(2RS,3RS)-N-{[3-tert-butoxycarbonyl aziridine-2-yl]carbonyl}-(S)-leucyl-(S)-proline benzyl ester

Base Information

• Chemical Name: (2RS,3RS)-N-{[3-tert-butoxycarbonyl aziridine-2-yl]carbonyl}-(S)-leucyl-(S)-proline benzyl ester
• CAS No.: 288855-47-0
• Molecular Formula: C₂₆H₃₇N₃O₆
• Molecular Weight: 487.596
• Mol file: 288855-47-0.mol

Synonyms:(2RS,3RS)-N-{[3-tert-butoxycarbonyl aziridine-2-yl]carbonyl}-(S)-leucyl-(S)-proline benzyl ester

Chemical Property of (2RS,3RS)-N-{[3-tert-butoxycarbonyl aziridine-2-yl]carbonyl}-(S)-leucyl-(S)-proline benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2RS,3RS)-N-{[3-tert-butoxycarbonyl aziridine-2-yl]carbonyl}-(S)-leucyl-(S)-proline benzyl ester

There total 3 articles about (2RS,3RS)-N-{[3-tert-butoxycarbonyl aziridine-2-yl]carbonyl}-(S)-leucyl-(S)-proline benzyl 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: 43.0%

Leu-Pro-OBzl trifluoroacetate + (2RS,3RS) 3-tert-butoxycarbonyl aziridine-2-carboxylate, Li salt → (2RS,3RS)-N-{[3-tert-butoxycarbonyl aziridine-2-yl]carbonyl}-(S)-leucyl-(S)-proline benzyl ester (288855-47-0)

Guidance literature:

With diphenyl-phosphinic acid; triethylamine; In N,N-dimethyl-formamide; at 0 - 20 ℃;

DOI:10.1016/S0968-0896(00)00058-4

Reference yield:

but-2-enedioic acid tert-butyl ester ethyl ester (107679-25-4,100922-16-5) → (2RS,3RS)-N-{[3-tert-butoxycarbonyl aziridine-2-yl]carbonyl}-(S)-leucyl-(S)-proline benzyl ester (288855-47-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 35 percent / diphenylsulfimine / toluene / 24 h / 80 °C

2: LiOH monohydrate / ethanol / 48 h / 20 °C

3: 43 percent / DPPA; Et₃N / dimethylformamide / 0 - 20 °C

With lithium hydroxide; diphenylsulfimine; diphenyl-phosphinic acid; triethylamine; In ethanol; N,N-dimethyl-formamide; toluene; 1: Addition / 2: Substitution / 3: Acylation;

DOI:10.1016/S0968-0896(00)00058-4

Reference yield:

(2RS,3RS) 2-tert-butyl-3-ethyl aziridine-2,3-dicarboxylate → (2RS,3RS)-N-{[3-tert-butoxycarbonyl aziridine-2-yl]carbonyl}-(S)-leucyl-(S)-proline benzyl ester (288855-47-0)

Guidance literature:

Multi-step reaction with 2 steps

1: LiOH monohydrate / ethanol / 48 h / 20 °C

2: 43 percent / DPPA; Et₃N / dimethylformamide / 0 - 20 °C

With lithium hydroxide; diphenyl-phosphinic acid; triethylamine; In ethanol; N,N-dimethyl-formamide; 1: Substitution / 2: Acylation;

DOI:10.1016/S0968-0896(00)00058-4

upstream raw materials:

but-2-enedioic acid tert-butyl ester ethyl ester