4-BENZYL-3-PENT-4-ENOYL-1,3-OXAZOLIDIN-2-ONE

Base Information

• Chemical Name: 4-BENZYL-3-PENT-4-ENOYL-1,3-OXAZOLIDIN-2-ONE
• CAS No.: 155399-10-3
• Molecular Formula: C15H17 N O3
• Molecular Weight: 259.305
• Mol file: 155399-10-3.mol

Synonyms:2-Oxazolidinone,3-(1-oxo-4-pentenyl)-4-(phenylmethyl)-, (4R)- (9CI); 2-Oxazolidinone, 3-(1-oxo-4-pentenyl)-4-(phenylmethyl)-,(R)-; (R)-4-Benzyl-3-(pent-4-enoyl)oxazolidin-2-one

Chemical Property of 4-BENZYL-3-PENT-4-ENOYL-1,3-OXAZOLIDIN-2-ONE

Chemical Property:

• PSA: 46.61000
• LogP: 2.48060
• Solubility.: Dichloromethane, Diethyl Ether, Ethyl Acetate, Methanol

Purity/Quality:

97% ^*data from raw suppliers

(4R)-3-(1-Oxo-4-penten-1-yl)-4-(phenylmethyl)-2-oxazolidinone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: (4R)-3-(1-Oxo-4-penten-1-yl)-4-(phenylmethyl)-2-oxazolidinone (cas# 155399-10-3) is a compound useful in organic synthesis.

Technology Process of 4-BENZYL-3-PENT-4-ENOYL-1,3-OXAZOLIDIN-2-ONE

There total 6 articles about 4-BENZYL-3-PENT-4-ENOYL-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: 99.0%

pent-4-enoyl chloride (39716-58-0) + (R)-4-(phenylmethyl)-2-oxazolidinone (40217-17-2,90719-32-7,120574-96-1,102029-44-7) → (4R)-3-(4-pentenoyl)-4-(phenylmethyl)-1,3-oxazolidin-2-one (155399-10-3)

Guidance literature:

(R)-4-(phenylmethyl)-2-oxazolidinone; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.166667h;

pent-4-enoyl chloride; In tetrahydrofuran; hexane; at -78 - 20 ℃; Inert atmosphere;

DOI:10.1016/j.bmcl.2009.09.089

Reference yield: 94.5%

pent-4-enoyl chloride (39716-58-0) → (4R)-3-(4-pentenoyl)-4-(phenylmethyl)-1,3-oxazolidin-2-one (155399-10-3)

Guidance literature:

(R)-4-(phenylmethyl)-2-oxazolidinone; With n-butyllithium; In tetrahydrofuran; hexanes; at -74 - -65 ℃; for 0.5h;

pent-4-enoyl chloride; In tetrahydrofuran; hexanes; at 20 ℃; for 19.1667h;

Reference yield: 94.0%

pent-4-enoic acid (591-80-0) + (R)-4-(phenylmethyl)-2-oxazolidinone (40217-17-2,90719-32-7,120574-96-1,102029-44-7) → (4R)-3-(4-pentenoyl)-4-(phenylmethyl)-1,3-oxazolidin-2-one (155399-10-3)

Guidance literature:

pent-4-enoic acid; With pivaloyl chloride; triethylamine; In diethyl ether; at -78 - 0 ℃;

(R)-4-(phenylmethyl)-2-oxazolidinone; With n-butyllithium; In tetrahydrofuran; diethyl ether; hexane; at -78 - 0 ℃;

DOI:10.1039/b902601k

upstream raw materials:

pent-4-enoic acid

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

pivaloyl chloride

pent-4-enoyl chloride

Downstream raw materials:

(R)-3-((2S,3S)-2-Allyl-3-hydroxy-pent-4-enoyl)-4-benzyl-oxazolidin-2-one

(S)-tert-butyl 3-((R)-4-benzyl-2-oxooxazolidine-3-carbonyl)hex-5-enoate

(S)-2-[(R)-(3,4-dimethoxyphenyl)(triethylsilyloxy)methyl]-4-penten-1-ol

(2S)-2-[(R)-(3,4-dimethoxyphenyl)(triisopropylsilyloxy)methyl]-4-penten-1-ol