tert-butyl (4S)-4-N-benzyloxycarbonylamino-2-chloro-3-oxo-5-phenylpentanoate

Base Information

Chemical Name:tert-butyl (4S)-4-N-benzyloxycarbonylamino-2-chloro-3-oxo-5-phenylpentanoate
CAS No.:191226-90-1
Molecular Formula:C₂₃H₂₆ClNO₅
Molecular Weight:431.916
Hs Code.:

Synonyms:tert-butyl (4S)-4-N-benzyloxycarbonylamino-2-chloro-3-oxo-5-phenylpentanoate

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Chemical Property of tert-butyl (4S)-4-N-benzyloxycarbonylamino-2-chloro-3-oxo-5-phenylpentanoate

Chemical Property:

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Technology Process of tert-butyl (4S)-4-N-benzyloxycarbonylamino-2-chloro-3-oxo-5-phenylpentanoate

There total 5 articles about tert-butyl (4S)-4-N-benzyloxycarbonylamino-2-chloro-3-oxo-5-phenylpentanoate 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:

: 143601-45-0
(S)-tert-butyl 4-<(benzyloxycarbonyl)amino>-3-oxo-5-phenylpentanoate

: 191226-90-1
tert-butyl (4S)-4-N-benzyloxycarbonylamino-2-chloro-3-oxo-5-phenylpentanoate

Guidance literature:: With sulfuryl dichloride; In dichloromethane; at 20 ℃; for 0.5h;
DOI:10.1039/b404071f

Reference yield:

: 35909-92-3
N-carbobenzoxy-L-phenylalanine methyl ester

: 191226-90-1
tert-butyl (4S)-4-N-benzyloxycarbonylamino-2-chloro-3-oxo-5-phenylpentanoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: LDA / tetrahydrofuran; heptane; ethylbenzene / 1 h / -45 °C

1.2: tetrahydrofuran; heptane; ethylbenzene / 1 h / -45 °C

2.1: SO₂Cl₂ / CH₂Cl₂ / 0.5 h / 20 °C

With sulfuryl dichloride; lithium diisopropyl amide; In tetrahydrofuran; n-heptane; dichloromethane; ethylbenzene; 1.2: cross-Claisen condensation;
DOI:10.1039/b404071f

Reference yield:

: 540-88-5
acetic acid tert-butyl ester

: 191226-90-1
tert-butyl (4S)-4-N-benzyloxycarbonylamino-2-chloro-3-oxo-5-phenylpentanoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: lithium diisopropylamide / tetrahydrofuran / 1 h / -45 °C

1.2: 96.6 percent / tetrahydrofuran / 1 h / -50 °C

2.1: 95 percent Chromat_. / sulfuryl chloride / CH₂Cl₂ / 1 h / 15 °C

With sulfuryl dichloride; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane; 1.2: cross-Claisen condensation;
DOI:10.1021/ol017163s