916138-13-1

Basic information

• Product Name: 5-METHOXYCARBONYLTHIOPHENE-2-BORONIC ACID PINACOL ESTER
• Synonyms: 5-METHOXYCARBONYLTHIOPHENE-2-BORONIC ACID PINACOL ESTER;5-(4,4,5-Trimethyl-[1,3,2]dioxaborolan-2-yl)thiophene-2-carboxylic acid methyl ester;Methyl 5-(4,4,5-trimethyl-[1,3,2]dioxaborolan-2-yl)thiophene-2-carboxylate;Methyl5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-thiophene-2-carboxylate;(5-(METHOXYCARBONYL)THIOPHEN-2-YL)BORONIC ACID PINACOL ESTER
• CAS NO: 916138-13-1
• Molecular Formula: C12H17BO4S
• Molecular Weight: 268.14
• EINECS: 604-604-1
• Mol File: 916138-13-1.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 374.5°C at 760 mmHg
• Flash Point: 180.3°C
• Appearance: /
• Density: 1.18g/cm³
• Vapor Pressure: 8.33E-06mmHg at 25°C
• Refractive Index: 1.508
• Storage Temp.: Keep in dark place,Sealed in dry,Store in freezer, under -20°C
• CAS DataBase Reference: 5-METHOXYCARBONYLTHIOPHENE-2-BORONIC ACID PINACOL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: 5-METHOXYCARBONYLTHIOPHENE-2-BORONIC ACID PINACOL ESTER(916138-13-1)
• EPA Substance Registry System: 5-METHOXYCARBONYLTHIOPHENE-2-BORONIC ACID PINACOL ESTER(916138-13-1)

Safety Data

• Hazardous Substances Data: 916138-13-1(Hazardous Substances Data)

Usage

Uses

5-(Methoxycarbonyl)thiophene-2-boronic acid, pinacol ester

InChI:InChI=1/C11H15BO4S/c1-7-11(2,3)16-12(15-7)9-6-5-8(17-9)10(13)14-4/h5-7H,1-4H3

Upstream product

• 5380-42-7 thiophene-2-carboxylic acid methyl ester 
• 25015-63-8 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane 
• 73183-34-3 bis(pinacol)diborane 
• 76-09-5 2,3-dimethyl-2,3-butane diol 
• 62224-19-5 5-bromo-2-thiophenecarboxylic acid methyl ester 
• 7311-63-9 5-bromothiophene-2-carboxylic acid 

Relevant articles and documents

Aerobic Visible-Light-Driven Borylation of Heteroarenes in a Gel Nanoreactor

Heteroarene boronate esters constitute valuable intermediates in modern organic synthesis. As building blocks, they can be further applied to the synthesis of new materials, since they can be easily transformed into any other functional group. Efforts toward novel and efficient strategies for their preparation are clearly desirable. Here, we have achieved the borylation of commercially available heteroarene halides under very mild conditions in an easy-to-use gel nanoreactor. Its use of visible light as the energy source at room temperature in photocatalyst-free and aerobic conditions makes this protocol very attractive. The gel network provides an adequate stabilizing microenvironment to support wide substrate scope, including furan, thiophene, selenophene, and pyrrole boronate esters.

Five-membered heterocyclic derivatives as well as preparation method thereof and use thereof in medicine

The invention provides five-membered heterocyclic derivatives or pharmaceutically acceptable salts thereof which are shown in a general formula (I), a preparation method of the five-membered heterocyclic derivatives or the pharmaceutically acceptable salts thereof, and use of the five-membered heterocyclic derivatives or the pharmaceutically acceptable salts thereof as a therapeutic agent, especially as a rearrangement (RET) kinase inhibitor during selective transfection. In the general formula (I), the definitions of A, B, C, D, E, X, R1, R2 and R3 are the same as those in the description. The general formula (I) is described in the description.

Ester-directed regioselective borylation of heteroarenes catalyzed by a silica-supported iridium complex

Figure presented The ester-directed regioselective borylation of arenes catalyzed by a silica-supported monophosphine-Ir complex displayed a significantly broad substrate scope toward heteroaromatic compounds, including thiophene, pyrrole, furan, benzothiophene, benzofuran, indole, and carbazole derivatives. The regioselectivity is complementary to the selectivities observed in the heteroarene C-H borylation with the dtbpy-Ir catalyst system.