(S)-N-((S)-(2-hydroxynaphthalen-1-yl)(phenyl)methyl)pyrrolidine-2-carboxamide

Base Information

• Chemical Name: (S)-N-((S)-(2-hydroxynaphthalen-1-yl)(phenyl)methyl)pyrrolidine-2-carboxamide
• CAS No.: 1394824-57-7
• Molecular Formula: C₂₂H₂₂N₂O₂
• Molecular Weight: 346.429
• Mol file: 1394824-57-7.mol

Synonyms:(S)-N-((S)-(2-hydroxynaphthalen-1-yl)(phenyl)methyl)pyrrolidine-2-carboxamide

Chemical Property of (S)-N-((S)-(2-hydroxynaphthalen-1-yl)(phenyl)methyl)pyrrolidine-2-carboxamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-N-((S)-(2-hydroxynaphthalen-1-yl)(phenyl)methyl)pyrrolidine-2-carboxamide

There total 3 articles about (S)-N-((S)-(2-hydroxynaphthalen-1-yl)(phenyl)methyl)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: 90.0%

C30H28N2O4 (1394824-77-1) → (S)-N-((S)-(2-hydroxynaphthalen-1-yl)(phenyl)methyl)pyrrolidine-2-carboxamide (1394824-57-7)

Guidance literature:

With palladium on activated charcoal; hydrogen; In methanol; for 6h;

DOI:10.3184/174751912X13332916163195

Reference yield:

L-proline (147-85-3,25191-13-3,37159-97-0,4305-67-3,4607-28-7) → (S)-N-((S)-(2-hydroxynaphthalen-1-yl)(phenyl)methyl)pyrrolidine-2-carboxamide (1394824-57-7)

Guidance literature:

Multi-step reaction with 4 steps

1: sodium hydroxide

2: triethylamine / tetrahydrofuran / 0.5 h / 0 °C

3: tetrahydrofuran / 3 h / 0 °C

4: palladium on activated charcoal; hydrogen / methanol / 6 h

With palladium on activated charcoal; hydrogen; triethylamine; sodium hydroxide; In tetrahydrofuran; methanol; 4: Michael addition;

DOI:10.3184/174751912X13332916163195

Reference yield:

N-Benzyloxycarbonyl-L-proline (1148-11-4) → (S)-N-((S)-(2-hydroxynaphthalen-1-yl)(phenyl)methyl)pyrrolidine-2-carboxamide (1394824-57-7)

Guidance literature:

Multi-step reaction with 3 steps

1: triethylamine / tetrahydrofuran / 0.5 h / 0 °C

2: tetrahydrofuran / 3 h / 0 °C

3: palladium on activated charcoal; hydrogen / methanol / 6 h

With palladium on activated charcoal; hydrogen; triethylamine; In tetrahydrofuran; methanol; 3: Michael addition;

DOI:10.3184/174751912X13332916163195

upstream raw materials:

C₃₀H₂₈N₂O₄

L-proline

N-Benzyloxycarbonyl-L-proline

Downstream raw materials:

(S)-N-((S)-(2-methoxynaphthalen-1-yl)(phenyl)methyl)pyrrolidine-2-carboxamide