10288-11-6

Usage

Uses

Used in Fragrance Industry:
BENZYL 2,3-DIBROMOPROPANOATE is used as a fragrance ingredient for its ability to impart a distinct scent to perfumes and other personal care products, enhancing their appeal and consumer experience.
Used in Pharmaceutical Industry:
BENZYL 2,3-DIBROMOPROPANOATE is used as a chemical intermediate for its role in the synthesis of various pharmaceuticals, contributing to the development of new medications and therapeutic agents.
Used in Chemical Synthesis:
BENZYL 2,3-DIBROMOPROPANOATE is utilized as a key component in the synthesis of other chemicals, playing a crucial role in the production of a range of chemical products and compounds.

InChI:InChI=1/C10H10Br2O2/c11-6-9(12)10(13)14-7-8-4-2-1-3-5-8/h1-5,9H,6-7H2

Upstream product

• 2495-35-4 benzylacrylate 

Downstream Products

• 328119-67-1 2-azidoacrylic acid benzyl ester 
• 473907-72-1 5'-(2''-carboxymethylaziridino)-5'-deoxy-2',3'-bis(O-triethylsilyl)adenosine 
• 328119-60-4 Benzyl 2-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)aziridine-2-carboxylate 
• 328119-58-0 Benzyl 2H-azirine-3-carboxylate 
• 119407-74-8 1-(2-Hydroxy-1,1-dimethyl-ethyl)-aziridine-2-carboxylic acid benzyl ester 

Relevant academic research and scientific papers

Dibrominated addition and substitution of alkenes catalyzed by Mn2(CO)10

A practical method for the dibromination of alkenes without using molecular bromine is consistently appealing in organic synthesis. Herein, we report Mn-catalyzed dibrominated addition and substitution of alkenes only with N-bromosuccinimide, producing a variety of synthetically valuable dibrominated compounds in moderate to high yields. This journal is

A Metal-Free Domino Process for Regioselective Synthesis of 1,2,4-Trisubstituted Pyrroles: Application toward the Formal Synthesis of Ningalin B

A new one-pot, transition-metal, acid/base-free domino process is developed for the regioselective synthesis of 1,2,4-trisubstituted pyrroles. The process involves 1,3-dipolar cycloaddition of unsymmetrical azomethine ylide resulting from the thermal C-C bond cleavage of unactivated aziridines with β-bromo-β-nitrostyrene, followed by a cascade of elimination and aromatization reaction sequence to preferentially furnish 1,2,4-trisubstituted pyrroles instead of the expected 1,2,3-trisubstituted pyrroles, in good to excellent yields. Further, the application of the methodology for the formal synthesis of ningalin B is delineated.

Organocatalysis as a safe practical method for the stereospecific dibromination of unsaturated compounds

Organocatalytic stereospecific dibromination of a wide variety of functionalized alkenes was achieved using a stable, inexpensive halogen source, 1,3-dibromo 5,5-dimethylhydantoin, and a simple thiourea catalyst at room temperature. The presence of a tertiary amine enhanced the rate of the dibromination reaction, and yields were good in various solvents, including aqueous solvents. The procedure was extended to alkynes and aromatic rings and to dichlorination reactions by using the 1,3-dichloro hydantoin derivative.

Synthesis of polysubstituted N-H pyrroles from vinyl azides and 1,3-dicarbonyl compounds

(Chemical Equation Presented) Two synthetic methods for tetra- and trisubstituted N-H pyrroles are presented: (i) the thermal pyrrole formation by the reaction of vinyl azides with 1,3-dicarbonyl compounds via the 1,2-addition of 1,3-dicarbonyl compounds to 2H-azirine intermediates generated in situ from vinyl azides; (ii) the Cu(II)-catalyzed synthesis of pyrroles from α-ethoxycarbonyl vinyl azides and ethyl acetoacetate through the 1,4-addition reaction of the acetoacetate to the vinyl azides. By applying these two methods, regioisomeric pyrroles can be prepared selectively starting from the same vinyl azides.

Synthetic cofactor analogs of S-adenosylmethionine as ligatable probes of biological methylation and methods for their use

The present invention discloses compounds and methods used to specifically target substrates of methylation by S-adenosyl-L-methionine (SAM)-dependent methyltransferases. The substrates can be peptides, single stranded nucleic acids or double stranded nucleic acids, including RNA, DNA and PNA or phospholipids. The compounds disclosed are SAM analogs that are ligated to a methylation site by the methyltransferase. Also disclosed, are reacting groups that are ligatable to the cofactor analogs and can also be used as detectable labels. The reacting group can be used to cleave the substrate providing a methylation footprint. The invention can be used clinically to determine methylation state of a gene or gene promoter such as those involved in imprinting and transcription. In some preferred embodiments, the invention includes a kit, which can include one or more suitable SAM analogs and may include one or more detectable labels. In other preferred embodiments, the invention includes a pharmaceutical composition.

Addition of pyrimidine and purine bases to benzyl 2H-azirine-3-carboxylate

Benzyl 2H-azirine-3-carboxylate has been generated from benzyl acrylate in three steps. Thymine, uracil, adenine and other nucleobases add to the C = N bond of the azirine to give 2-substituted benzyl aziridine-2-carboxylates in moderate yield.