Carbamic acid, (2-chloro-2-oxoethyl)-, phenylmethyl ester

Base Information

• Chemical Name: Carbamic acid, (2-chloro-2-oxoethyl)-, phenylmethyl ester
• CAS No.: 15050-24-5
• Molecular Formula: C10H10ClNO3
• Molecular Weight: 227.647
• Mol file: 15050-24-5.mol

Synonyms:N-carbobenzoxyglicine acid chloride;Carbobenzoxyglycyl chloride;N-Cbz-glycyl chloride;Cbz-NHCH2COCl;Z-glycyl chloride;

Chemical Property of Carbamic acid, (2-chloro-2-oxoethyl)-, phenylmethyl ester

Chemical Property:

• PSA: 58.89000
• LogP: 1.88260

Purity/Quality:

Benzyloxycarbonylaminoacetyl chloride 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Carbamic acid, (2-chloro-2-oxoethyl)-, phenylmethyl ester

There total 6 articles about Carbamic acid, (2-chloro-2-oxoethyl)-, phenylmethyl 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:

N-(Benzyloxycarbonyl)glycine (1138-80-3) → N-(benzyloxycarbonyl)glycyl chloride (15050-24-5)

Guidance literature:

With diethyl ether; phosphorus pentachloride; unter Kuehlung;

DOI:10.1002/hlca.19480310215

Reference yield:

benzyl chloroformate (501-53-1,94274-21-2) → N-(benzyloxycarbonyl)glycyl chloride (15050-24-5)

Guidance literature:

Multi-step reaction with 2 steps

1: aqueous NaOH / unter Kuehlung

2: diethyl ether; PCl₅ / unter Kuehlung

With sodium hydroxide; diethyl ether; phosphorus pentachloride;

Reference yield:

benzyl alcohol (100-51-6,185532-71-2) → N-(benzyloxycarbonyl)glycyl chloride (15050-24-5)

Guidance literature:

Multi-step reaction with 3 steps

1: toluene / anfangs unter Kuehlung

2: aqueous NaOH / unter Kuehlung

3: diethyl ether; PCl₅ / unter Kuehlung

With sodium hydroxide; diethyl ether; phosphorus pentachloride; toluene;

upstream raw materials:

N-(Benzyloxycarbonyl)glycine

diethyl ether

phosphorus pentachloride

chloroform

Downstream raw materials:

[2-(2-Benzyloxycarbonylamino-acetylamino)-acetylamino]-acetic acid

N-benzyloxycarbonyl-glycine-(2,4-dinitro-phenyl ester)

Z-Gly-Sar-OH

N-(N-benzyloxycarbonyl-glycyl)-β-alanine ethyl ester

Refernces

• 1、 Ottersbach, Philipp A.,Schnakenburg, Gregor,Gütschow, Michael. "Atropisomerism in azadipeptides: evaluation of N1-methylation and thioamide introduction". . p. 4889 - 4891. Retrieved 2015.
• 2、 Christen, Matthias,Kamischke, Cassandra,Kulasekara, Hemantha D.,Olivas, Kathleen C.,Kulasekara, Bridget R.,Christen, Beat,Kline, Toni,Miller, Samuel I.. "Identification of Small-Molecule Modulators of Diguanylate Cyclase by FRET-Based High-Throughput Screening". . p. 394 - 407. Retrieved 2019/01/04.