(3S)-1-benzyl-3-<(R)-α-methoxy-α-(trifluoromethyl)-α-phenylacetamido>pyrrolidine

Base Information

• Chemical Name: (3S)-1-benzyl-3-<(R)-α-methoxy-α-(trifluoromethyl)-α-phenylacetamido>pyrrolidine
• CAS No.: 114636-34-9
• Molecular Formula: C₂₁H₂₃F₃N₂O₂
• Molecular Weight: 392.421
• Mol file: 114636-34-9.mol

Synonyms:(3S)-1-benzyl-3-<(R)-α-methoxy-α-(trifluoromethyl)-α-phenylacetamido>pyrrolidine

Chemical Property of (3S)-1-benzyl-3-<(R)-α-methoxy-α-(trifluoromethyl)-α-phenylacetamido>pyrrolidine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3S)-1-benzyl-3-<(R)-α-methoxy-α-(trifluoromethyl)-α-phenylacetamido>pyrrolidine

There total 4 articles about (3S)-1-benzyl-3-<(R)-α-methoxy-α-(trifluoromethyl)-α-phenylacetamido>pyrrolidine 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:

(R)-N-benzyl-3-hydroxypyrrolidine (101385-90-4,101930-07-8,101979-03-7,775-15-5) → (3S)-1-benzyl-3-<(R)-α-methoxy-α-(trifluoromethyl)-α-phenylacetamido>pyrrolidine (114636-34-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 84 percent / triethylamine / CH₂Cl₂ / 1.) 0 deg C, 20 min, 2.) room temperature, 1.5 h

2: 87 percent / tetra-n-butylammonium azide / acetonitrile / 1 h / 65 °C

3: 1.) hydrogen, 2.) triethylamine / 1.) 5percent Pd/C / 1.) methanol, 4 atm, 4 h, 2.) pyridine, room temperature 5 h

With hydrogen; tetrabutylammoniun azide; triethylamine; palladium on activated charcoal; In dichloromethane; acetonitrile;

DOI:10.1021/jm00403a017

Reference yield:

(R)-3-methanesulfonyloxy-1-(phenylmethyl)-pyrrolidine (114715-35-4) → (3S)-1-benzyl-3-<(R)-α-methoxy-α-(trifluoromethyl)-α-phenylacetamido>pyrrolidine (114636-34-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 87 percent / tetra-n-butylammonium azide / acetonitrile / 1 h / 65 °C

2: 1.) hydrogen, 2.) triethylamine / 1.) 5percent Pd/C / 1.) methanol, 4 atm, 4 h, 2.) pyridine, room temperature 5 h

With hydrogen; tetrabutylammoniun azide; triethylamine; palladium on activated charcoal; In acetonitrile;

DOI:10.1021/jm00403a017

Reference yield:

(R)-methoxytrifluoromethylphenylacetyl chloride (20445-33-4,39637-99-5) + (3S)-3-azido-1-(phenylmethyl)pyrrolidine (114636-29-2) → (3S)-1-benzyl-3-<(R)-α-methoxy-α-(trifluoromethyl)-α-phenylacetamido>pyrrolidine (114636-34-9)

Guidance literature:

With hydrogen; triethylamine; palladium on activated charcoal; Yield given. Multistep reaction; 1.) methanol, 4 atm, 4 h, 2.) pyridine, room temperature 5 h;

DOI:10.1021/jm00403a017

upstream raw materials:

(R)-methoxytrifluoromethylphenylacetyl chloride

(3S)-3-azido-1-(phenylmethyl)pyrrolidine

acetic anhydride

(S)-N-benzyl-3-hydroxypyrrolidine