N-(Benzyloxycarbonyl)-L--chloroalanine Methyl Ester

Base Information

• Chemical Name: N-(Benzyloxycarbonyl)-L--chloroalanine Methyl Ester
• CAS No.: 62107-38-4
• Molecular Formula: C12H14ClNO4
• Molecular Weight: 271.7
• Mol file: 62107-38-4.mol

Synonyms:N-(Benzyloxycarbonyl)-L-|A-chloroalanine Methyl Ester;3-Chloro-N-[(phenylmethoxy)carbonyl]-L-alanine Methyl Ester;

Chemical Property of N-(Benzyloxycarbonyl)-L--chloroalanine Methyl Ester

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 54.2-54.9 °C(Solv: chloroform (67-66-3); ligroine (8032-32-4))
• Boiling Point: 411.3±45.0 °C(Predicted)
• PKA: 10.23±0.46(Predicted)
• PSA: 68.12000
• Density: 1.258±0.06 g/cm3(Predicted)
• LogP: 1.89760
• Storage Temp.: -20°C Freezer
• Solubility.: Chloroform (Slightly), Dichloromethane (Slightly), DMSO (Slightly), Ethyl Acetat

Purity/Quality:

98%Min ^*data from raw suppliers

N-(Benzyloxycarbonyl)-L-β-chloroalanineMethylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of N-(Benzyloxycarbonyl)-L--chloroalanine Methyl Ester

There total 8 articles about N-(Benzyloxycarbonyl)-L--chloroalanine Methyl 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: 99.0%

(S)-2-methoxycarbonyl-1-benzyloxycarbonylaziridine (104597-98-0) → methyl (R)-(+)-2-(benzyloxycarbonylamino)-3-chloropropionoate (62107-38-4)

Guidance literature:

With titanium tetrachloride; In dichloromethane; chloroform; at -78 ℃; for 11h;

DOI:10.1039/b508199h

Reference yield: 94.0%

N-benzyloxycarbonyl-L-serine methyl ester (1676-81-9) → methyl (R)-(+)-2-(benzyloxycarbonylamino)-3-chloropropionoate (62107-38-4)

Guidance literature:

With 1,3,5-trichloro-2,4,6-triazine; N,N-dimethyl-formamide; In dichloromethane; at 25 ℃; for 4h;

DOI:10.1021/ol017168p

Reference yield: 85.0%

→ methyl (R)-(+)-2-(benzyloxycarbonylamino)-3-chloropropionoate (62107-38-4) + N-Carbobenzoxy-O-benzoyl-L-serinmethylester

Guidance literature:

With 1-pyrrolidinecarboxaldehyde; In 1,4-dioxane; at 80 ℃; for 16h; Sealed tube;

upstream raw materials:

methyl (S)-2-(benzyloxycarbonlamino)-3-(p-toluenesulfonyl)propionate

N-benzyloxycarbonyl-L-serine methyl ester

(S)-2-methoxycarbonyl-1-benzyloxycarbonylaziridine

pyrazinoyl chloride

Downstream raw materials:

2-amino-3-chloropropanoic acid

methyl 2-(benzyloxycarbonylamino)acrylate

methyl N-((benzyloxy)carbonyl)-3-iodo-L-alaninate

2-benzyloxycarbonylamino-acrylic acid

Refernces

• 1、 Huy, Peter H.,Motsch, Sebastian,Kappler, Sarah M.. "Formamides as Lewis Base Catalysts in SNReactions—Efficient Transformation of Alcohols into Chlorides, Amines, and Ethers". . p. 10145 - 10149. Retrieved 2016/08/16.
• 2、 Adams, Benjamin,Lowpetch, Kreingkrai,Thorndycroft, Faye,Whyte, Sheena M.,Young, Douglas W.. "Stereochemistry of reactions of the inhibitor/substrates L- And D-β-chloroalanine with β-mercaptoethanol catalysed by L-aspartate aminotransferase and D-amino acid aminotransferase respectively". . p. 3357 - 3364. Retrieved 2007/10/03.