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

Base Information

Chemical Name:(2E,4R,5S)-4-(tert-butyl-dimethyl-silanyloxy)-5-phenethyl-hex-2-enedioic acid 1-ethyl ester
CAS No.:1000981-23-6
Molecular Formula:C₂₂H₃₄O₅Si
Molecular Weight:406.594
Hs Code.:

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

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (2E,4R,5S)-4-(tert-butyl-dimethyl-silanyloxy)-5-phenethyl-hex-2-enedioic acid 1-ethyl ester

Chemical Property:

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Technology Process of (2E,4R,5S)-4-(tert-butyl-dimethyl-silanyloxy)-5-phenethyl-hex-2-enedioic acid 1-ethyl ester

There total 5 articles about (2E,4R,5S)-4-(tert-butyl-dimethyl-silanyloxy)-5-phenethyl-hex-2-enedioic acid 1-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: 83.0%

: 1092555-15-1
(2E,4R,5S)-5-[(4S)-4-benzyl-2-thioxo-thiazolidine-3-carbonyl]-4-(tert-butyl-dimethylsilanyloxy)-7-phenyl-hept-2-enoic acid ethyl ester

: 1000981-23-6
(2E,4R,5S)-4-(tert-butyl-dimethyl-silanyloxy)-5-phenethyl-hex-2-enedioic acid 1-ethyl ester

Guidance literature:: With water; dihydrogen peroxide; lithium hydroxide; In tetrahydrofuran; for 2h; Cooling with ice; Inert atmosphere;
DOI:10.1002/cmdc.201500204

Reference yield:

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

: 1000981-23-6
(2E,4R,5S)-4-(tert-butyl-dimethyl-silanyloxy)-5-phenethyl-hex-2-enedioic acid 1-ethyl ester

Guidance literature:: Multi-step reaction with 3 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

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

Reference yield:

: 18496-54-3
phenylbutyric acid chloride

: 1000981-23-6
(2E,4R,5S)-4-(tert-butyl-dimethyl-silanyloxy)-5-phenethyl-hex-2-enedioic acid 1-ethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: triethylamine / dichloromethane / 24 h / 20 °C / Cooling with ice; Inert atmosphere

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

3: 2,6-dimethylpyridine / dichloromethane / 6 h / -70 °C / Inert atmosphere

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

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