(2R,3S)-1-(t-butoxycarbonyl)-3-(3-methoxyphenyl)-N-phenylaziridine-2-carboxamide

Base Information

• Chemical Name: (2R,3S)-1-(t-butoxycarbonyl)-3-(3-methoxyphenyl)-N-phenylaziridine-2-carboxamide
• CAS No.: 1073903-16-8
• Molecular Formula: C₂₁H₂₄N₂O₄
• Molecular Weight: 368.433
• Mol file: 1073903-16-8.mol

Synonyms:(2R,3S)-1-(t-butoxycarbonyl)-3-(3-methoxyphenyl)-N-phenylaziridine-2-carboxamide

Chemical Property of (2R,3S)-1-(t-butoxycarbonyl)-3-(3-methoxyphenyl)-N-phenylaziridine-2-carboxamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

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Technology Process of (2R,3S)-1-(t-butoxycarbonyl)-3-(3-methoxyphenyl)-N-phenylaziridine-2-carboxamide

There total 2 articles about (2R,3S)-1-(t-butoxycarbonyl)-3-(3-methoxyphenyl)-N-phenylaziridine-2-carboxamide 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: 68.0%

tert-butyl 3-methoxybenzylidenecarbamate (877031-91-9) + N-phenyl-α-diazoacetamide (98554-96-2) → (2R,3S)-1-(t-butoxycarbonyl)-3-(3-methoxyphenyl)-N-phenylaziridine-2-carboxamide (1073903-16-8)

Guidance literature:

With (S)-1,1-bis(2-biphenyl)-2-phenylethanediol; 2-carboxyphenylboronic acid; In dichloromethane; at -20 ℃; for 4h; enantioselective reaction; Molecular sieve;

DOI:10.1021/ja407764u

Reference yield: 55.0%

tert-butyl 3-methoxybenzylidenecarbamate (877031-91-9) + N-phenyl-α-diazoacetamide (98554-96-2) → (Z)-3-(t-butoxycarbonylamino)-2-(3-methoxyphenyl)-N-phenylacrylamide + (2R,3S)-1-(t-butoxycarbonyl)-3-(3-methoxyphenyl)-N-phenylaziridine-2-carboxamide (1073903-16-8)

Guidance literature:

With (R)-3,3'-dimesityl-1,1'-binaphthyl-2,2'-dicarboxylic acid; In toluene; at 0 ℃; for 2h; optical yield given as %ee; enantioselective reaction; Molecular sieve;

DOI:10.1021/ja805635c

upstream raw materials:

tert-butyl 3-methoxybenzylidenecarbamate

N-phenyl-α-diazoacetamide