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

Base Information

Chemical Name:tert-butyl ((2S,3R)-1-((benzyloxy)amino)-3-hydroxy-1-oxobutan-2-yl)carbamate
CAS No.:75624-31-6
Molecular Formula:C₁₆H₂₄N₂O₅
Molecular Weight:324.377
Hs Code.:

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

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

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

There total 3 articles about tert-butyl ((2S,3R)-1-((benzyloxy)amino)-3-hydroxy-1-oxobutan-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: 76.0%

: 622-33-3
N-benzyloxyamine

: 2592-18-9
Boc-Thr-OH

: 75624-31-6
tert-butyl ((2S,3R)-1-((benzyloxy)amino)-3-hydroxy-1-oxobutan-2-yl)carbamate

Guidance literature:: With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; at 20 ℃; for 5.5h;
DOI:10.1016/j.ejmech.2016.11.039

Reference yield: 76.0%

: 622-33-3
N-benzyloxyamine

: 2592-18-9,23082-29-3,23082-30-6,55674-67-4,85979-33-5,86748-77-8
N-t-BOC-D,L-allo-threonine

: 75624-30-5,75624-31-6,75659-15-3
O-benzyl-α-N-t-BOC-D,L-allo-threonine hydroxamate

Guidance literature:: With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In water; pH 4-5;
DOI:10.1021/ja00543a021

Reference yield:

: 24424-99-5
di-tert-butyl dicarbonate

: 75624-30-5,75624-31-6,75659-15-3
O-benzyl-α-N-t-BOC-D,L-allo-threonine hydroxamate

Guidance literature:: Multi-step reaction with 2 steps

1: 76 percent / Et₃N / dimethylformamide / Ambient temperature

2: 76 percent / 1-ethyl-3-(3-(dimethylamino)propyl)carbodiimide hydrochloride / H₂O / pH 4-5

With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In water; N,N-dimethyl-formamide;
DOI:10.1021/ja00543a021