(R)-1-tert-Butyl 2-Methyl aziridine-1,2-dicarboxylate

Base Information

• Chemical Name: (R)-1-tert-Butyl 2-Methyl aziridine-1,2-dicarboxylate
• CAS No.: 1239355-46-4
• Molecular Formula: C9H15NO4
• Molecular Weight: 201.222
• Hs Code.: 2933990090
• Mol file: 1239355-46-4.mol

Synonyms:(R)-1-tert-Butyl 2-Methyl aziridine-1,2-dicarboxylate;Boc-D-Azi-OMe;1-tert-butyl 2-methyl (2R)-aziridine-1,2-dicarboxylate;(R)-N-Boc-Aziridine-2-carboxylic acid methyl ester

Chemical Property of (R)-1-tert-Butyl 2-Methyl aziridine-1,2-dicarboxylate

Chemical Property:

• Boiling Point: 248.7±33.0 °C(Predicted)
• PKA: -5.60±0.40(Predicted)
• PSA: 55.61000
• Density: 1.189±0.06 g/cm3(Predicted)
• LogP: 0.71660
• Storage Temp.: Sealed in dry,Store in freezer, under -20°C

Purity/Quality:

99%, ^*data from raw suppliers

1-tert-butyl2-methyl(2R)-aziridine-1,2-dicarboxylate 97.0% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: (R)-Methyl 1-N-Boc-aziridine-2-carboxylate is a reactant useful for the preparation of glucosylceramide synthase inhibitors.

Technology Process of (R)-1-tert-Butyl 2-Methyl aziridine-1,2-dicarboxylate

There total 5 articles about (R)-1-tert-Butyl 2-Methyl aziridine-1,2-dicarboxylate 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: 97.0%

di-tert-butyl dicarbonate (24424-99-5) + (2R)-1-tritylaziridine-2-carboxylic acid methyl ester (160233-42-1) → 1-tert-Butyl 2-Methyl (R)-Aziridine-1,2-dicarboxylate (1239355-46-4)

Guidance literature:

(2R)-1-tritylaziridine-2-carboxylic acid methyl ester; With triethylsilane; trifluoroacetic acid; In dichloromethane; at 0 ℃; for 0.5h; Inert atmosphere;

di-tert-butyl dicarbonate; With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 - 20 ℃; for 6h; pH=8; stereoselective reaction; Inert atmosphere;

DOI:10.1021/acs.joc.1c00680

Reference yield: 68.0%

methanol (67-56-1) + C13H19N3O3 → 1-tert-Butyl 2-Methyl (R)-Aziridine-1,2-dicarboxylate (1239355-46-4)

Guidance literature:

With dmap; at 20 ℃; for 3h;

DOI:10.1039/d1ra04297a

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) + (2R)-aziridine-2-carboxylic acid methyl ester (103539-32-8) → 1-tert-Butyl 2-Methyl (R)-Aziridine-1,2-dicarboxylate (1239355-46-4)

Guidance literature:

In acetonitrile; at 20 ℃; for 2h;

upstream raw materials:

di-tert-butyl dicarbonate

(2R)-aziridine-2-carboxylic acid methyl ester

(2R)-1-tritylaziridine-2-carboxylic acid methyl ester

methanol

Downstream raw materials:

tert-butyl (S)-2-(hydroxymethyl)aziridine-1-carboxylate

N-[(1R)-2-[1,1'-biphenyl]-4-yl-1-(hydroxymethyl)ethyl]carbamic acid tert-butyl ester

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