(4R,5S)-4,5-diphenyl-3-vinyloxazolidin-2-one

Base Information

• Chemical Name: (4R,5S)-4,5-diphenyl-3-vinyloxazolidin-2-one
• CAS No.: 143059-81-8
• Molecular Formula: C₁₇H₁₅NO₂
• Molecular Weight: 265.312
• Mol file: 143059-81-8.mol

Synonyms:

Chemical Property of (4R,5S)-4,5-diphenyl-3-vinyloxazolidin-2-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4R,5S)-4,5-diphenyl-3-vinyloxazolidin-2-one

There total 8 articles about (4R,5S)-4,5-diphenyl-3-vinyloxazolidin-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: 90.0%

benzyl [(1R,2S)-2-hydroxy-1,2-diphenylethyl]carbamate + diphenyl(vinyl)sulfonium trifluoromethanesulfonate → (4R,5S)-4,5-diphenyl-3-vinyloxazolidin-2-one (143059-81-8,128869-65-8,128947-27-3)

Guidance literature:

benzyl [(1R,2S)-2-hydroxy-1,2-diphenylethyl]carbamate; With potassium tert-butylate; In dichloromethane; at 0 ℃; for 0.166667h; Inert atmosphere;

diphenyl(vinyl)sulfonium trifluoromethanesulfonate; In dichloromethane; at 0 - 20 ℃; for 15h; Inert atmosphere;

DOI:10.1002/ejoc.201101272

Reference yield: 78.0%

(4R,5S)-3-(1-methoxyethyl)-4,5-diphenyl-2-oxazolidinone (142977-50-2,142977-52-4) → (4R,5S)-4,5-diphenyl-3-vinyloxazolidin-2-one (143059-81-8,128869-65-8,128947-27-3)

Guidance literature:

at 150 ℃; for 0.5h; under 15 Torr;

DOI:10.1016/S0040-4020(01)89666-6

Reference yield: 62.0%

bis(phenyl) carbonate (102-09-0) + (+/-)-{(1,2-syn-diphenylethanolamino)(methyl)carbene}pentacarbonylchromium(0) + sodium hydride (7646-69-7) → (+/-)-syn-4,5-diphenyl-3-vinyl-2-oxazolidinone (128869-65-8,128947-27-3,143059-81-8)

Guidance literature:

In tetrahydrofuran; byproducts: H2; stirred 1h at room temperature, stirring continued at room temperature for 3.5h under argon, exposing to air for 15 min;

DOI:10.1021/ja00173a012

upstream raw materials:

(4R,5S)-3-(1-methoxyethyl)-4,5-diphenyl-2-oxazolidinone

bis(phenyl) carbonate

erythro-2-amino-1,2-diphenylethanol

(1S,2R)-2-Amino-1,2-diphenylethanol

Downstream raw materials:

2-Methoxycarbonyl-3-((4R,5S)-2-oxo-4,5-diphenyl-oxazolidin-3-yl)-pentanedioic acid dimethyl ester

(S)-2-Acetyl-3-((4R,5S)-2-oxo-4,5-diphenyl-oxazolidin-3-yl)-pentanedioic acid 1-benzyl ester 5-methyl ester

(4R,5S)-3-((1R,2R)-2-Fluoro-cyclopropyl)-4,5-diphenyl-oxazolidin-2-one

(4R,5S)-3-((1R,2S)-2-Fluoro-cyclopropyl)-4,5-diphenyl-oxazolidin-2-one