89028-40-0

Basic information

• Product Name: (R)-(-)-3-PROPIONYL-4-ISOPROPYL-2-OXAZOLIDINONE
• Synonyms: (R)-(-)-4-ISOPROPYL-3-PROPIONYL-2-OXAZOLIDINONE;(R)-4-ISOPROPYL-3-PROPIONYL-2-OXAZOLIDINONE;(R)-(-)-3-PROPIONYL-4-ISOPROPYL-2-OXAZOLIDINONE;N-PROPIONYL-(4R)-ISOPROPYL- 2-OXAZOLIDINONE;(R)-3-Propionyl-4- isopropyl-2-oxazolidinone,99%e.e.;(4R)-3-propanoyl-4-propan-2-yl-1,3-oxazolidin-2-one;(R)-(-)-3-PROPIONYL-4-ISOPROPYL-2-OXAZOLIDINO
• CAS NO: 89028-40-0
• Molecular Formula: C₉H₁₅NO₃
• Molecular Weight: 185.22
• Product Categories: chiral;Asymmetric Synthesis;Chiral Building Blocks;Glycidyl Compounds, etc. (Chiral);Synthetic Organic Chemistry;Peptide
• Mol File: 89028-40-0.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 294.5°C at 760 mmHg
• Flash Point: 135.5°C
• Appearance: /
• Density: 1.10
• Vapor Pressure: 0.00162mmHg at 25°C
• Refractive Index: -90 ° (C=neat)
• Storage Temp.: 2-8°C
• PKA: -2.41±0.40(Predicted)
• CAS DataBase Reference: (R)-(-)-3-PROPIONYL-4-ISOPROPYL-2-OXAZOLIDINONE(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-(-)-3-PROPIONYL-4-ISOPROPYL-2-OXAZOLIDINONE(89028-40-0)
• EPA Substance Registry System: (R)-(-)-3-PROPIONYL-4-ISOPROPYL-2-OXAZOLIDINONE(89028-40-0)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-24/25
• Hazardous Substances Data: 89028-40-0(Hazardous Substances Data)

Usage

Chemical Properties

Clear colorless to light yellow liquid

InChI:InChI=1/C9H15NO3/c1-4-8(11)10-7(6(2)3)5-13-9(10)12/h6-7H,4-5H2,1-3H3/t7-/m0/s1

Upstream product

• 123-62-6 propionic acid anhydride 
• 95530-58-8 (R)-4-isopropyloxazolidin-2-one 
• 17016-83-0 (4S)-4-isopropyl-1,3-oxazolidin-2-one 
• 79-03-8 propionyl chloride 

Downstream Products

• 160238-71-1 (3(2R,3S,5R,6S,7R),4R)-3-(7-benzoyloxy-5-benzyloxy-3-hydroxy-6-methoxy-2,8-dimethyl-1-oxononyl)-4-isopropyl-2-oxazolidinone 
• 1132762-26-5 C₂₃H₂₉NO₄ 
• 1239600-18-0 (R)-3-((2R,3R)-3-hydroxy-2-methyl-4-methylenenonanoyl)-4-isopropyloxazolidin-2-one 
• 1419778-06-5 C₂₈H₃₁NO₇ 
• 1350547-30-6 C₁₈H₂₃NO₅ 
• 1259283-25-4 benzyl (2R,3R,4R)-3-hydroxy-5-[(R)-4-isopropyl-2-oxooxazolidin-3-yl]-4-methyl-5-oxo-1-phenylpentan-2-ylcarbamate 
• 1227632-99-6 (4R)-3-((2R,3S,6R)-7-[1-(tert-butyl)-1,1-diphenylsilyl]oxy-3-hydroxy-2,6-dimethylheptanoyl)-4-isopropyl-1,3-oxazolan-2-one 
• 160238-72-2 <3(2R,3S,5R,6S,7R),4R>-3-(7-benzoyloxy-5-benzyloxy-6-methoxy-3-(4-methoxybenzyl)oxy-2,8-dimethyl-1-oxononyl)-4-isopropyl-2-oxazolidinone 
• 236117-67-2 C₂₄H₃₅NO₆ 
• 873428-42-3 (R)-3-[(S)-3-(3,5-Dimethoxy-phenyl)-2-methyl-propionyl]-4-isopropyl-oxazolidin-2-one 
• 740836-04-8 (R)-3-((2S,3S)-5-Benzyloxy-3-hydroxy-2-methyl-pentanoyl)-4-isopropyl-oxazolidin-2-one 
• 149885-19-8 C₁₇H₃₂BNO₃ 
• 97747-36-9 (4R,2'R,3'S,4'S)-3-(5'-Benzyloxy-3'-hydroxy-2',4'-dimethylpentanoyl)-4-isopropyl-2-oxazolidinone 
• 160238-48-2 (2R,3S,4R)-N-methoxy-5-(4-methoxybenzyl)oxy-N,2,4-trimethyl-3-(triethylsilyl)oxy-pentanamide 

Relevant articles and documents

A CONJUGATE OF A TUBULYSIN ANALOG WITH BRANCHED LINKERS

The present invention relates to the conjugation of a tubulysin analog compound to a cell-binding molecule with branched/side-chain linkers for having better delivery of the conjugate compound and targeted treatment of abnormal cells. It also relates to a branched-linkage method of conjugation of a tubulysin analog molecule to a cell-binding ligand, as well as methods of using the conjugate in targeted treatment of cancer, infection and autoimmune disease.

Structural Determination of (-)-SCH 64874 and Hirsutellomycin by Semisynthesis

The structure of a C2-symmetric epidithiodiketopiperazine alkaloid, SCH 64874, was determined by semisynthesis. The relative stereochemistry of the β-hydroxy carboxylic acid chain having three chiral centers was determined by comparison of the NMR data of the four possible diastereomeric β-hydroxy carboxylic acid fragments with those of SCH 64874. Condensation of the (-)-deacetylaranotin core with two enantiomeric β-hydroxy carboxylic acids revealed the relative stereochemistry of SCH 64874. The relative stereochemistry of the β-keto carboxylic acid chain of the analogous alkaloid hirsutellomycin was determined in a stepwise manner. The C4′-C6′ syn relationships were predicted by comparing the NMR data of the corresponding ester fragments with that of hirsutellomycin. The relative stereochemistry of the whole molecule, including the epimerizable C2′ stereocenter, was determined by introduction of four possible side chains into the bisdethiodi(methylthio)deacetylaranotin core. We found that the stereochemistry of C2′ converged with that of the thermodynamically stable form influenced by the core structure.

Asymmetric alkylations using SuperQuat auxiliaries - An investigation into the synthesis and stability of enolates derived from 5,5-disubstituted oxazolidin-2-ones

Studies on the alkylation of enolates derived from a range of N-acyl-5,5-dimethyloxazolidin-2-ones and N-acyl-5,5-diphenyloxazolidin-2-ones reveal that high yields and high diastereoselectivities are best obtained when homochiral 4-isopropyl-5,5-dimethyloxazolidin-2-one is employed as a chiral auxiliary.