(S)-benzyl 2-[(R)-2,3-dihydro-1H-inden-1-ylcarbamoyl]pyrrolidine-1-carboxylate

Base Information

• Chemical Name: (S)-benzyl 2-[(R)-2,3-dihydro-1H-inden-1-ylcarbamoyl]pyrrolidine-1-carboxylate
• CAS No.: 910541-17-2
• Molecular Formula: C₂₂H₂₄N₂O₃
• Molecular Weight: 364.444
• Mol file: 910541-17-2.mol

Synonyms:(S)-benzyl 2-[(R)-2,3-dihydro-1H-inden-1-ylcarbamoyl]pyrrolidine-1-carboxylate

Chemical Property of (S)-benzyl 2-[(R)-2,3-dihydro-1H-inden-1-ylcarbamoyl]pyrrolidine-1-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-benzyl 2-[(R)-2,3-dihydro-1H-inden-1-ylcarbamoyl]pyrrolidine-1-carboxylate

There total 4 articles about (S)-benzyl 2-[(R)-2,3-dihydro-1H-inden-1-ylcarbamoyl]pyrrolidine-1-carboxylate 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: 98.0%

(R)-1-Aminoindane (10277-74-4) + N-Benzyloxycarbonyl-L-proline (1148-11-4) → (S)-benzyl 2-[(R)-2,3-dihydro-1H-inden-1-ylcarbamoyl]pyrrolidine-1-carboxylate (910541-17-2)

Guidance literature:

With chloroformic acid ethyl ester; triethylamine; In tetrahydrofuran; at 0 ℃; for 20.25h; Reflux;

DOI:10.1002/adsc.200800814

Reference yield:

(R)-1-Aminoindane (10277-74-4) + chloroformic acid ethyl ester (541-41-3) + N-Benzyloxycarbonyl-L-proline (1148-11-4) → (S)-benzyl 2-[(R)-2,3-dihydro-1H-inden-1-ylcarbamoyl]pyrrolidine-1-carboxylate (910541-17-2)

Guidance literature:

chloroformic acid ethyl ester; N-Benzyloxycarbonyl-L-proline; With triethylamine; In tetrahydrofuran; at 0 ℃; for 0.75h;

(R)-1-Aminoindane; In tetrahydrofuran; at 0 ℃; for 20.25h; Reflux;

DOI:10.1002/adsc.200800430

Reference yield:

N-Benzyloxycarbonyl-L-proline (1148-11-4) → (S)-benzyl 2-[(R)-2,3-dihydro-1H-inden-1-ylcarbamoyl]pyrrolidine-1-carboxylate (910541-17-2)

Guidance literature:

Multi-step reaction with 2 steps

1: TEA / tetrahydrofuran

2: tetrahydrofuran

With TEA; In tetrahydrofuran;

DOI:10.1016/j.tetasy.2006.07.023

upstream raw materials:

(R)-1-Aminoindane

N-Benzyloxycarbonyl-L-proline

chloroformic acid ethyl ester

Refernces

• 1、 Zeror, Saoussen,Collin, Jacqueline,Fiaud, Jean-Claude,Zouioueche, Louisa Aribi. "Evaluation of ligands for ketone reduction by asymmetric hydride transfer in water by multi-substrate screening". experimental part. p. 197 - 204. Retrieved 2009/04/08.
• 2、 Almasi, Diana,Alonso, Diego A.,Gomez-Bengoa, Enrique,Nagel, Yvonne,Najera, Carmen. "Asymmetric conjugate addition of ketones to β-nitrostyrenes by means of 1,2-amino-alcohol-derived prolinamides as bifunctional catalysts". . p. 2328 - 2343. Retrieved 2008/02/08.