(αS,5S)-α-<(benzyloxycarbonyl)amino>-4,5-dihydro-5-isoxazoleacetic acid methylidene ester

Base Information

• Chemical Name: (αS,5S)-α-<(benzyloxycarbonyl)amino>-4,5-dihydro-5-isoxazoleacetic acid methylidene ester
• CAS No.: 105834-82-0
• Molecular Formula: C₁₄H₁₄N₂O₅
• Molecular Weight: 290.276
• Mol file: 105834-82-0.mol

Synonyms:(αS,5S)-α-<(benzyloxycarbonyl)amino>-4,5-dihydro-5-isoxazoleacetic acid methylidene ester

Chemical Property of (αS,5S)-α-<(benzyloxycarbonyl)amino>-4,5-dihydro-5-isoxazoleacetic acid methylidene ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (αS,5S)-α-<(benzyloxycarbonyl)amino>-4,5-dihydro-5-isoxazoleacetic acid methylidene ester

There total 10 articles about (αS,5S)-α-<(benzyloxycarbonyl)amino>-4,5-dihydro-5-isoxazoleacetic acid methylidene 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: 94.0%

(αS,5S)-α-<(benzyloxycarbonyl)amino>-5-isoxazolidineacetic acid methylidene ester (105834-76-2) → (αS,5S)-α-<(benzyloxycarbonyl)amino>-4,5-dihydro-5-isoxazoleacetic acid methylidene ester (105834-82-0)

Guidance literature:

With N-chloro-succinimide; In dichloromethane; for 1h; Ambient temperature;

DOI:10.1021/jo00252a035

Reference yield:

2-(2',3';5'6-di-O-isopropylidene-α-D-mannofuranosyl)-α<(benzyloxycarbonyl)amino>-5-isoxazolidineacetic acid methylidene ester (105834-70-6,105927-17-1) → (αS,5S)-α-<(benzyloxycarbonyl)amino>-4,5-dihydro-5-isoxazoleacetic acid methylidene ester (105834-82-0)

Guidance literature:

Multi-step reaction with 2 steps

1: formic acid

2: N-chlorosuccinimide / CH₂Cl₂

With N-chloro-succinimide; formic acid; In dichloromethane;

DOI:10.1021/ja00235a044

Reference yield:

(S)-5-Oxo-4-[2-(tetrahydro-pyran-2-yl)-isoxazolidin-5-yl]-oxazolidine-3-carboxylic acid benzyl ester → (αS,5S)-α-<(benzyloxycarbonyl)amino>-4,5-dihydro-5-isoxazoleacetic acid methylidene ester (105834-82-0)

Guidance literature:

Multi-step reaction with 2 steps

1: formic acid

2: N-chlorosuccinimide / CH₂Cl₂

With N-chloro-succinimide; formic acid; In dichloromethane;

DOI:10.1021/ja00235a044

upstream raw materials:

4-Isoxazolidin-5-yl-5-oxo-oxazolidine-3-carboxylic acid benzyl ester

(αS,5S)-α-<(benzyloxycarbonyl)amino>-5-isoxazolidineacetic acid methylidene ester

2-(2',3';5'6-di-O-isopropylidene-α-D-mannofuranosyl)-α<(benzyloxycarbonyl)amino>-5-isoxazolidineacetic acid methylidene ester

(S)-3-Benzyloxycarbonyl-5-oxo-4-vinyltetrahydro-1,3-oxazole