131685-53-5

Basic information

• Product Name: (R)-(-)-4-BENZYL-3-PROPIONYL-2-OXAZOLIDINONE
• Synonyms: (R)-4-BENZYL-3-PROPIONYL-2-OXAZOLIDINONE;N-PROPIONYL-(4R)-BENZYL-2-OXAZOLIDINONE;N-3-PROPIONYL-(4R)-BENZYL-2-OXAZOLIDINONE;(R)-(-)-4-Benzyl-3-propiomyl-2-oxazolidinone;(4R)-4-benzyl-3-propanoyl-1,3-oxazolidin-2-one;(-)-4-Benzyl-3-propionyl-2-oxazolidinone;(4R)-4-Benzyl-3-propionyl-1,3-oxazolidin-2-one;(4R)-4-Benzyl-3-propionyloxazolidin-2-one
• CAS NO: 131685-53-5
• Molecular Formula: C₁₃H₁₅NO₃
• Molecular Weight: 233.26
• Product Categories: Oxazolidinone;chiral;Asymmetric Synthesis;Chiral Building Blocks;Glycidyl Compounds, etc. (Chiral);Synthetic Organic Chemistry;Peptide;Asymmetric Synthesis;Chiral Auxiliaries;Oxazolidinone Derivatives;Aromatics;Chiral Reagents;Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 131685-53-5.mol
• Article Data: 73

Chemical Properties

• Melting Point: 45 °C
• Boiling Point: 396.639 °C at 760 mmHg
• Flash Point: 193.681 °C
• Appearance: white to light yellow crystal powder
• Density: 1.206 g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: -103 ° (C=1, EtOH)
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility: Chloroform, Ethanol
• PKA: -2.35±0.40(Predicted)
• CAS DataBase Reference: (R)-(-)-4-BENZYL-3-PROPIONYL-2-OXAZOLIDINONE(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-(-)-4-BENZYL-3-PROPIONYL-2-OXAZOLIDINONE(131685-53-5)
• EPA Substance Registry System: (R)-(-)-4-BENZYL-3-PROPIONYL-2-OXAZOLIDINONE(131685-53-5)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36-24/25
• WGK Germany: 3
• Hazardous Substances Data: 131685-53-5(Hazardous Substances Data)

Usage

Description

(R)-(-)-4-Benzyl-3-Propionyl-2-Oxazolidinone is an oxazolidinone derivative characterized by its white to light yellow crystal powder form. It serves as a versatile building block in organic synthesis, particularly for the preparation of various oxazolidinone derivatives.

Uses

Used in Pharmaceutical Industry:
(R)-(-)-4-Benzyl-3-Propionyl-2-Oxazolidinone is used as a key intermediate in the synthesis of anisomycin analogues, which act as activators of the JNK/SAPK1 and p38/SAPK2 pathways. These pathways play a crucial role in cellular processes such as apoptosis, inflammation, and immune responses, making this compound valuable in the development of pharmaceuticals targeting these pathways.
Used in Organic Synthesis:
(R)-(-)-4-Benzyl-3-Propionyl-2-Oxazolidinone is used as a building block for the preparation of complex organic molecules. One such application is in the synthesis of methyl 3-[(S)-3-((R)-4-benzyl-2-oxooxazolidin-3-yl)-2-methyl-3-oxopropyl]benzoate. This is achieved by treating the compound with a strong base, followed by the addition of methyl 3-bromomethyl benzoate, showcasing its utility in creating diverse chemical structures for various applications.

InChI:InChI=1/C13H15NO3/c1-2-12(15)14-11(9-17-13(14)16)8-10-6-4-3-5-7-10/h3-7,11H,2,8-9H2,1H3/t11-/m1/s1

Upstream product

• 90719-32-7 (S)-4-Benzyl-2-oxazolidinone 
• 79-03-8 propionyl chloride 
• 123-62-6 propionic acid anhydride 
• 220170-24-1 C₈H₁₄O₃ 
• 63-91-2 L-phenylalanine 
• 352438-07-4 ⁽⁴⁵⁾-3-propionyl-4-benzyl-2-oxazolidinone 
• 40217-17-2 (R)-4-(phenylmethyl)-2-oxazolidinone 
• 802294-64-0 propionic acid 
• 105-58-8 Diethyl carbonate 
• 152899-14-4 <3(2'S),4S>-3-(2-Methyl-1-oxooctyl)-4-(phenylmethyl)-2-oxazolidinone 
• 152899-15-5 <3(2'R),4S>-3-(2-Methyl-1-oxooctyl)-4-(phenylmethyl)-2-oxazolidinone 
• 152899-13-3 (4S)-4-benzyl-3-octanoyl-1,3-oxazolidin-2-one 
• 3182-95-4 L-Phenylalaninol 
• 133467-37-5 (4S)-3-[(2S,3S)-3-hydroxy-2-methyl-3-phenylpropanoyl]-4-benzyl-2-oxazolidinone 

Downstream Products

• 128329-56-6 (4S,2'R)-3-(3'-(benzyloxy)-2'-methylpropanoyl)-4-benzyl-1,3-oxazolidin-2-one 
• 136546-79-7 <4S,3(2R)>-4-benzyl-3-<4-(tert-butoxycarbonyl)-2-methylbutanoyl>-2-oxazolidinone 
• 138649-97-5 (4S)-3-<(2S,3S)-3-hydroxy-2-methyl-1-oxo-3-(1-phenylsulfanylcyclohexyl)propyl>-4-phenylmethyl-1,3-oxazolidin-2-one 
• 151058-19-4 (S)-4-Benzyl-3-[(2S,3R,4R)-5-(tert-butyl-dimethyl-silanyloxy)-3-hydroxy-2,4-dimethyl-pentanoyl]-oxazolidin-2-one 
• 154919-93-4 (S)-4-Benzyl-3-[(2S,3R)-6-(tert-butyl-dimethyl-silanyloxy)-3-hydroxy-2-methyl-hexanoyl]-oxazolidin-2-one 
• 153628-68-3 (S)-4-Benzyl-3-((2S,3R,4R)-5-benzyloxy-3-hydroxy-2,4-dimethyl-pentanoyl)-oxazolidin-2-one 
• 141423-22-5 <<3-(2S)-4R>-3-(2-Methyl-1,3-dioxo-pentyl)-4-(phenylmethyl)>-2-oxazolidinone 
• 101711-79-9 (4S,2'S,3'R)-3-(3'-hydroxy-2'-methylbutanoyl)-4-benzyl-2-oxazolidinone 
• 139426-88-3 <4S,3(2S,3R)>-4-benzyl-3-(3-hydroxy-2-methyl-4-pentenoyl)-2-oxazolidinone 
• 136546-77-5 (S)-5-((S)-4-Benzyl-2-oxo-oxazolidin-3-yl)-4-methyl-5-oxo-pentanenitrile 
• 172269-36-2 (S)-4-benzyl-3-{(2S,3R,4R)-3-hydroxy-5-[(4methoxybenzyl)oxy]-2,4-dimethylpentanoyl}oxazolidin-2-one 
• 172269-20-4 (S)-4-Benzyl-3-{(2S,3R,4R)-3-hydroxy-4-[(2R,4R,5R)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-2-methyl-pentanoyl}-oxazolidin-2-one 
• 177767-29-2 (3(2S,4R)4R)-3-(2,4-dimethyloctanoyl)-4-benzyl-2-oxazolidinone 
• 177607-84-0 (3(2S,4S)4R)-3-(2,4-dimethyloctanoyl)-4-benzyl-2-oxazolidinone 

Relevant articles and documents

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