90719-30-5

Basic information

• Product Name: (N-CROTONYL)-(4S)-ISOPROPYL-2-OXAZOLIDINONE
• Synonyms: (4S)-3-[(E)-BUT-2-ENOYL]-4-BENZYL-2-OXAZOLIDINONE;(S)-(+)-4-BENZYL-3-CROTONYL-2-OXAZOLIDINONE;(N-CROTONYL)-(4S)-BENZYL-2-OXAZOLIDINONE;(N-CROTONYL)-(4S)-ISOPROPYL-2-OXAZOLIDINONE;UIC-1005;(R)-4-BENZYL-3-CROTONYL-2-OXAZOLIDINONE;(4S)-N-Crotonyl-4-benzyl-2-oxazolidinone, 99%;(N-Crotonyl)-(R)-4-benzyl-2-oxazolidinone
• CAS NO: 90719-30-5
• Molecular Formula: C₁₄H₁₅NO₃
• Molecular Weight: 197.23
• Product Categories: Peptide
• Mol File: 90719-30-5.mol
• Article Data: 17

Chemical Properties

• Melting Point: 84-88 °C(lit.)
• Boiling Point: 351 °C at 760 mmHg
• Flash Point: 166.1 °C
• Appearance: white to off-white/
• Density: 1.205 g/cm³
• Storage Temp.: 2-8°C
• Solubility: DMSO: ≥30mg/mL
• PKA: -1?+-.0.40(Predicted)
• CAS DataBase Reference: (N-CROTONYL)-(4S)-ISOPROPYL-2-OXAZOLIDINONE(CAS DataBase Reference)
• NIST Chemistry Reference: (N-CROTONYL)-(4S)-ISOPROPYL-2-OXAZOLIDINONE(90719-30-5)
• EPA Substance Registry System: (N-CROTONYL)-(4S)-ISOPROPYL-2-OXAZOLIDINONE(90719-30-5)

Safety Data

• Safety Statements: 24/25
• WGK Germany: 3
• Hazardous Substances Data: 90719-30-5(Hazardous Substances Data)

Usage

Biochem/physiol Actions

Locostatin is a cell permeable, potent inhibitor of Raf kinase inhibitor protein (RKIP)/Raf1 kinase interaction and an inhibitor of cell migration.

Upstream product

• 625-35-4 trans-chrotonyl chloride 
• 90719-32-7 (S)-4-Benzyl-2-oxazolidinone 
• 10487-71-5 crotonyl chloride 
• 623-68-7 trans-crotonic anhydride 

Downstream Products

• 117037-18-0 (1R,2S,6S)-2,6-Dimethyl-cyclohex-3-enecarboxylic acid ((S)-1-hydroxymethyl-2-phenyl-ethyl)-amide 
• 90719-44-1 (4S)-3-((3'S,4'R,5'S)-3',5'-dimethylcyclohexene-4'-carbonyl)-4-(phenylmethyl)-2-oxazolidinone 
• 134178-39-5 3-ethyl-2,5-dimethylcyclohex-2-en-1-one 
• 134178-34-0 (4S)-3-(4-(1-cylopentenyl)-3-methyl-1-oxobutyl)-4-(phenylmethyl)-2-oxazolidinone 
• 134178-46-4 (4S)-3-(1S,2S,4R)-2-methyl-4-(((trimethylsilyl)cyclopentyl)carbonyl)-4-(phenylmethyl)-2-oxazolidinone 
• 134178-45-3 (4S)-3-(3-methyl-1-oxo-5-hexenyl)-4-(phenylmethyl)-2-oxazolidinone 
• 134178-44-2 (S)-4-benzyl-3-((S)-3-methylhex-5-enoyl)oxazolidin-2-one 
• 241822-41-3 (3'R,4S,4'S,5'R)-4-benzyl-3-((5'-methyl-2',3'-diphenylisoxazolidin-4'-yl)carbonyl)-1,3-oxazolidin-2-one 
• 128677-87-2 (4S)-N-[(3S)-phenylbutanoyl]-4-phenylmethyl-1,3-oxazolidin-2-one 
• 128677-88-3 (4S)-N-[(3R)-phenylbutanoyl]-4-phenylmethyl-1,3-oxazolidin-2-one 
• 1027954-59-1 (S)-4-Benzyl-3-{(S)-2-[(S)-hydroxy-(6-vinyl-benzo[1,3]dioxol-5-yl)-methyl]-but-3-enoyl}-oxazolidin-2-one 
• 1197006-73-7 (2'S,2R,3S,4S)-{[3,4-dihydro-4-methyl-2-(4-nitrophenyl)-5-phenyl-2H-pyrrol-3-yl]-carbonyl}-2-oxo-4-benzyloxazolidine 
• 133729-84-7 (4S,3'S)-3-(3'-methyl-1'-oxopentyl)-4-benzyl-2-oxazolidinone 
• 1365552-09-5 C₃₁H₄₇NO₄Si 

Relevant articles and documents

RAS INHIBITORS

The disclosure features macrocyclic compounds, and pharmaceutical compositions and protein complexes thereof, capable of inhibiting Ras proteins, and their uses in the treatment of cancers.

Palladium-Catalyzed Diastereoselective Synthesis of 3-Arylbutanoic Acid Derivatives

The first palladium-catalyzed diastereoselective conjugate addition of arylboronic acids to chiral imides is reported. The catalytic system employing 4-tert-butyloxazolidin-2-one as the chiral auxiliary in a mixed solvent system of MeOH/H2O (1:3) under an air atmosphere provides the optically active 3-arylbutanoic acid derivatives in excellent yields with high diastereoselectivity.

Conjugate hydrotrifluoromethylation of α,β-unsaturated acyl-oxazolidinones: Synthesis of chiral fluorinated amino acids

A novel conjugate hydrofluoroalkylation of α,β-unsaturated acyl-oxazolidinones is described. Using this method, enantiomerically pure β-trifluoromethylated amino acids were prepared. Trifluorovaline and trifluoroisoleucine were incorporated into peptides and found to show extremely low α-helix propensities.