Methyl 5-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiophene-2-carboxylate

Base Information

Chemical Name:Methyl 5-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiophene-2-carboxylate
CAS No.:1109284-49-2
Molecular Formula:C13H19BO4S
Molecular Weight:282.16
Hs Code.:2934999090
Mol file:1109284-49-2.mol

Synonyms:methyl 5-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-thiophenecarboxylate;5-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiophene-2-carboxylic acid methyl ester;5-(methoxycarbonyl)-2-methyl-3-thienylboronic acid pinacol ester;methyl-5-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiophene-2-carboxylate;

Suppliers and Price of Methyl 5-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiophene-2-carboxylate

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

TRC
Methyl5-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiophene-2-carboxylate
10mg
$ 45.00

Crysdot
Methyl5-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiophene-2-carboxylate 95+%
5g
$ 2009.00

Crysdot
Methyl5-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiophene-2-carboxylate 95+%
1g
$ 668.00

Total 10 raw suppliers

Chemical Property of Methyl 5-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiophene-2-carboxylate

Chemical Property:

PSA：73.00000
LogP:2.14230

Purity/Quality:

99%, ^*data from raw suppliers

Methyl5-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiophene-2-carboxylate ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Technology Process of Methyl 5-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiophene-2-carboxylate

There total 4 articles about Methyl 5-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiophene-2-carboxylate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.0%

: 19432-69-0
methyl 5-methylthiophene-2-carboxylate

: 73183-34-3
bis(pinacol)diborane

: 1109284-49-2
methyl 5-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiophene-2-carboxylate

Guidance literature:: With (1,5-cyclooctadiene)(methoxy)iridium(I) dimer; 4,4'-di-tert-butyl-2,2'-bipyridine; In n-heptane; at 100 ℃; for 24h; Schlenk technique; Inert atmosphere;
DOI:10.1021/acs.joc.9b02632

Reference yield: 51.0%

: 73183-34-3
bis(pinacol)diborane

: 237385-15-8
4-bromo-5-methylthiophene-2-carboxylic acid methyl ester

: 1109284-49-2
methyl 5-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiophene-2-carboxylate

Guidance literature:: With potassium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In dimethyl sulfoxide; at 80 ℃; for 4h; Inert atmosphere;

Reference yield:

: 1918-79-2
2-methylthiophene-5-carboxylic acid

: 1109284-49-2
methyl 5-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiophene-2-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1.1: thionyl chloride / N,N-dimethyl-formamide / 3 h / Inert atmosphere; Reflux

1.2: 1 h / 0 °C / Inert atmosphere

2.1: (1,5-cyclooctadiene)(methoxy)iridium(I) dimer; 4,4'-di-tert-butyl-2,2'-bipyridine / octane / 0.25 h / 20 °C / Inert atmosphere

2.2: 16 h / 20 °C

With thionyl chloride; (1,5-cyclooctadiene)(methoxy)iridium(I) dimer; 4,4'-di-tert-butyl-2,2'-bipyridine; In octane; N,N-dimethyl-formamide;
DOI:10.1002/chem.201500658