22592-73-0

Basic information

• Product Name: (S)-2-Bromopropionyl chloride
• Synonyms: (S)-2-Bromopropanoic acid chloride;(S)-2-Bromopropionyl chloride;[S,(-)]-2-Bromopropanoic acid chloride;[S,(-)]-2-Bromopropionyl chloride
• CAS NO: 22592-73-0
• Molecular Formula: C₃H₄BrClO
• Molecular Weight: 0
• Mol File: 22592-73-0.mol
• Article Data: 19

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (S)-2-Bromopropionyl chloride(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-2-Bromopropionyl chloride(22592-73-0)
• EPA Substance Registry System: (S)-2-Bromopropionyl chloride(22592-73-0)

Safety Data

• Hazardous Substances Data: 22592-73-0(Hazardous Substances Data)

Usage

General Description

(S)-2-Bromopropionyl chloride is a chemical compound with the molecular formula C3H4BrClO. It is a colorless liquid with a pungent odor, and it is primarily used as a reagent in organic synthesis. (S)-2-Bromopropionyl chloride is a versatile building block for the production of various pharmaceuticals, agrochemicals, and other fine chemicals. It is also used in the manufacture of polymers and as a reagent in the synthesis of organic compounds. (S)-2-Bromopropionyl chloride is a highly reactive and potentially hazardous compound, and proper handling and storage are necessary to prevent accidents and exposure.

Upstream product

• 5875-25-2 (2S)-2-bromopropanamide 
• 10009-70-8 R-(+)-2-bromopropionic acid 
• 32644-15-8 (S)-2-bromopropanoic acid 

Downstream Products

• 2620-12-4 N,N-Diethyl 2-Bromopropanoic amide 
• 25413-03-0 N-(2-bromo-propionyl)-glycine 
• 40781-48-4 L-α-Bromopropionsaeure-(p-nitro-anilid) 
• 40781-39-3 (S)-(-)-2-bromo-N-phenylpropanamide 
• 40781-55-3 L-α-Bromopropionsaeure-(m-nitroanilid) 
• 40781-47-3 L-α-Bromopropionsaeure-(p-carbaethoxy-anilid) 
• 40781-54-2 (S)-2-Bromo-N-(m-bromophenyl)propanamide 
• 40781-42-8 L-α-Bromopropionsaeure-(p-fluoro-anilid) 
• 42276-46-0 (S)-2-bromo-N-(4-bromophenyl)propanamide 
• 40781-45-1 L-α-Bromopropionsaeure-(p-iodoanilid) 
• 148080-97-1 (S,S)-2-bromopropanoyl-Phe-OBzl 
• 143238-73-7 2'-<6'-((2''S-2''-bromopropanoyl)oxy)>naphthyl 4-decyloxybenzoate 
• 94347-54-3 (R)-2-Bromo-N-tert-butyl-propionamide 
• 1778-97-8 (+/-)-2-bromopropionic acid 2,6-dimethoxyphenyl ester 

Relevant articles and documents

Stereoselective synthesis of α-substituted ulosonic acids by magnesio-Reformatsky reactions

A new method of homologation of aldonolactones allowing the incorporation of propionate units with excellent chemo- and stereoselectivity is performed by the magnesium-graphite mediated reaction between Oppolzer sultam derived α-halogenated amides and an aldonolactone.

Method for manufacturing isavuconazole or ravuconazole

The invention provides a method for manufacturing a triazole compound isavuconazole or ravuconazole which is enriched by a diastereoisomer and enantiomer. The method comprises the following steps: a Reformatsky reaction is carried out between ketone and dihalogeno metal propionitrile; an enantiomer mixture is generated, and separation is carried out. The method can obviously reduce steps for synthesis of isavuconazole or ravuconazole, yield of products is improved, and production cost is reduced.

Synthesis of enantiomerically enriched-bromonitriles from amino acids

Two methods were investigated for the preparation of six chiral-bromonitriles with different optic purities. The nitrous deamination of amino acids gives-bromoacids, which react with chlorosulfonyl isocyanate followed by triethylamine to afford-bromonitriles with moderate enantiomeric excess. However, the dehydration of corresponding-bromoamids using thionyl chloride gives-bromonitriles with good enantiomeric excess up to 94%. The use of phosphoryl chloride instead of thionyl chloride results in more than 30% racemization as determined by high-performance liquid chromatograpic analysis.