169048-83-3

Basic information

• Product Name: (S)-5-ChloroMethyl-2-oxazolidinone
• Synonyms: (S)-5-ChloroMethyl-2-oxazolidinone;(S)-5-(ChloroMethyl)oxazolidin-2-one;(5S)-5-(Chloromethyl)-1,3-oxazolidin-2-one
• CAS NO: 169048-83-3
• Molecular Formula: C₄H₆ClNO₂
• Molecular Weight: 135.54894
• Mol File: 169048-83-3.mol
• Article Data: 12

Chemical Properties

• Melting Point: 86℃
• Boiling Point: 382.8±11.0 °C(Predicted)
• Appearance: /
• Density: 1.294±0.06 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• PKA: 12.09±0.40(Predicted)
• CAS DataBase Reference: (S)-5-ChloroMethyl-2-oxazolidinone(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-5-ChloroMethyl-2-oxazolidinone(169048-83-3)
• EPA Substance Registry System: (S)-5-ChloroMethyl-2-oxazolidinone(169048-83-3)

Safety Data

• Hazardous Substances Data: 169048-83-3(Hazardous Substances Data)

Usage

General Description

"(S)-5-ChloroMethyl-2-oxazolidinone" is a chemical substance bearing the molecular formula C4H6ClNO2. It falls into the category of oxazolidinones which are a class of organic chemical compounds that find broad application in organic synthesis and pharmaceutical drug design. This particular derivative is typically used as a reagent in the production of various pharmaceutical and bioactive compounds. The distinctive chloromethyl group contributes to its reactivity, thus making it an important tool in the field of organic chemistry. It is important to handle it correctly, as it can present certain hazards during use.

Upstream product

• 336628-55-8 (5S,1'S)-5-chloromethyl-3-(1'-phenylethyl)-2-oxazolidinone 
• 590-28-3 potassium cyanate 
• 67843-74-7 (S)-epichlorohydrin 
• 124-38-9 carbon dioxide 
• 681225-50-3 (2S)-1-azido-3-chloropropan-2-ol 
• 917-61-3 sodium isocyanate 
• 106-89-8 epichlorohydrin 
• 51594-55-9 (R)-(-)-epichlorohydrin 
• 1216552-75-8 3-chloro-(2R)-2-[(phenyloxycarbonyl)-oxy]propyl azide 
• 175158-38-0 (S)-4-chloro-3-hydroxybutanamide 
• 113420-81-8 (5S)-5-(methanesulfonyloxymethyl)oxazolidin-2-one 

Relevant articles and documents

Synthesis and absolute configuration of acanthodendrilline, a new cytotoxic bromotyrosine alkaloid from the Thai marine sponge acanthodendrilla sp.

Acanthodendrilline (1), a new bromotyrosine alkaloid, was isolated from the Thai marine sponge Acanthodendrilla sp. The structure of 1 was fully characterized by spectroscopic analysis, in agreement with the synthesized compound used to resolve the single

2-(4-Carbonylphenyl)benzoxazole inhibitors of CETP: Attenuation of hERG binding and improved HDLc-raising efficacy

The development of 2-phenylbenzoxazoles as inhibitors of cholesteryl ester transfer protein (CETP) is described. Efforts focused on finding suitable replacements for the central piperidine with the aim of reducing hERG binding: a main liability of our benchmark benzoxazole (1a). Replacement of the piperidine with a cyclohexyl group successfully attenuated hERG binding, but was accompanied by reduced in vivo efficacy. The approach of substituting a piperidine moiety with an oxazolidinone also attenuated hERG binding. Further refinement of this latter scaffold via SAR at the pyridine terminus and methyl branching on the oxazolidinone led to compounds 7e and 7f, which raised HDLc by 33 and 27 mg/dl, respectively, in our transgenic mouse PD model and without the hERG liability of previous series.

Formation of enantiopure 5-substituted oxazolidinones through enzyme-catalysed kinetic resolution of epoxides

(Chemical Equation Presented) Halohydrin dehalogenase from Agrobacterium radiobacter catalyzed the enantioselective ring opening of terminal epoxides with cyanate as a nucleophile, yielding 5-substituted oxazolidinones in high yields and with high enantiopurity (69-98% ee). This is the first example of the biocatalytic conversion of a range of epoxides to the corresponding oxazolidinones.