5469-24-9

Usage

InChI:InChI=1/C5H8Br2O2/c1-3(6)4(7)5(8)9-2/h3-4H,1-2H3

Upstream product

• 67-56-1 methanol 
• 600-30-6 erythro-2,3-dibromobutanoic acid 
• 623-43-8 methyl crotonate 
• 4358-59-2 (Z)-methyl but-2-enoate 
• 623-43-8 crotonic acid methyl ester 

Downstream Products

• 31907-99-0 1-benzyl-3-methyl-aziridine-2-carboxylic acid methyl ester 
• 17642-18-1 methyl bromo-crotonate 
• 17642-18-1 (E)-α-bromocrotonate de methyle 
• 623-43-8 crotonic acid methyl ester 
• 623-42-7 butanoic acid methyl ester 
• 17642-18-1 methyl α-bromocrotonate 
• 1093350-47-0 3-(phenylsulfanyl)but-2-enoic acid methyl ester 
• 55212-79-8 3-Pyrrolidino-2-butensaeure-methylester 

Relevant academic research and scientific papers

PROCESS FOR THE SYNTHESIS OF S-BEFLUBUTAMID USING ASYMMETRIC HYDROGENATION

Disclosed is a method for preparing compound S-1, from compound S-5; wherein compound S-5 is prepared by treating compound 2 with a tertiary amine and a hydrogen source in the presence of a chiral complex.

α-Bromoacrylic Acids as C1 Insertion Units for Palladium-Catalyzed Decarboxylative Synthesis of Diverse Dibenzofulvenes

Herein α-bromoacrylic acids have been employed as C1 insertion units to achieve the palladium-catalyzed [4 + 1] annulation of 2-iodobiphenyls, which provides an efficient platform for the construction of diverse dibenzofulvenes. This protocol enables the formation of double C(aryl)-C(vinyl) bonds via a C(vinyl)-Br bond cleavage and decarboxylation. It is particularly noteworthy that the method features a broad substrate scope, and various interesting frameworks, such as bridged ring, fused (hetero)aromatic ring, and divinylbenzene, can be successfully incorporated into the products.

Reaction of Vinyl Aziridines with Arynes: Synthesis of Benzazepines and Branched Allyl Fluorides

We report the cycloaddition between vinyl aziridines and arynes. Depending on the reaction conditions and the choice of the aryne precursor, the aziridinium intermediate can be trapped through two distinct mechanistic pathways. The first one proceeds through a formal [5+2] cycloaddition to furnish valuable multi-substituted benzazepines. In the second pathway, the aziridinium is intercepted by a fluoride ion to afford allylic fluorides in good yields. Both reactions proceed stereospecifically and furnish enantiopure benzazepines and allylic fluorides.

Synthesis and biological evaluation of a series of benzoxazole/ benzothiazole-containing 2,3-dihydrobenzo[b][1,4]dioxine derivatives as potential antidepressants

A series of benzoxazole/benzothiazole-2,3-dihydrobenzo[b][1,4]dioxine derivatives (5a-5d and 8a-8j) was synthesized. Compounds were evaluated for binding affinities at the 5-HT1A and 5-HT2A receptors. Antidepressant activities of the compounds were screened using the forced swimming test (FST) and the tail suspension test (TST). The results indicated that the compounds exhibited high affinities for the 5-HT1A and 5-HT2A receptors and showed a marked antidepressant-like activity. Compound 8g exhibited high affinities for the 5-HT1A (Ki = 17 nM) and 5-HT2A (Ki = 0.71 nM) receptors; it also produced a decrease of the immobility time and exhibited potent antidepressant-like effects in the FST and TST in mice.

Anionic [4+3] heteroannulation of 2-azidoacrylates: A modular synthesis of 2-benzazepin-1-ones

2-Azidoacrylates undergo [4+3] annulation with phthalides under anionic conditions at low temperatures to furnish 5-hydroxy-2-benzazepinones, the formation of which represents a new concept for the construction of azepines as well as a new reactivity of 2-azidoacrylates.

Dioxane dibromide-mediated solvent-free synthesis of vicinal dibromides

Structurally varied vicinal dibromides have been synthesized in high yield and good purity through highly stereoselective anti-addition of bromine across the olefinic linkages using dioxane dibromide (DD) under solvent-free conditions. Copyright Taylor & Francis Group, LLC.

A thermal cascade route to pyrroloisoindolone and pyrroloimidazolones

(Chemical Equation Presented) Flash vacuum pyrolysis (FVP) of indol-1-ylacrylate derivatives 11 and 15 or the isomeric indol-3-ylacrylates 21, 22, and 24 at 925°C (0.05 Torr) provides pyrrolo[1,2-a]indol-3-ones 2, 18, 28, and 29 in 53-90% yield by a cascade mechanism that involves a sigmatropic migration, elimination, electrocyclization sequence. Pyrrolo[1,2-a]imidazol-5- ones 3 and pyrrolo[1,2-c]imidazol-5-ones 4 were similarly obtained by FVP of corresponding 2,5-unsubstituted imidazol-1-ylacrylates (e.g., 33), with the former isomer predominating in ca. 80:20 ratio. Migration to the 2-position is therefore favored in the initial sigmatropic shift. FVP of 2-substituted imidazol-1-ylacrylates 35, 37, and 51 (825-875°C) instead give pyrrolo[1,2-c]imidazol-5-ones 56-58 only (88-91%), and that of 4,5-disubstituted imidazol-1-ylacrylates 39 and 41 (825-850°C) provide pyrrolo[1,2-a] imidazol-5-ones 59 and 60 exclusively (93-95%), and thus the selectivity of the initial shift can be controlled by the presence of substituents on the imidazole 2- and 5-positions. FVP of the benzimidazole analogues 61 and 62 at 950°C gave the pyrrolo[1,2-a]benzimidazol-1-ones 6 (71%) and 63 (36%), respectively.

NOVEL CRYSTALLINE FORMS OF ANTIDIABETIC COMPOUNDS

Novel crystalline forms of two indole compounds connected to phenoxyalkylcarboxylic acid groups are selective PPAR gamma partial agonists that are useful in the treatment of type 2 diabetes, hyperglycemia, obesity, dyslipidemia, and the metabolic syndrome. The novel crystal forms include a crystalline free acid dihydrate and crystalline free acid anhydrate of one compound and several crystalline forms of the free acid and the sodium salt of the second compound. The invention also relates to pharmaceutical compositions comprising these novel crystal forms, processes to prepare the crystal forms and their pharmaceutical compositions, and uses of the crystal forms in the treatment of type 2 diabetes and other PPAR gamma modulated diseases.

New palladium(II)-catalyzed asymmetric 1,2-dibromo synthesis

(Matrix presented) The oxidation of olefins by chiral monometallic and bimetallic Pd(II)-Cu(II) catalysts in bromide-containing aqueous-THF reaction mixtures produced chiral 1,2-dibromides. With α-olefins, the ee's were about 95% while most of the interna

Bicycloannulation of α-Bromo α,β-Unsaturated Esters; Synthesis of the Tricyclo1,5>decane Framework and Its Congeners

Reactions of the kinetic enolates 6 of 1-acetylcyclohexenes 5 with α-bromo α,β-unsaturated esters 7 proceed via a successive Michael-Michael-substitution pathway to give methyl 2-oxotricyclo1,5>decane-5-carboxylates 8 in a one-pot operation.