(2S,3R)-3-Ethyl-1-(4-methoxy-phenyl)-4-oxo-azetidine-2-carboxylic acid tert-butyl ester

Base Information

Chemical Name:(2S,3R)-3-Ethyl-1-(4-methoxy-phenyl)-4-oxo-azetidine-2-carboxylic acid tert-butyl ester
CAS No.:117901-09-4
Molecular Formula:C₁₇H₂₃NO₄
Molecular Weight:305.374
Hs Code.:

Synonyms:(2S,3R)-3-Ethyl-1-(4-methoxy-phenyl)-4-oxo-azetidine-2-carboxylic acid tert-butyl ester

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Chemical Property of (2S,3R)-3-Ethyl-1-(4-methoxy-phenyl)-4-oxo-azetidine-2-carboxylic acid tert-butyl ester

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Technology Process of (2S,3R)-3-Ethyl-1-(4-methoxy-phenyl)-4-oxo-azetidine-2-carboxylic acid tert-butyl ester

There total 12 articles about (2S,3R)-3-Ethyl-1-(4-methoxy-phenyl)-4-oxo-azetidine-2-carboxylic acid tert-butyl 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: 90.0%

: 117901-08-3
(2S,3R)-1-(4-Methoxy-phenyl)-4-oxo-3-vinyl-azetidine-2-carboxylic acid tert-butyl ester

: 117901-09-4
(2S,3R)-3-Ethyl-1-(4-methoxy-phenyl)-4-oxo-azetidine-2-carboxylic acid tert-butyl ester

Guidance literature:: With hydrogen; palladium on activated charcoal; In methanol; under 760 Torr;
DOI:10.1016/S0040-4039(00)80218-X

Reference yield:

: 5292-43-3
bromoacetic acid tert-butyl ester

: 117901-09-4,122921-33-9,122921-34-0,126577-00-2,126577-01-3,139014-12-3,139014-13-4
cis-4-(tert-butoxycarbonyl)-3-ethyl-1-(4-methoxyphenyl)-2-azetidinone

Guidance literature:: Multi-step reaction with 2 steps

1: 50percent aq. NaOH / benzyltriethylammonium bromide / CH₂Cl₂ / Ambient temperature

2: 1) t-BuLi, 2) PPh₄Br, N-iodosuccinimide / 1) THF, -78 deg C, 1 h, 2) THF, -95 to -70 deg C

With sodium hydroxide; N-iodo-succinimide; tert.-butyl lithium; tetraphenylphosphonium bromide; benzyltriethylammonium bromide; In dichloromethane;
DOI:10.1021/jo00032a047

Reference yield:

: 104-94-9
4-methoxy-aniline

: 117901-09-4,122921-33-9,122921-34-0,126577-00-2,126577-01-3,139014-12-3,139014-13-4
cis-4-(tert-butoxycarbonyl)-3-ethyl-1-(4-methoxyphenyl)-2-azetidinone

Guidance literature:: Multi-step reaction with 3 steps

1: Et₃N / CH₂Cl₂ / 1.5 h / 0 °C

2: 50percent aq. NaOH / benzyltriethylammonium bromide / CH₂Cl₂ / Ambient temperature

3: 1) t-BuLi, 2) PPh₄Br, N-iodosuccinimide / 1) THF, -78 deg C, 1 h, 2) THF, -95 to -70 deg C

With sodium hydroxide; N-iodo-succinimide; tert.-butyl lithium; tetraphenylphosphonium bromide; triethylamine; benzyltriethylammonium bromide; In dichloromethane;
DOI:10.1021/jo00032a047