(S)-3-((3R,4S)-1-benzyl-4-phenyl-pyrrolidine-3-carbonyl)-4-phenyl-oxazolidin-2-one

Base Information

• Chemical Name: (S)-3-((3R,4S)-1-benzyl-4-phenyl-pyrrolidine-3-carbonyl)-4-phenyl-oxazolidin-2-one
• CAS No.: 189498-44-0
• Molecular Formula: C₂₇H₂₆N₂O₃
• Molecular Weight: 426.515
• Mol file: 189498-44-0.mol

Synonyms:(S)-3-((3R,4S)-1-benzyl-4-phenyl-pyrrolidine-3-carbonyl)-4-phenyl-oxazolidin-2-one

Chemical Property of (S)-3-((3R,4S)-1-benzyl-4-phenyl-pyrrolidine-3-carbonyl)-4-phenyl-oxazolidin-2-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (S)-3-((3R,4S)-1-benzyl-4-phenyl-pyrrolidine-3-carbonyl)-4-phenyl-oxazolidin-2-one

There total 2 articles about (S)-3-((3R,4S)-1-benzyl-4-phenyl-pyrrolidine-3-carbonyl)-4-phenyl-oxazolidin-2-one 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: 61.0%

N-benzyl-N-(methoxymethyl)-N-[(trimethylsilyl)methyl]amine (93102-05-7) + (4S)-4-phenyl-3-[(2E)-3-phenylprop-2-enoyl]-1,3-oxazolidin-2-one (141209-95-2,146235-33-8) → C27H26N2O3 (189498-45-1) + (S)-3-((3R,4S)-1-benzyl-4-phenyl-pyrrolidine-3-carbonyl)-4-phenyl-oxazolidin-2-one (189498-44-0)

Guidance literature:

N-benzyl-N-(methoxymethyl)-N-[(trimethylsilyl)methyl]amine; (4S)-4-phenyl-3-[(2E)-3-phenylprop-2-enoyl]-1,3-oxazolidin-2-one; In toluene; at 0 ℃; for 0.333333h;

trifluoroacetic acid; In dichloromethane; toluene; at 0 - 20 ℃;

Reference yield:

(S)-4-phenyl-N-cinnamoyloxazolidin-2-one + N-benzyl-N-(methoxymethyl)-N-[(trimethylsilyl)methyl]amine (93102-05-7) → C27H26N2O3 (189498-45-1) + (S)-3-((3R,4S)-1-benzyl-4-phenyl-pyrrolidine-3-carbonyl)-4-phenyl-oxazolidin-2-one (189498-44-0)

Guidance literature:

With trifluoroacetic acid; In toluene; at 20 - 30 ℃; for 0.5h; optical yield given as %de;

DOI:10.1021/op900230r

Reference yield: 55.0%

(S)-3-((3R,4S)-1-benzyl-4-phenyl-pyrrolidine-3-carbonyl)-4-phenyl-oxazolidin-2-one (189498-44-0) → [(3R,4S)-1-benzyl-4-phenylpyrrolidin-3-yl]methanol (221141-87-3)

Guidance literature:

(S)-3-((3R,4S)-1-benzyl-4-phenyl-pyrrolidine-3-carbonyl)-4-phenyl-oxazolidin-2-one; With lithium aluminium tetrahydride; In tetrahydrofuran; at 20 - 40 ℃;

With sodium hydroxide; water; In tetrahydrofuran; for 0.25h;

upstream raw materials:

N-benzyl-N-(methoxymethyl)-N-[(trimethylsilyl)methyl]amine

(4S)-4-phenyl-3-[(2E)-3-phenylprop-2-enoyl]-1,3-oxazolidin-2-one

Downstream raw materials:

[(3R,4S)-1-benzyl-4-phenylpyrrolidin-3-yl]methanol