6000-00-6

Usage

Uses

Used in Pharmaceutical Industry:
METHYL 4-BROMOCROTONATE is used as a synthetic intermediate for the production of highly substituted benzoxepines and benzopyrans, which are important compounds in the development of pharmaceuticals. These compounds have potential applications in the treatment of various medical conditions due to their unique chemical structures and properties.
Used in Chemical Synthesis:
METHYL 4-BROMOCROTONATE is used as a reagent in the synthesis of several organic compounds, such as dimethoxy ketals and ketones. It plays a crucial role in the electrochemical oxidative decarboxylation of malonic acids, a process that is essential for the production of various chemicals with diverse applications.
Used in Research and Development:
METHYL 4-BROMOCROTONATE is also used in research and development laboratories for the synthesis of novel compounds and the exploration of new chemical reactions. Its unique properties make it a valuable tool for scientists working in the fields of organic chemistry and materials science.

Upstream product

• 67-56-1 methanol 
• 60-29-7 diethyl ether 
• 99848-36-9 Methyl 2-methoxycyclopropanecarboxylate 
• 124-41-4 sodium methylate 
• 56-23-5 tetrachloromethane 
• 623-43-8 crotonic acid methyl ester 
• 3699-18-1 N-bromoglutarimide 
• 623-43-8 methyl crotonate 
• 5837-73-0 methyl 2-hydroxybut-3-enoate 
• 71-43-2 benzene 
• 7789-60-8 phosphorus tribromide 
• 100038-62-8 methyl 4-(phenylseleno)-2(E)-butenoate 
• 13991-36-1 4-bromocrotonic acid 
• 3724-65-0 2-butenoic acid 

Downstream Products

• 90035-36-2 4-[oxy-(4-dimethylamino-phenyl)-imino]-trans-crotonic acid ethyl ester 
• 101723-21-1 (E)-methyl 5,5-diphenylpenta-2,4-dienoate 
• 24196-43-8 5t-mesityl-penta-2t,4-dienoic acid methyl ester 
• 37836-28-5 (2E,4E,6E)-5-Methyl-7-(2,6,6-trimethyl-cyclohex-1-enyl)-hepta-2,4,6-trienoic acid 
• 108715-27-1 5t-(2,4,5-trimethoxy-phenyl)-penta-2t,4-dienoic acid methyl ester 
• 7478-68-4 4-(1,2,3,4-tetrahydro-[1]phenanthryl)-butyric acid 
• 91058-69-4 4-(2,3,4,6-tetraiodo-phenoxy)-trans-crotonic acid methyl ester 
• 100976-73-6 5t-(3-acetoxy-4-methoxy-phenyl)-penta-2t,4-dienoic acid methyl ester 
• 121642-65-7 4-(1-hydroxy-2-methyl-cyclohexyl)-trans-crotonic acid methyl ester 
• 54238-27-6 methyl (E)-4-(1,3-dioxoisoindolin-2-yl)but-2-enoate 
• 13991-36-1 4-bromocrotonic acid 
• 2367-25-1 4-fluoro-trans-crotonic acid methyl ester 
• 38651-67-1 4-(1-hydroxy-cyclohexyl)-crotonic acid methyl ester 
• 56949-94-1 2-(α-hydroxy-benzyl)-but-3-enoic acid methyl ester 

Relevant academic research and scientific papers

Ruthenium-catalyzed enantioselective C-H functionalization: A practical access to optically active indoline derivatives

Ru(II)-catalyzed enantioselective C-H activation/hydroarylation has been developed for the first time, allowing for highly enantioselective synthesis of indoline derivatives via catalytic C-H activation. Commercially available Ru(II) arene complexes and chiral α-methylamines were employed as highly enantioselective catalysts. Based on a sterically rigidified chiral transient directing group, multisubstituted indolines were produced in up to 92% yield with 96% ee. Further transformation of the resulting 4-formylindoline enables access to an optically active tricyclic compound that is of potential biological and pharmaceutical interest.

Chlorobenzene-pyridine compounds and application thereof

The invention relates to chlorobenzene-pyridine compounds and an application thereof. The compounds can be used for preparing a Smoothened protein inhibitor and a drug for resisting adenocarcinoma andesophagus cancer and have the structure in the general formula (I) shown in the description, wherein X is selected from the structure shown in the description, R1 is selected from H or the structureshown in the description, and R2 is selected from the structure shown in the description.

Pyrazolopyrimidine derivative, preparation method, pharmaceutical composition and application

The invention discloses a pyrazolopyrimidine derivative, a preparation method, a pharmaceutical composition and application. The invention provides the pyrazolopyrimidine derivative as shown in a formula I and stereoisomer or solvate or pharmaceutically acceptable salts or active metabolite or prodrug thereof. The pyrazolopyrimidine derivative as shown in the formula I has good inhibitory activity on Bruton's tyrosine kinase (Btk) and particularly has good in vitro and in vivo inhibitory activity on growth of tumor cells, and a good marketization prospect is achieved. Please see the formula I in the description.

Geminal silicon/zinc reagent as an equivalent of difluoromethylene bis-carbanion

A new difluorinated reagent, [difluoro(trimethylsilyl)methyl]zinc bromide, bearing C-Zn and C-Si bonds is described. The reagent is conveniently prepared by cobalt-catalyzed halogen/zinc exchange. It can be coupled with two different C-electrophiles in a stepwise manner (with allylic halides for C-Zn bond and aldehydes for C-Si bond) affording products containing a difluoromethylene fragment.

Tethered aminohydroxylation: Synthesis of the β-amino acid of microsclerodermins A and B

The utility of the tethered aminohydroxylation (TA) has been demonstrated by synthesis of the complex β-amino acid residue of microsclerodermins A and B. The TA provided a regio- and stereoselective functionalization of a complex homoallylic alcohol. The route includes late-stage introduction of the aliphatic side chain via a cuprate addition and cross metathesis, a tactic designed to render the synthesis applicable to other microsclerodermins.

A chemoenzymatic asymmetric synthesis of methyl (6S,13R)-6,13-dihydroxytetradeca-(2E,4E,8E)-trienoate, a component of Mycosphaerella rubella

The first asymmetric synthesis of (6S,13R)-6,13-dihydroxytetradeca-(2E,4E,8E)-trienoate has been developed. The key steps of the synthesis were the use of an efficient lipase-catalyzed acylation, a chiral template-driven enantiocontrolled allylation for introducing the stereogenic centers, and a cross-metathesis for controlling the C-8 olefin geometry.

The total synthesis of the oxopolyene macrolide RK-397

It works both ways: The convergent total synthesis of the oxopolyene macrolide RK-397 utilizes remote asymmetric induction and a two-directional chain synthesis to prepare the polyol portion of the molecule, as well as a cross-metathesis reaction of a trienal with a terminal alkene to append the polyene to the polyol. (Chemical Equation Presented).

FUSED PYRIMIDINONE MATRIX METALLOPROTEINASE INHIBITORS

Selective MMP-13 inhibitors are fused pyrimidinones of the formula or a pharmaceutically acceptable salt thereof, wherein: W, together with the carbon atoms to which it is attached, form a 5-membered ring diradical X is O, S, SO, SO2, NR5, or CH 2; B is O or NR5; or A and B are taken together to form--C≡C--; R1, R4, and R 5 are hydrogen, alkyl, alkenyl, alkynyl, (CH2)n aryl, (CH2)n cycloalkyl, C1-C6 alkanoyl, or (CH2)n heteroaryl; R2 and R3 are hydrogen, alkyl, alkenyl, alkynyl CN, NO2, NR 4R5, (CH2)n cycloalkyl, (CH2) n aryl, or (CH2)n heteroaryl; R2 may further be halo; n is an integer of from 0 to 5; and R4 and R5 when taken together with a nitrogen to which they are both attached complete a 3-to 8-membered ring containing carbon atoms and optionally containing O, S, or N, and substituted or unsubstituted; with the proviso that R1 and R3 are not both selected from hydrogen and C1-C6 alkyl.

Synthetic and spectroscopic studies of structural analogs of piper amides - The 5-aryl-2E,4E-pentadienamides

The methyl esters and piperidides of fourteen 5-aryl-2E,4E-pentadienoic acids have been synthesized starting from the corresponding aryl aldehydes.

EXO- and endohormones. XXII1: Synthesis of methyl (2E,4Z)-2,4-decadienoate, the pheromone synergist of the bark beetle Pityogenes chalcographus

The synthesis of methyl (2E,4Z)-2,4-decadienoate was based on a C 4 + C6 scheme. The coupling reaction took place between the 1-hexanale and phosphonium salt of methyl 1-bromocrotonate in a Wittig condensation. Methyl (2E,4Z)-2,4-decadienoate is a minor component of the sex pheromone of the bark beetle Pityogenes chalcographus.