(4S)-N-[(3S)-phenylbutanoyl]-4-phenylmethyl-1,3-oxazolidin-2-one

Base Information

• Chemical Name: (4S)-N-[(3S)-phenylbutanoyl]-4-phenylmethyl-1,3-oxazolidin-2-one
• CAS No.: 128677-87-2
• Molecular Formula: C₂₀H₂₁NO₃
• Molecular Weight: 323.392
• Mol file: 128677-87-2.mol

Synonyms:(4S)-N-[(3S)-phenylbutanoyl]-4-phenylmethyl-1,3-oxazolidin-2-one

Chemical Property of (4S)-N-[(3S)-phenylbutanoyl]-4-phenylmethyl-1,3-oxazolidin-2-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4S)-N-[(3S)-phenylbutanoyl]-4-phenylmethyl-1,3-oxazolidin-2-one

There total 14 articles about (4S)-N-[(3S)-phenylbutanoyl]-4-phenylmethyl-1,3-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: 15.0%

(4S)-4-benzyl-3-[(2E)-3-phenylprop-2-enoyl]-1,3-oxazolidin-2-one (128891-66-7) + dimethylaluminum chloride (1184-58-3) → (4S)-3-(3,4-diphenylbutanoyl)-4-phenylmethyl-1,3-oxazolidin-2-one (133730-00-4) + (4S)-N-[(3S)-phenylbutanoyl]-4-phenylmethyl-1,3-oxazolidin-2-one (128677-87-2) + (4S)-N-[(3R)-phenylbutanoyl]-4-phenylmethyl-1,3-oxazolidin-2-one (128677-88-3)

Guidance literature:

In hexane; toluene; at -40 ℃; for 30h; Yields of byproduct given; Irradiation;

Reference yield:

(4S)-4-benzyl-3-[(2E)-3-phenylprop-2-enoyl]-1,3-oxazolidin-2-one (128891-66-7) + methyllithium (917-54-4) → (4S)-N-[(3S)-phenylbutanoyl]-4-phenylmethyl-1,3-oxazolidin-2-one (128677-87-2) + (4S)-N-[(3R)-phenylbutanoyl]-4-phenylmethyl-1,3-oxazolidin-2-one (128677-88-3)

Guidance literature:

methyllithium; With copper(l) iodide; In tetrahydrofuran; diethyl ether; at -40 ℃; for 0.333333h;

(4S)-4-benzyl-3-[(2E)-3-phenylprop-2-enoyl]-1,3-oxazolidin-2-one; With trimethylsilyl iodide; In tetrahydrofuran; diethyl ether; at -78 ℃; for 4h; Title compound not separated from byproducts;

DOI:10.1016/S0040-4039(02)00646-9

Reference yield:

(4S)-3-((E)-2-butenoyl)-4-benzyl-2-oxazolidinone (90719-30-5) + phenyllithium (591-51-5) → (4S)-N-[(3S)-phenylbutanoyl]-4-phenylmethyl-1,3-oxazolidin-2-one (128677-87-2) + (4S)-N-[(3R)-phenylbutanoyl]-4-phenylmethyl-1,3-oxazolidin-2-one (128677-88-3)

Guidance literature:

phenyllithium; With copper(l) iodide; In tetrahydrofuran; diethyl ether; at -40 ℃; for 0.333333h;

(4S)-3-((E)-2-butenoyl)-4-benzyl-2-oxazolidinone; With trimethylsilyl iodide; In tetrahydrofuran; diethyl ether; at -78 ℃; for 4h; Title compound not separated from byproducts;

DOI:10.1016/S0040-4039(02)00646-9

upstream raw materials:

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

dimethylaluminum chloride

(R)-4-(phenylmethyl)-2-oxazolidinone

C₁₅H₂₀O₃

Downstream raw materials:

(2R)-azido-(3S)-phenylbutanoic acid

(2S,3S)-2-azido-3-phenylbutanoic acid

threo-D-(2R,3S)-β-methylphenylalanine

(2S,3S)-methylphenylalanine