(2R,3R)-1-trityl-3-methyl-2-aziridinecarboxylic acid methyl ester

Base Information

• Chemical Name: (2R,3R)-1-trityl-3-methyl-2-aziridinecarboxylic acid methyl ester
• CAS No.: 85550-09-0
• Molecular Formula: C₂₄H₂₃NO₂
• Molecular Weight: 357.452
• Mol file: 85550-09-0.mol

Synonyms:(2R,3R)-1-trityl-3-methyl-2-aziridinecarboxylic acid methyl ester

Chemical Property of (2R,3R)-1-trityl-3-methyl-2-aziridinecarboxylic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,3R)-1-trityl-3-methyl-2-aziridinecarboxylic acid methyl ester

There total 4 articles about (2R,3R)-1-trityl-3-methyl-2-aziridinecarboxylic acid 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: 92.0%

N-trityl-D-threonine methyl ester (85482-79-7) → (2R,3R)-1-trityl-3-methyl-2-aziridinecarboxylic acid methyl ester (85550-09-0)

Guidance literature:

With methanesulfonyl chloride; triethylamine; In tetrahydrofuran; Heating;

DOI:10.1021/ol0507930

Reference yield:

(2R,3S)-3-Methanesulfonyloxy-2-(trityl-amino)-butyric acid methyl ester (85482-83-3) → (2R,3R)-1-trityl-3-methyl-2-aziridinecarboxylic acid methyl ester (85550-09-0)

Guidance literature:

With triethylamine; In tetrahydrofuran; at 80 ℃; for 48h; Yield given; Heating;

DOI:10.1246/bcsj.55.3878

Reference yield:

methanesulfonyl chloride (124-63-0) + N-trityl-D-threonine methyl ester (85482-79-7) → (2R,3R)-1-trityl-3-methyl-2-aziridinecarboxylic acid methyl ester (85550-09-0)

Guidance literature:

With triethylamine; In tetrahydrofuran; at 0 ℃; for 48h; Schlenk technique; Inert atmosphere;

DOI:10.1021/acs.orglett.9b00125

upstream raw materials:

(2R,3S)-3-Methanesulfonyloxy-2-(trityl-amino)-butyric acid methyl ester

N-trityl-D-threonine methyl ester

trityl chloride

methanesulfonyl chloride

Downstream raw materials:

(2S,3S)-2-Benzyloxycarbonylamino-3-(4-methoxy-benzylsulfanyl)-butyric acid methyl ester

(2S,3S)-2-Benzyloxycarbonylamino-3-tritylsulfanyl-butyric acid methyl ester

methyl (2Z)-2-(N-benzyloxycarbonylamino)but-2-enoate

(2R,3R)-1-benzyloxycarbonyl-3-methyl-2-aziridinecarboxylic acid methyl ester