Benzoic acid (S)-1-((S)-2-benzyloxycarbonyl-2-tert-butoxycarbonylamino-ethyl)-2-hydroxy-but-3-enyl ester

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Chemical Name:Benzoic acid (S)-1-((S)-2-benzyloxycarbonyl-2-tert-butoxycarbonylamino-ethyl)-2-hydroxy-but-3-enyl ester
CAS No.:116857-27-3
Molecular Formula:C₂₆H₃₁NO₇
Molecular Weight:469.535
Hs Code.:

Synonyms:Benzoic acid (S)-1-((S)-2-benzyloxycarbonyl-2-tert-butoxycarbonylamino-ethyl)-2-hydroxy-but-3-enyl ester

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Chemical Property of Benzoic acid (S)-1-((S)-2-benzyloxycarbonyl-2-tert-butoxycarbonylamino-ethyl)-2-hydroxy-but-3-enyl ester

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Technology Process of Benzoic acid (S)-1-((S)-2-benzyloxycarbonyl-2-tert-butoxycarbonylamino-ethyl)-2-hydroxy-but-3-enyl ester

There total 4 articles about Benzoic acid (S)-1-((S)-2-benzyloxycarbonyl-2-tert-butoxycarbonylamino-ethyl)-2-hydroxy-but-3-enyl 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: 88.0%

: 116857-26-2
Benzoic acid (S)-1-((S)-2-benzyloxycarbonyl-2-tert-butoxycarbonylamino-ethyl)-2-oxo-but-3-enyl ester

: 116857-27-3
Benzoic acid (S)-1-((S)-2-benzyloxycarbonyl-2-tert-butoxycarbonylamino-ethyl)-2-hydroxy-but-3-enyl ester

Guidance literature:: With sodium tetrahydroborate; cerium(III) chloride; In methanol; at -20 ℃;
DOI:10.1016/S0040-4039(00)80087-8

Reference yield:

: 113400-36-5,400626-71-3
benzyl (2S)-N-tert-butoxycarbonyl-5-oxoprolinate

: 116857-27-3
Benzoic acid (S)-1-((S)-2-benzyloxycarbonyl-2-tert-butoxycarbonylamino-ethyl)-2-hydroxy-but-3-enyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) LiN(Me₃Si)2; 2.) 2-toluenesulfonyl-3-phenyloxazolidine / 1.) THF, -78 deg C

2: 76 percent / DEAD, Ph₃P / tetrahydrofuran / -20 - 25 °C

3: 80 percent / tetrahydrofuran / -40 °C

4: 88 percent / NaBH₄, CeCl₃ / methanol / -20 °C

With sodium tetrahydroborate; cerium(III) chloride; 2-toluenesulfonyl-3-phenyloxazolidine; triphenylphosphine; lithium hexamethyldisilazane; diethylazodicarboxylate; In tetrahydrofuran; methanol;
DOI:10.1016/S0040-4039(00)80087-8

Reference yield:

: 116857-25-1
(2S,4S)-4-Benzoyloxy-5-oxo-pyrrolidine-1,2-dicarboxylic acid 2-benzyl ester 1-tert-butyl ester

: 116857-27-3
Benzoic acid (S)-1-((S)-2-benzyloxycarbonyl-2-tert-butoxycarbonylamino-ethyl)-2-hydroxy-but-3-enyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 80 percent / tetrahydrofuran / -40 °C

2: 88 percent / NaBH₄, CeCl₃ / methanol / -20 °C

With sodium tetrahydroborate; cerium(III) chloride; In tetrahydrofuran; methanol;
DOI:10.1016/S0040-4039(00)80087-8