(3(2E), 4R)-3-<3-(N-(2-mesitylenesulfonyl)-3-indolyl)-1-oxopropenyl>-4-phenyl-2-oxazolidinone

Base Information

• Chemical Name: (3(2E), 4R)-3-<3-(N-(2-mesitylenesulfonyl)-3-indolyl)-1-oxopropenyl>-4-phenyl-2-oxazolidinone
• CAS No.: 156721-18-5
• Molecular Formula: C₂₉H₂₆N₂O₅S
• Molecular Weight: 514.602
• Mol file: 156721-18-5.mol

Synonyms:(3(2E), 4R)-3-<3-(N-(2-mesitylenesulfonyl)-3-indolyl)-1-oxopropenyl>-4-phenyl-2-oxazolidinone

Chemical Property of (3(2E), 4R)-3-<3-(N-(2-mesitylenesulfonyl)-3-indolyl)-1-oxopropenyl>-4-phenyl-2-oxazolidinone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3(2E), 4R)-3-<3-(N-(2-mesitylenesulfonyl)-3-indolyl)-1-oxopropenyl>-4-phenyl-2-oxazolidinone

There total 5 articles about (3(2E), 4R)-3-<3-(N-(2-mesitylenesulfonyl)-3-indolyl)-1-oxopropenyl>-4-phenyl-2-oxazolidinone 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: 89.0%

(4R)-phenyl-2-oxazolidinone (90319-52-1,7480-32-2) + (2-mesitylenesulfonyl)indole-3-acrylic acid (156721-17-4) → (3(2E), 4R)-3-<3-(N-(2-mesitylenesulfonyl)-3-indolyl)-1-oxopropenyl>-4-phenyl-2-oxazolidinone (156721-18-5)

Guidance literature:

(2-mesitylenesulfonyl)indole-3-acrylic acid;

(4R)-phenyl-2-oxazolidinone;

DOI:10.1021/jo0495438

Reference yield:

(4R)-phenyl-2-oxazolidinone (90319-52-1,7480-32-2) + C25H27NO5S (1026568-43-3) → (3(2E), 4R)-3-<3-(N-(2-mesitylenesulfonyl)-3-indolyl)-1-oxopropenyl>-4-phenyl-2-oxazolidinone (156721-18-5)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; at -78 - 21 ℃; Yield given;

DOI:10.1016/S0040-4020(01)86957-X

Reference yield:

2-mesitylenesulphonyl chloride (773-64-8) → (3(2E), 4R)-3-<3-(N-(2-mesitylenesulfonyl)-3-indolyl)-1-oxopropenyl>-4-phenyl-2-oxazolidinone (156721-18-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 84 percent / 1.6M butyllithium / tetrahydrofuran; hexane / 1.) -78 deg C - 0 deg C, 55 min, 2.) 0 deg C, 1 h, then RT, 2 h

2: triethylamine / tetrahydrofuran / -78 deg C - 0 deg C, 1 h

3: 1.6M nBuLi in hexane / tetrahydrofuran / -78 - 21 °C

With n-butyllithium; triethylamine; In tetrahydrofuran; hexane;

DOI:10.1016/S0040-4020(01)86957-X

upstream raw materials:

(4R)-phenyl-2-oxazolidinone

(2-mesitylenesulfonyl)indole-3-acrylic acid

C₂₅H₂₇NO₅S

2-mesitylenesulphonyl chloride

Downstream raw materials:

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

(2R, 3S)-2-azido-3-butanoic acid

(3(2S, 3S), 4R)-3-<2-azido-3-(N-(2-mesitylenesulfonyl)-3-indolyl)-1-oxobutyl>-4-phenyl-2-oxazolidinone

(3(2R, 3S), 4R)-3-<2-azido-3-(N-(2-mesitylenesulfonyl)-3-indolyl)-1-oxobutyl>-4-phenyl-2-oxazolidinone