(S)-N-((1S,2S)-1,2-diphenyl-2-((S)-pyrrolidine-2-carboxaMido)ethyl)pyrrolidine-2-carboxaMide

Base Information

• Chemical Name: (S)-N-((1S,2S)-1,2-diphenyl-2-((S)-pyrrolidine-2-carboxaMido)ethyl)pyrrolidine-2-carboxaMide
• CAS No.: 869964-66-9
• Molecular Formula: C24H30N4O2
• Molecular Weight: 406.528

Synonyms:(S)-N-((1S,2S)-1,2-diphenyl-2-((S)-pyrrolidine-2-carboxaMido)ethyl)pyrrolidine-2-carboxaMide

Chemical Property of (S)-N-((1S,2S)-1,2-diphenyl-2-((S)-pyrrolidine-2-carboxaMido)ethyl)pyrrolidine-2-carboxaMide

Chemical Property:

• PSA: 89.24000
• LogP: 4.54360
• Storage Temp.: 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

(2S,2'S)-N,N'-((1S,2S)-1,2-Diphenylethane-1,2-diyl)bis(pyrrolidine-2-carboxamide) 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (S)-N-((1S,2S)-1,2-diphenyl-2-((S)-pyrrolidine-2-carboxaMido)ethyl)pyrrolidine-2-carboxaMide

There total 9 articles about (S)-N-((1S,2S)-1,2-diphenyl-2-((S)-pyrrolidine-2-carboxaMido)ethyl)pyrrolidine-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: 79.0%

(1S,2S)-N,N'-bis[(S)-N-benzyloxycarbonylprolyl]-1,2-diphenyl-1,2-ethanediamine → (2S)-N-{(1S,2S)-2-[(S)-pyrrolidine-2-carboxamido]-1,2-diphenylethyl}pyrrolidine-2-carboxamide (869964-66-9)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; for 5h; under 1520 Torr;

DOI:10.1021/ol052277f

Reference yield:

tert-butyl (S)-2-({(1S,2S)-2-[(S)-1-(tert-butoxycarbonyl)pyrrolidine-5-carboxamido]-1,2-diphenylethyl}carbamoyl)pyrrolidine-1-carboxylate (1022161-76-7) → (2S)-N-{(1S,2S)-2-[(S)-pyrrolidine-2-carboxamido]-1,2-diphenylethyl}pyrrolidine-2-carboxamide (869964-66-9)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃;

DOI:10.1002/adsc.200505418

Reference yield:

(S,S)-1,2-diphenyl-1,2-diaminoethane (29841-69-8) → (2S)-N-{(1S,2S)-2-[(S)-pyrrolidine-2-carboxamido]-1,2-diphenylethyl}pyrrolidine-2-carboxamide (869964-66-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sec-butylcarbonochloridate; triethylamine / CH₂Cl₂ / 0.25 h / 0 °C

1.2: CH₂Cl₂ / 3 h / 20 °C

2.1: CF₃CO₂H / CH₂Cl₂ / 1 h

With triethylamine; trifluoroacetic acid; In dichloromethane;

DOI:10.1021/jo701307f

upstream raw materials:

tert-butyl (S)-2-({(1S,2S)-2-[(S)-1-(tert-butoxycarbonyl)pyrrolidine-5-carboxamido]-1,2-diphenylethyl}carbamoyl)pyrrolidine-1-carboxylate

1-(tert-butoxycarbonyl)-L-proline

(S,S)-1,2-diphenyl-1,2-diaminoethane

N-Benzyloxycarbonyl-L-proline

Downstream raw materials:

C₅₀H₇₄N₈O₂

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