tert-butyl ((S)-1-(((2S,3R)-1-amino-3-(benzyloxy)-1-oxobutan-2-yl)amino)-1-oxo-3-phenylpropan-2-yl)carbamate

Base Information

Chemical Name:tert-butyl ((S)-1-(((2S,3R)-1-amino-3-(benzyloxy)-1-oxobutan-2-yl)amino)-1-oxo-3-phenylpropan-2-yl)carbamate
CAS No.:135791-91-2
Molecular Formula:C₂₅H₃₃N₃O₅
Molecular Weight:455.554
Hs Code.:

Synonyms:tert-butyl ((S)-1-(((2S,3R)-1-amino-3-(benzyloxy)-1-oxobutan-2-yl)amino)-1-oxo-3-phenylpropan-2-yl)carbamate

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Chemical Property of tert-butyl ((S)-1-(((2S,3R)-1-amino-3-(benzyloxy)-1-oxobutan-2-yl)amino)-1-oxo-3-phenylpropan-2-yl)carbamate

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Technology Process of tert-butyl ((S)-1-(((2S,3R)-1-amino-3-(benzyloxy)-1-oxobutan-2-yl)amino)-1-oxo-3-phenylpropan-2-yl)carbamate

There total 4 articles about tert-butyl ((S)-1-(((2S,3R)-1-amino-3-(benzyloxy)-1-oxobutan-2-yl)amino)-1-oxo-3-phenylpropan-2-yl)carbamate 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: 90.0%

: 13734-34-4
N-tert-butoxycarbonyl-L-phenylalanine

: (2S,3R)-2-Amino-3-benzyloxy-butyramide; hydrochloride

: 135791-91-2
tert-butyl ((S)-1-(((2S,3R)-1-amino-3-(benzyloxy)-1-oxobutan-2-yl)amino)-1-oxo-3-phenylpropan-2-yl)carbamate

Guidance literature:: With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; for 3h; Ambient temperature;
DOI:10.1021/jm9509511

Reference yield:

: 13734-34-4
N-tert-butoxycarbonyl-L-phenylalanine

: 96658-25-2
(2S,3R)-2-amino-3-(benzyloxy)butanamide

: 135791-91-2
tert-butyl ((S)-1-(((2S,3R)-1-amino-3-(benzyloxy)-1-oxobutan-2-yl)amino)-1-oxo-3-phenylpropan-2-yl)carbamate

Guidance literature:: With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In N,N-dimethyl-formamide; at 20 ℃; for 18h; Inert atmosphere;
DOI:10.1371/journal.pntd.0007755

Reference yield:

: 15260-10-3
N-Boc-O-benzyl-L-threonine

: 135791-91-2
tert-butyl ((S)-1-(((2S,3R)-1-amino-3-(benzyloxy)-1-oxobutan-2-yl)amino)-1-oxo-3-phenylpropan-2-yl)carbamate

Guidance literature:: Multi-step reaction with 3 steps

1.1: isobutyl chloroformate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 0.5 h / -30 °C / Inert atmosphere

1.2: 20 h / 20 °C

2.1: trifluoroacetic acid / dichloromethane / 2 h / 0 - 20 °C

3.1: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 18 h / 20 °C / Inert atmosphere

With N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; isobutyl chloroformate; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1371/journal.pntd.0007755