(3S)-3-[(N-benzyloxycarbonyl)valinyl]amino-5-bromo-4-oxopentanoic acid tert-butyl ester

Base Information

Chemical Name:(3S)-3-[(N-benzyloxycarbonyl)valinyl]amino-5-bromo-4-oxopentanoic acid tert-butyl ester
CAS No.:168319-04-8
Molecular Formula:C₂₂H₃₁BrN₂O₆
Molecular Weight:499.402
Hs Code.:

Synonyms:(3S)-3-[(N-benzyloxycarbonyl)valinyl]amino-5-bromo-4-oxopentanoic acid tert-butyl ester

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Chemical Property of (3S)-3-[(N-benzyloxycarbonyl)valinyl]amino-5-bromo-4-oxopentanoic acid tert-butyl ester

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Technology Process of (3S)-3-[(N-benzyloxycarbonyl)valinyl]amino-5-bromo-4-oxopentanoic acid tert-butyl ester

There total 4 articles about (3S)-3-[(N-benzyloxycarbonyl)valinyl]amino-5-bromo-4-oxopentanoic 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: 98.0%

: 168319-04-8
(3S)-3-[(N-benzyloxycarbonyl)valinyl]amino-5-bromo-4-oxopentanoic acid tert-butyl ester

Guidance literature:

Reference yield:

: (S)-3-((S)-2-Benzyloxycarbonylamino-3-methyl-butyrylamino)-5-diazo-4-oxo-pentanoic acid tert-butyl ester

: 168319-04-8
(3S)-3-[(N-benzyloxycarbonyl)valinyl]amino-5-bromo-4-oxopentanoic acid tert-butyl ester

Guidance literature:: With hydrogen bromide; In acetic acid; at 0 ℃;

Reference yield:

: Z-Val-Asp(O-tBu)-OH

: 168319-04-8
(3S)-3-[(N-benzyloxycarbonyl)valinyl]amino-5-bromo-4-oxopentanoic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: ClCO₂iBu; NMM / tetrahydrofuran / 0.5 h / -10 °C

1.2: diethyl ether / 1 h / 0 °C

2.1: aq. HBr / tetrahydrofuran / 0.25 h / 0 - 20 °C

With 4-methyl-morpholine; hydrogen bromide; isobutyl chloroformate; In tetrahydrofuran;
DOI:10.1016/j.bmcl.2003.12.106