143965-32-6

Basic information

• Product Name: (S)-4-Benzyl-3-hexanoyl-2-oxazolidinone
• Synonyms: (S)-4-Benzyl-3-hexanoyl-2-oxazolidinone;(4S)-3-(1-Oxohexyl)-4-(phenylMethyl)-2-oxazolidinone;(S)-4-Benzyl-3-hexanoyloxazolidin-2-one;(4S)-4-benzyl-3-hexanoyl-1,3-oxazolidin-2-one
• CAS NO: 143965-32-6
• Molecular Formula: C₁₆H₂₁NO₃
• Molecular Weight: 275.34284
• Product Categories: Chiral Reagents;Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 143965-32-6.mol
• Article Data: 16

Chemical Properties

• Boiling Point: 430.8±14.0 °C(Predicted)
• Appearance: /
• Density: 1.133±0.06 g/cm3(Predicted)
• Solubility: Chloroform, Methanol
• PKA: -2.31±0.40(Predicted)
• CAS DataBase Reference: (S)-4-Benzyl-3-hexanoyl-2-oxazolidinone(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-4-Benzyl-3-hexanoyl-2-oxazolidinone(143965-32-6)
• EPA Substance Registry System: (S)-4-Benzyl-3-hexanoyl-2-oxazolidinone(143965-32-6)

Safety Data

• Hazardous Substances Data: 143965-32-6(Hazardous Substances Data)

Usage

Description

(S)-4-Benzyl-3-hexanoyl-2-oxazolidinone is an organic compound with a unique structure that features a benzyl group at the 4-position, a hexanoyl group at the 3-position, and an oxazolidinone ring. It is a colorless oil, indicating its liquid state at room temperature and its lack of color.

Uses

Used in Pharmaceutical Industry:
(S)-4-Benzyl-3-hexanoyl-2-oxazolidinone is used as an intermediate in the preparation of Prostaglandin derivatives. Prostaglandins are a group of naturally occurring lipid compounds that have various important functions in the body, such as regulating blood flow, inflammation, and pain. As an intermediate, (S)-4-Benzyl-3-hexanoyl-2-oxazolidinone plays a crucial role in the synthesis of these biologically active compounds, contributing to the development of medications for various therapeutic applications.
Chemical Properties:
The chemical properties of (S)-4-Benzyl-3-hexanoyl-2-oxazolidinone include its colorless oil appearance, which suggests that it is a liquid at room temperature and does not have any visible color. This characteristic may be relevant for its use in the pharmaceutical industry, as it can be easily handled and processed in the synthesis of Prostaglandin derivatives.

Upstream product

• 90719-32-7 (S)-4-Benzyl-2-oxazolidinone 
• 142-61-0 Hexanoyl chloride 
• 2051-49-2 n-hexanoic anhydride 
• 109-72-8 n-butyllithium 
• 144-55-8 sodium hydrogencarbonate 
• 142-62-1 hexanoic acid 

Downstream Products

• 1017969-30-0 (S)-4-Benzyl-3-((R)-2-benzyl-hexanoyl)-oxazolidin-2-one 
• 177607-70-4 (S)-4-benzyl-3-((S)-2-methylhexanoyl)oxazolidin-2-one 
• 200866-59-7 tert-butyl (R)-3-((S)-4-benzyl-2-oxooxazolidine-3-carbonyl)heptanoate 
• 220805-28-7 4(S)-benzyl-3-[1-oxo-2(R)-(benzyloxymethyl)hexyl]-2-oxazolidinone 
• 235786-14-8 1-(4S-Benzyl-2-oxo-oxazolidin-3-yl)-2R-butyl-butane-1,3-dione 
• 235786-21-7 (R)-2-[1-(Benzyloxy-formyl-amino)-ethyl]-hexanoic acid 
• 235786-25-1 (R)-2-[1-(Benzyloxy-formyl-amino)-ethyl]-hexanoic acid ((S)-1-dimethylcarbamoyl-2,2-dimethyl-propyl)-amide 
• 235786-19-3 (S)-4-Benzyl-3-[(R)-2-(1-benzyloxyamino-ethyl)-hexanoyl]-oxazolidin-2-one 
• 235786-16-0 1-(4S-Benzyl-2-oxo-oxazolidin-3-yl)-2R-butyl-butane-1,3-dione 3-(O-benzyloxime) 
• 235786-20-6 N-[2-(4-benzyl-2-oxo-oxazolidine-3-carbonyl)-1-methyl-hexyl]-N-benzyloxy-formamide 
• 189217-90-1 2(S)-(benzyloxymethyl)hexanol 
• 232926-00-0 2(R)-(benzyloxymethyl)hexyl iodide 
• 220805-33-4 2(R)-(benzyloxymethyl)hexanoic acid 
• 189218-03-9 5-benzyloxy-4(S)-n-butyl-2(R)-[2-(4-(4-fluorophenyl)phenyl)ethyl]pentanoic acid 

Relevant articles and documents

Synthesis and Anticancer Activity of Novel Actinonin Derivatives as HsPDF Inhibitors

Human mitochondrial peptide deformylase (HsPDF) is responsible for removing the formyl group from N-terminal formylmethionines of newly synthesized mitochondrial proteins and plays important roles in maintaining mitochondria function. It is overexpressed

Peptide deformylase inhibitors

The present invention relates to a compound of Formula (I): or a pharmaceutically acceptable salt thereof, corresponding pharmaceutical compositions, compound preparation and treatment methods directed to bacterial infections and inhibition of bacterial peptide deformylase (PDF) activity.

A facile asymmetric synthesis of (S)-14-methyl-1-octadecene, the sex pheromone of the peach leafminer moth

An asymmetric synthesis of 14-methyl-1-octadecene, the sex pheromone of the peach leafminer moth has been achieved. The target molecule was synthesized in six linear steps and in 30.3% overall yield from commercially available hexanoyl chloride, (S)-4-benzyloxazolidin-2-one and 1,9-nonanediol. The hexanoyl chloride was connected with (S)-4-benzyloxazolidin-2-one, and with the induction of the chiral oxazolidinone auxiliary, after chiral methylation, LAH reduction and then tosylation gave the chiral key intermediate 5 in high stereoselectivity. 1,9-Nonanediol, was selectively brominated, THP protected and subjected to Li2CuCl4-mediated C-C coupling to afford a C12 intermediate. The target molecule, (S)-14-methyl-1-octadecene, was obtained after the two parts were subjected to a second Li 2CuCl4-mediated C-C coupling. Our synthetic approach represents the first time a substrate-control asymmetric synthesis of (S)-14-methyl-1-octadecene has been reported.