(2E,4S,5S)-4-(tert-butyl-dimethylsilanyloxy)-5-isocyanato-7-phenyl-hept-2-enoic acid ethyl ester

Base Information

Chemical Name:(2E,4S,5S)-4-(tert-butyl-dimethylsilanyloxy)-5-isocyanato-7-phenyl-hept-2-enoic acid ethyl ester
CAS No.:1000981-20-3
Molecular Formula:C₂₂H₃₃NO₄Si
Molecular Weight:403.594
Hs Code.:

Synonyms:(2E,4S,5S)-4-(tert-butyl-dimethylsilanyloxy)-5-isocyanato-7-phenyl-hept-2-enoic acid ethyl ester

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Chemical Property of (2E,4S,5S)-4-(tert-butyl-dimethylsilanyloxy)-5-isocyanato-7-phenyl-hept-2-enoic acid ethyl ester

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Technology Process of (2E,4S,5S)-4-(tert-butyl-dimethylsilanyloxy)-5-isocyanato-7-phenyl-hept-2-enoic acid ethyl ester

There total 6 articles about (2E,4S,5S)-4-(tert-butyl-dimethylsilanyloxy)-5-isocyanato-7-phenyl-hept-2-enoic acid ethyl 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: 54.0%

: 1000981-19-0
(2E,4S,5S)-4-(tert-butyl-dimethyl-silanyloxy)-5-phenethyl-hex-2-enedioic acid 1-ethyl ester

: 1000981-20-3
(2E,4S,5S)-4-(tert-butyl-dimethylsilanyloxy)-5-isocyanato-7-phenyl-hept-2-enoic acid ethyl ester

Guidance literature:: With diphenylphosphoranyl azide; triethylamine; In toluene; at 20 ℃; for 0.5h; Molecular sieve; Inert atmosphere;
DOI:10.1002/cmdc.201500204

Reference yield:

: C₂₂H₃₃N₃O₄Si

: 1000981-20-3
(2E,4S,5S)-4-(tert-butyl-dimethylsilanyloxy)-5-isocyanato-7-phenyl-hept-2-enoic acid ethyl ester

Guidance literature:: In toluene; for 0.583333h; Inert atmosphere; Reflux;

Reference yield:

: 1000981-16-7
1-[(4S)-4-benzyl-2-thioxo-thiazolidin-3-yl]-4-phenyl-butan-1-one

: 1000981-20-3
(2E,4S,5S)-4-(tert-butyl-dimethylsilanyloxy)-5-isocyanato-7-phenyl-hept-2-enoic acid ethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: triethylamine; magnesium bromide ethyl etherate; chloro-trimethyl-silane / ethyl acetate / 288 h / 20 °C / Inert atmosphere

2: 2,6-dimethylpyridine / dichloromethane / 6 h / -70 °C / Inert atmosphere

3: dihydrogen peroxide; lithium hydroxide; water / tetrahydrofuran / 2 h / Cooling with ice; Inert atmosphere

4: triethylamine; diphenylphosphoranyl azide / toluene / 0.5 h / 20 °C / Molecular sieve; Inert atmosphere

With 2,6-dimethylpyridine; chloro-trimethyl-silane; diphenylphosphoranyl azide; water; dihydrogen peroxide; magnesium bromide ethyl etherate; triethylamine; lithium hydroxide; In tetrahydrofuran; dichloromethane; ethyl acetate; toluene;
DOI:10.1002/cmdc.201500204