(2S)-2-benzyloxycarbonylamino-3-carboxy-4-hydroxy-4-phenyl-butanoic acid tert-butyl ester

Base Information

Chemical Name:(2S)-2-benzyloxycarbonylamino-3-carboxy-4-hydroxy-4-phenyl-butanoic acid tert-butyl ester
CAS No.:123975-58-6
Molecular Formula:C₂₃H₂₇NO₇
Molecular Weight:429.47
Hs Code.:

Synonyms:(2S)-2-benzyloxycarbonylamino-3-carboxy-4-hydroxy-4-phenyl-butanoic acid tert-butyl ester

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Chemical Property of (2S)-2-benzyloxycarbonylamino-3-carboxy-4-hydroxy-4-phenyl-butanoic acid tert-butyl ester

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Technology Process of (2S)-2-benzyloxycarbonylamino-3-carboxy-4-hydroxy-4-phenyl-butanoic acid tert-butyl ester

There total 7 articles about (2S)-2-benzyloxycarbonylamino-3-carboxy-4-hydroxy-4-phenyl-butanoic 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: 72.0%

: 123975-56-4
(2S)-3-allyloxycarbonyl-2-benzyloxycarbonylamino-4-hydroxy-4-phenyl-butanoic acid tert-butyl ester

: 123975-58-6
(2S)-2-benzyloxycarbonylamino-3-carboxy-4-hydroxy-4-phenyl-butanoic acid tert-butyl ester

Guidance literature:: With pyrrolidine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; triphenylphosphine; In dichloromethane; for 0.166667h; Ambient temperature;
DOI:10.1016/S0040-4020(01)85141-3

Reference yield:

: 123975-50-8
(S)-N-benzyloxycarbonylaspartic acid α-tert-butyl β-allyl ester

: 123975-58-6
(2S)-2-benzyloxycarbonylamino-3-carboxy-4-hydroxy-4-phenyl-butanoic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: BuLi, hexamethyldisilazide / hexane; tetrahydrofuran / 1.) room temperature, 10 min, 2.) -78 deg C to -60 deg C, 1 h; -40 deg C to -30 deg C, 30 min, 3.) -75 deg C, 15 min

2: PPh₃, Pd(PPh₃)4, pyrrolidine / CH₂Cl₂ / 0.25 h / Ambient temperature

With pyrrolidine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; triphenylphosphine; 1,1,1,3,3,3-hexamethyl-disilazane; In tetrahydrofuran; hexane; dichloromethane;
DOI:10.1016/S0040-4020(97)00520-6

Reference yield:

: 99793-10-9
N-benzyloxycarbonyl-L-asparatic acid β-allyl ester

: 123975-58-6
(2S)-2-benzyloxycarbonylamino-3-carboxy-4-hydroxy-4-phenyl-butanoic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 95 percent / conc. sulphuric acid / CH₂Cl₂ / 48 h / Ambient temperature

2: 1.) bis(trimethylsilyl)amine, BuLi / 1.) THF, r.t., 10 min; 2.) THF, -30 - -40 deg C, 45 min; 3.) -78 deg C, 15 min

3: 72 percent / tetrakis(triphenylphosphine)-palladium⁽⁰⁾, triphenylphosphine, pyrrolidine / CH₂Cl₂ / 0.17 h / Ambient temperature

With pyrrolidine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; sulfuric acid; triphenylphosphine; 1,1,1,3,3,3-hexamethyl-disilazane; In dichloromethane;
DOI:10.1016/S0040-4020(01)85141-3