Aziridine-1,2-dicarboxylic acid 1-benzyl ester 2-methyl ester

Base Information

• Chemical Name: Aziridine-1,2-dicarboxylic acid 1-benzyl ester 2-methyl ester
• CAS No.: 170701-87-8
• Molecular Formula: C12H13NO4
• Molecular Weight: 235.24
• Hs Code.: 2933990090
• Mol file: 170701-87-8.mol

Synonyms:methyl 1-benzyloxycarbonyl-2-aziridinecarboxylate;1-Benzyl 2-methyl aziridine-1,2-dicarboxylate;L-N-Benzyloxycarbonylaziridine-2-carboxylic acid methyl ester;N-benzyloxycarbonyl-L-2-naphthylalanine;N-benzyloxycarbonylaziridine-2-carboxylic acid methyl ester;L-1-Benzyloxycarbonylaziridine-2-carboxylic acid methyl ester;1-benzyloxycarbonyl-2-methoxycarbonylaziridine;N-benzoxycarbonylaziridine-2-carboxylic acid methyl ester;

Chemical Property of Aziridine-1,2-dicarboxylic acid 1-benzyl ester 2-methyl ester

Chemical Property:

• Refractive Index: n20/D 1.519(lit.)
• Boiling Point: 160-165oC2 mm Hg(lit.)
• PKA: -5.65±0.40(Predicted)
• PSA: 55.61000
• Density: 1.19 g/mL at 25oC(lit.)
• LogP: 1.11830
• Storage Temp.: 2-8°C

Purity/Quality:

99% ^*data from raw suppliers

1-Benzyl2-methylaziridine-1,2-dicarboxylate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Aziridine-1,2-dicarboxylic acid 1-benzyl ester 2-methyl ester

There total 6 articles about Aziridine-1,2-dicarboxylic acid 1-benzyl ester 2-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: 85.0%

sodium [(benzyloxy)carbonyl]chloroamide (91174-01-5) + acrylic acid methyl ester (292638-85-8,9003-21-8,96-33-3) → L-1-Benzyloxycarbonylaziridine-2-carboxylic acid methyl ester (170701-87-8)

Guidance literature:

With N-benzyl-N,N,N-triethylammonium chloride; In acetonitrile; at 20 ℃; for 24h;

DOI:10.1039/b812978a

Reference yield: 66.0%

methyl aziridine-2-carboxylate (5950-34-5,118396-26-2,151526-74-8,151526-75-9) + benzyl chloroformate (501-53-1,94274-21-2) → L-1-Benzyloxycarbonylaziridine-2-carboxylic acid methyl ester (170701-87-8)

Guidance literature:

With triethylamine; In acetonitrile; at 20 ℃; for 18h;

DOI:10.1002/open.201402081

Reference yield: 65.0%

methyl 2-(benzyloxycarbonylamino)-3-hydroxypropanoate (14464-15-4) → L-1-Benzyloxycarbonylaziridine-2-carboxylic acid methyl ester (170701-87-8)

Guidance literature:

With sulfuryl dichloride; triethylamine; In toluene; at -50 - 20 ℃; Inert atmosphere; Alkaline conditions;

DOI:10.1080/00397911.2014.965328

upstream raw materials:

benzyl chloroformate

sodium [(benzyloxy)carbonyl]chloroamide

acrylic acid methyl ester

methyl 1-tritylaziridine-2-carboxylate

Downstream raw materials:

2-Benzyloxycarbonylamino-3-methylsulfanyl-propionic acid methyl ester

4-methyl-2-oxazolidone

C₂₂H₃₁N₃O₆

methyl aziridine-2-carboxylate