(N-CROTONYL)-(4S)-ISOPROPYL-2-OXAZOLIDINONE

Base Information

• Chemical Name: (N-CROTONYL)-(4S)-ISOPROPYL-2-OXAZOLIDINONE
• CAS No.: 90719-29-2
• Molecular Formula: C10H15 N O3
• Molecular Weight: 197.234
• Hs Code.: 29349990
• Mol file: 90719-29-2.mol

Synonyms:2-Oxazolidinone,4-(1-methylethyl)-3-(1-oxo-2-butenyl)-, [S-(E)]-; 2-Oxazolidinone, 4-(1-methylethyl)-3-[(2E)-1-oxo-2-butenyl]-,(4S)- (9CI)

Chemical Property of (N-CROTONYL)-(4S)-ISOPROPYL-2-OXAZOLIDINONE

Chemical Property:

• Vapor Pressure: 0.0153mmHg at 25°C
• Melting Point: 55-58 °C
• Boiling Point: 256.5°Cat760mmHg
• Flash Point: 108.9°C
• PSA: 46.61000
• Density: 1.112g/cm³
• LogP: 1.50380

Purity/Quality:

99% ^*data from raw suppliers

(4S)-N-CROTONYL-4-ISOPROPYL-2-OXAZOLIDINONE 95.00% ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

Useful:

Technology Process of (N-CROTONYL)-(4S)-ISOPROPYL-2-OXAZOLIDINONE

There total 3 articles about (N-CROTONYL)-(4S)-ISOPROPYL-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: 95.0%

trans-chrotonyl chloride (625-35-4,3488-22-0,10487-71-5) + (4S)-4-isopropyl-1,3-oxazolidin-2-one (17016-83-0) → (4S)-3-((E)-2-butenoyl)-4-(1-methylethyl)-2-oxazolidinone (90719-29-2)

Guidance literature:

(4S)-4-isopropyl-1,3-oxazolidin-2-one; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 0.25h;

trans-chrotonyl chloride; In tetrahydrofuran; at -78 - 0 ℃; for 0.75h;

DOI:10.1021/acs.joc.7b02104

Reference yield:

cyclopenta-1,3-diene (542-92-7,25568-84-7,7313-32-8) + (S)-3-((Z)-But-2-enoyl)-4-isopropyl-oxazolidin-2-one (90719-29-2,111407-40-0,147511-27-1) → (4S)-3-((E)-2-butenoyl)-4-(1-methylethyl)-2-oxazolidinone (90719-29-2)

Guidance literature:

With diethylaluminium chloride; In dichloromethane; at -78 ℃; for 0.000694444h;

DOI:10.1021/ja00212a037

Reference yield:

→ (4S)-3-((E)-2-butenoyl)-4-(1-methylethyl)-2-oxazolidinone (90719-29-2)

Guidance literature:

upstream raw materials:

trans-chrotonyl chloride

(4S)-4-isopropyl-1,3-oxazolidin-2-one

cyclopenta-1,3-diene

(S)-3-((Z)-But-2-enoyl)-4-isopropyl-oxazolidin-2-one

Downstream raw materials:

(4S)-3-<(3S)-1-oxo-3-phenylbutyl>-4-(1-methylethyl)-2-oxazolidinone

(4S)-3-<(3R)-1-oxo-3-phenylbutyl>-4-(1-methylethyl)-2-oxazolidinone

(S)-4-isopropyl-3-((3S,4S,5R)-5-methyl-3-phenyl-2-((R)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoyl)isoxazolidine-4-carbonyl)oxazolidin-2-one

C₂₇H₂₉F₃N₂O₆

Refernces

• 1、 Zhi, Wubin,Li, Jingya,Zou, Dapeng,Wu, Yusheng,Wu, Yangjie. "Palladium-Catalyzed Diastereoselective Synthesis of 3-Arylbutanoic Acid Derivatives". . p. 12286 - 12293. Retrieved 2017/12/08.
• 2、 -. "2-OXAZOLIDINONES AND THEIR USE AS INHIBITORS OF ANIMAL CELL MOTILITY AND GROWTH". Page 53; 57. . Retrieved 2010/11/30.