodiphenylsilane

: 139108-41-1
(2S,5S)-1-[(4S)-4-hydroxy-5-vinylhept-6-enoyl]-2,5-dimethylpyrrolidine

: 139108-42-2
(2S,5S)-1-[(4S)-4-(tert-butyldiphenylsilyloxy)-5-vinylhept-6-enoyl]-2,5-dimethylpyrrolidine

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; at 60 ℃; for 72h;
DOI:10.1016/S0040-4020(03)00920-7

Reference yield:

: 117968-50-0
(2S,5S)-2,5-dimethylpyrrolidine

: 139108-42-2
(2S,5S)-1-[(4S)-4-(tert-butyldiphenylsilyloxy)-5-vinylhept-6-enoyl]-2,5-dimethylpyrrolidine

Guidance literature:: Multi-step reaction with 4 steps

1: 96 percent / Et₃N / 48 h / Heating

2: 96 percent / DMSO; oxalyl chloride; Et₃N / CH₂Cl₂ / -70 - 20 °C

3: Zn dust / tetrahydrofuran / 3 h / 60 °C

4: 92 percent / imidazole / dimethylformamide / 72 h / 60 °C

With 1H-imidazole; oxalyl dichloride; dimethyl sulfoxide; triethylamine; zinc; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; 2: Swern oxidation;
DOI:10.1016/S0040-4020(03)00920-7