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

Base Information

• Chemical Name: (S)-tert-butyl (1-((benzyloxy)amino)-1-oxo-3-phenylpropan-2-yl)-carbamate
• CAS No.: 115364-82-4
• Molecular Formula: C₂₁H₂₆N₂O₄
• Molecular Weight: 370.448
• Mol file: 115364-82-4.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

There total 4 articles about (S)-tert-butyl (1-((benzyloxy)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: 98.0%

N-benzyloxyamine (622-33-3) + 1,1-dimethylethyl [(1S)-2-oxo-2-(2-oxo-3-oxazolidinyl)-1-(phenylmethyl)ethyl]carbamate (474890-08-9) → dimethylenecyclourethane (497-25-6) + (S)-tert-butyl (1-((benzyloxy)amino)-1-oxo-3-phenylpropan-2-yl)-carbamate (115364-82-4)

Guidance literature:

With samarium(III) trifluoromethanesulfonate; In tetrahydrofuran; at 20 ℃; for 1h;

DOI:10.1021/ol0263301

Reference yield: 88.0%

N-tert-butoxycarbonyl-L-phenylalanine (13734-34-4) + O-benzylhydoxylamine hydrochloride (2687-43-6) → (S)-tert-butyl (1-((benzyloxy)amino)-1-oxo-3-phenylpropan-2-yl)-carbamate (115364-82-4)

Guidance literature:

N-tert-butoxycarbonyl-L-phenylalanine; O-benzylhydoxylamine hydrochloride; With trimethylamine; In chloroform; at 0 ℃; for 0.5h;

With benzotriazol-1-ol; dicyclohexyl-carbodiimide; In tetrahydrofuran; chloroform; at 0 - 20 ℃;

DOI:10.1021/acs.joc.6b00111

Reference yield: 71.0%

N-benzyloxyamine (622-33-3) + N-tert-butoxycarbonyl-L-phenylalanine (13734-34-4) → (S)-tert-butyl (1-((benzyloxy)amino)-1-oxo-3-phenylpropan-2-yl)-carbamate (115364-82-4)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; 1H-benzo[d][1,2,3]triazol-1-yl 4-methanebenzenesulfonate; In acetonitrile; at 0 - 20 ℃; Green chemistry;

DOI:10.1039/c3ra44294b

upstream raw materials:

N-tert-butoxycarbonyl-L-phenylalanine

O-benzylhydoxylamine hydrochloride

N-benzyloxyamine

1,1-dimethylethyl [(1S)-2-oxo-2-(2-oxo-3-oxazolidinyl)-1-(phenylmethyl)ethyl]carbamate

Downstream raw materials:

Phe-NH-O-CH₂-Ph

N-<2-(benzyloxycarbonyl)-1-oxoethyl>-L-phenylalanine N'-(benzyloxy)amide

(S)-N-(2-carboxy-1-oxoethyl)phenylalanine N'-hydroxyamide