24560-24-5

Basic information

• Product Name: 3-Butenoyl chloride, 2-Methyl-
• Synonyms: 3-Butenoyl chloride, 2-Methyl-
• CAS NO: 24560-24-5
• Molecular Formula: C₅H₇ClO
• Molecular Weight: 118.56148
• Mol File: 24560-24-5.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 112.8±19.0 °C(Predicted)
• Appearance: /
• Density: 1.030±0.06 g/cm3(Predicted)
• CAS DataBase Reference: 3-Butenoyl chloride, 2-Methyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Butenoyl chloride, 2-Methyl-(24560-24-5)
• EPA Substance Registry System: 3-Butenoyl chloride, 2-Methyl-(24560-24-5)

Safety Data

• Hazardous Substances Data: 24560-24-5(Hazardous Substances Data)

Upstream product

• 53774-20-2 2-methylbut-3-enoic acid 
• 80-59-1 Tiglic acid 

Downstream Products

• 107300-01-6 2,4-Dimethyl-7,7-diphenyl-6,7-dihydro-pyrazolo[1,5-a]pyridine 
• 110080-02-9 O-carbobenzyloxy 2-methylvinylacetohydroxamate 

Relevant articles and documents

Discovery of a High Affinity, Orally Bioavailable Macrocyclic FXIa Inhibitor with Antithrombotic Activity in Preclinical Species

Oral factor XIa (FXIa) inhibitors may provide a promising new antithrombotic therapy with an improved benefit to bleeding risk profile over existing antithrombotic agents. Herein, we report application of a previously disclosed cyclic carbamate P1 linker which provided improved oral bioavailability in the imidazole-based 13-membered macrocycle to the 12-membered macrocycle. This resulted in identification of compound 4 with desired FXIa inhibitory potency and good oral bioavailability but high in vivo clearance. Further structure-activity relationship (SAR) studies of heterocyclic core modifications to replace the imidazole core as well as various linkers to the P1 group led to the discovery of compound 6f, a potent FXIa inhibitor with selectivity against most of the relevant serine proteases. Compound 6f also demonstrated excellent pharmacokinetics (PK) profile (high oral bioavailability and low clearance) in multiple preclinical species. Compound 6f achieved robust antithrombotic efficacy in a rabbit efficacy model at doses which preserved hemostasis.

Intramolecular Electrophilic Additions to Olefins in Organic Syntheses. Stereoselective Synthesis of 3,4-Substituted β-Lactams by Bromine-Induced Oxidative Cyclization of O-Acyl β,γ-Unsaturated Hydroxamic Acid Derivatives

A mild, efficient, and stereoselective preparation of 3,4-disubstituted β-lactams is described.The method involves treatment of O-acyl β,γ-unsaturated hydroxamic acids with bromine in mildly basic aqueous acetonitrile at 0 deg C.The resulting rapid reacti