tert-butyl (2E)-3-[(4S,5S)-4-benzyl-N-(tert-butoxycarbonyl)-2-oxo-1,3-oxazolidin-5-yl]prop-2-enoate

Base Information

Chemical Name:tert-butyl (2E)-3-[(4S,5S)-4-benzyl-N-(tert-butoxycarbonyl)-2-oxo-1,3-oxazolidin-5-yl]prop-2-enoate
CAS No.:482374-28-7
Molecular Formula:C₂₂H₂₉NO₆
Molecular Weight:403.475
Hs Code.:

Synonyms:tert-butyl (2E)-3-[(4S,5S)-4-benzyl-N-(tert-butoxycarbonyl)-2-oxo-1,3-oxazolidin-5-yl]prop-2-enoate

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Chemical Property of tert-butyl (2E)-3-[(4S,5S)-4-benzyl-N-(tert-butoxycarbonyl)-2-oxo-1,3-oxazolidin-5-yl]prop-2-enoate

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Technology Process of tert-butyl (2E)-3-[(4S,5S)-4-benzyl-N-(tert-butoxycarbonyl)-2-oxo-1,3-oxazolidin-5-yl]prop-2-enoate

There total 3 articles about tert-butyl (2E)-3-[(4S,5S)-4-benzyl-N-(tert-butoxycarbonyl)-2-oxo-1,3-oxazolidin-5-yl]prop-2-enoate 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:

: 27784-76-5
tert-butyl diethylphosphonoacetate

: (4S,5R)-4-Benzyl-5-formyl-2-oxo-oxazolidine-3-carboxylic acid tert-butyl ester

: 482374-28-7
tert-butyl (2E)-3-[(4S,5S)-4-benzyl-N-(tert-butoxycarbonyl)-2-oxo-1,3-oxazolidin-5-yl]prop-2-enoate

Guidance literature:: tert-butyl diethylphosphonoacetate; With N-ethyl-N,N-diisopropylamine; lithium chloride; In acetonitrile; at 0 ℃; for 1h;

(4S,5R)-4-Benzyl-5-formyl-2-oxo-oxazolidine-3-carboxylic acid tert-butyl ester; In acetonitrile; at 0 ℃; for 2h;
DOI:10.1039/b203482d

Reference yield:

: 99113-28-7
(3S,4S)-5-[(tert-butoxycarbonyl)amino]-3-hydroxy-5-phenyl-1-pentene

: 482374-28-7
tert-butyl (2E)-3-[(4S,5S)-4-benzyl-N-(tert-butoxycarbonyl)-2-oxo-1,3-oxazolidin-5-yl]prop-2-enoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: NaH / tetrahydrofuran / 0.25 h / Heating

1.2: 87 percent / tetrahydrofuran / 1.5 h / 0 - 20 °C

2.1: O₃ / ethyl acetate / -78 °C

2.2: Me₂S / ethyl acetate / 0.5 h / 0 °C

3.1: (iPr)2NEt; LiCl / acetonitrile / 1 h / 0 °C

3.2: 3.98 g / acetonitrile / 2 h / 0 °C

With sodium hydride; ozone; N-ethyl-N,N-diisopropylamine; lithium chloride; In tetrahydrofuran; ethyl acetate; acetonitrile;
DOI:10.1039/b203482d

Reference yield:

: 265996-32-5
(4S,5S)-N-(tert-butyloxycarbonyl)-5-ethenyl-4-phenylmethyl oxazolidin-2-one

: 482374-28-7
tert-butyl (2E)-3-[(4S,5S)-4-benzyl-N-(tert-butoxycarbonyl)-2-oxo-1,3-oxazolidin-5-yl]prop-2-enoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: O₃ / ethyl acetate / -78 °C

1.2: Me₂S / ethyl acetate / 0.5 h / 0 °C

2.1: (iPr)2NEt; LiCl / acetonitrile / 1 h / 0 °C

2.2: 3.98 g / acetonitrile / 2 h / 0 °C

With ozone; N-ethyl-N,N-diisopropylamine; lithium chloride; In ethyl acetate; acetonitrile;
DOI:10.1039/b203482d