Benzyl (2-oxoazetidin-3-yl)carbamate

Base Information

• Chemical Name: Benzyl (2-oxoazetidin-3-yl)carbamate
• CAS No.: 59511-72-7
• Molecular Formula: C11H12N2O3
• Molecular Weight: 220.228
• DSSTox Substance ID: DTXSID50511055
• Nikkaji Number: J880.881C

Synonyms:Benzyl (2-oxoazetidin-3-yl)carbamate;59511-72-7;Carbamic acid, (2-oxo-3-azetidinyl)-, phenylmethyl ester, (R)-;BENZYL N-(2-OXOAZETIDIN-3-YL)CARBAMATE;3-(Cbz-amino)-2-azetidinone;SCHEMBL4073930;DTXSID50511055;NQXRQYKIEKLAHI-UHFFFAOYSA-N;Benzyl(2-oxoazetidin-3-yl)carbamate;3-benzyloxycarbonylamino-2-azetidinone;SB50910;SB52037;3-(benzyloxycarbonylamino)-2-azetidinone;FT-0774448;EN300-345113

Chemical Property of Benzyl (2-oxoazetidin-3-yl)carbamate

Chemical Property:

• Boiling Point: 491.7±44.0 °C(Predicted)
• PSA: 74.41000
• Density: 1.29±0.1 g/cm3(Predicted)
• LogP: 0.89150
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 220.08479225
• Heavy Atom Count: 16
• Complexity: 274

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(C(=O)N1)NC(=O)OCC2=CC=CC=C2

Technology Process of Benzyl (2-oxoazetidin-3-yl)carbamate

There total 9 articles about Benzyl (2-oxoazetidin-3-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: 78.0%

3-<(benzyloxycarbonyl)amino>-1-(2,4-dimethoxybenzyl)-2-azetidinone (94459-08-2) → (S)-(2-Oxo-3-azetidinyl)carbamic acid,phenylmethyl ester (59511-72-7)

Guidance literature:

With ammonium cerium(IV) nitrate;

DOI:10.1021/ja00292a040

Reference yield: 59.0%

3-(((benzyloxy)carbonyl)amino)-1-(p-methoxyphenyl)azetidin-2-one (87568-46-5) → (S)-(2-Oxo-3-azetidinyl)carbamic acid,phenylmethyl ester (59511-72-7)

Guidance literature:

With ammonium cerium(IV) nitrate; In water; acetonitrile; at 0 ℃; for 0.25h;

DOI:10.1021/ja00363a023

Reference yield:

2-(S)-benzyloxycarbonylamino-3-aminopropionic acid (18635-43-3) → (S)-(2-Oxo-3-azetidinyl)carbamic acid,phenylmethyl ester (59511-72-7)

Guidance literature:

With sodium hydrogencarbonate; methanesulfonyl chloride; In acetonitrile; at 80 ℃;

upstream raw materials:

3-(((benzyloxy)carbonyl)amino)-1-(p-methoxyphenyl)azetidin-2-one

3-<(benzyloxycarbonyl)amino>-1-(2,4-dimethoxybenzyl)-2-azetidinone

3-amino-2-oxoazetidine

benzyl chloroformate

Downstream raw materials:

(S)-N-(1-Imidazolylsulfonyl)-2-oxo-3-[[(phenylmethoxy) carbonyl]amino]-1-azetidinecarboxamide

(S)-[1-[[[(4-Methylphenyl)sulfonyl]amino]-carbonyl]-2-oxo-3-azetidinyl]carbamic acid, phenylmethyl ester, triethylammonium salt

(3S)-(benzyloxycarbonyl)amino-2-azetidine-1-sulfonic acid, potassium salt

(S)-[1-[[[[(2-cyano-4,5-dihydroxyphenyl)amino]sulfonyl]amino]carbonyl]-2-oxo-3-azetidinyl]carbamic acid, phenylmethyl ester

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