benzyl 4-<3-(tert-butyloxycarbonyl)-5-oxo-4(S)-oxazolidinyl>butanohydroxamate

Base Information

• Chemical Name: benzyl 4-<3-(tert-butyloxycarbonyl)-5-oxo-4(S)-oxazolidinyl>butanohydroxamate
• CAS No.: 96195-11-8
• Molecular Formula: C₁₉H₂₆N₂O₆
• Molecular Weight: 378.425
• Mol file: 96195-11-8.mol

Synonyms:benzyl 4-<3-(tert-butyloxycarbonyl)-5-oxo-4(S)-oxazolidinyl>butanohydroxamate

Chemical Property of benzyl 4-<3-(tert-butyloxycarbonyl)-5-oxo-4(S)-oxazolidinyl>butanohydroxamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzyl 4-<3-(tert-butyloxycarbonyl)-5-oxo-4(S)-oxazolidinyl>butanohydroxamate

There total 1 articles about benzyl 4-<3-(tert-butyloxycarbonyl)-5-oxo-4(S)-oxazolidinyl>butanohydroxamate 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: 62.0%

O-benzylhydoxylamine hydrochloride (2687-43-6) + (S)-4-<3-(tert-butyloxycarbonyl)-5-oxo-4-oxazolidinyl>butanoic acid (92072-66-7) → benzyl 4-<3-(tert-butyloxycarbonyl)-5-oxo-4(S)-oxazolidinyl>butanohydroxamate (96195-11-8)

Guidance literature:

With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In dichloromethane; 1.) 0 deg C, 2 h, 2.) RT, overnight;

DOI:10.1021/jo00213a013

Reference yield: 86.0%

benzyl 4-<3-(tert-butyloxycarbonyl)-5-oxo-4(S)-oxazolidinyl>butanohydroxamate (96195-11-8) → benzyl Nα-(tert-butyloxycarbonyl)-L-α-aminoadipo-δ-hydroxamate (96194-98-8)

Guidance literature:

With sodium hydroxide; In methanol; for 4h; Ambient temperature;

DOI:10.1021/jo00213a013

Reference yield:

benzyl 4-<3-(tert-butyloxycarbonyl)-5-oxo-4(S)-oxazolidinyl>butanohydroxamate (96195-11-8) → Boc-2-(Gly)2-OMe (96195-23-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 86 percent / 1 N NaOH / methanol / 4 h / Ambient temperature

2: N-methylmorpholine / tetrahydrofuran / 0.5 h / -15 °C

3: N-methylmorpholine / tetrahydrofuran / 1.) -15 deg C, 1 h, 2.) RT, overnight

With 4-methyl-morpholine; sodium hydroxide; In tetrahydrofuran; methanol;

DOI:10.1021/jo00213a013

upstream raw materials:

O-benzylhydoxylamine hydrochloride

(S)-4-<3-(tert-butyloxycarbonyl)-5-oxo-4-oxazolidinyl>butanoic acid

Downstream raw materials:

benzyl N^α-(tert-butyloxycarbonyl)-L-α-aminoadipo-δ-hydroxamate

H-3-(Gly)2-OMe TFA

d(NHOBzl)-Gly-Gly-OMeBoc-

Boc-2-(Gly)2-OMe