CAS 66080-23-7 4,4,5,5,-Tetramethyl-2-phenylsulfanylmethyl-1,3,2-dioxaborolane

NAVIGATION

4,4,5,5,-Tetramethyl-2-phenylsulfanylmethyl-1,3,2-dioxaborolane

PRICE INQUIRY

Catalog Number

ACM66080237-1

CAS Number

66080-23-7

Product Name

4,4,5,5,-Tetramethyl-2-phenylsulfanylmethyl-1,3,2-dioxaborolane

Category

Salt

IUPAC Name

4,4,5,5-tetramethyl-2-(phenylsulfanylmethyl)-1,3,2-dioxaborolane

Molecular Weight

250.2g/mol

Molecular Formula

C13H19BO2S

Canonical SMILES

B1(OC(C(O1)(C)C)(C)C)CSC2=CC=CC=C2

InChI

InChI=1S/C13H19BO2S/c1-12(2)13(3,4)16-14(15-12)10-17-11-8-6-5-7-9-11/h5-9H,10H2,1-4H3

InChI Key

DGPGLPBMZOKGON-UHFFFAOYSA-N

Application

4,4,5,5-Tetramethyl-2-phenylsulfanylmethyl-1,3,2-dioxaborolane serves as a versatile reagent designed to facilitate the preparation of aryl and heteroaryl derivatives by enabling the formation of carbon-carbon and carbon-heteroatom bonds. Its applications extend beyond basic synthesis, as it acts as a crucial starting material in the development of α-aminoboronic acids, which are potent inhibitors of serine proteases. Additionally, this compound is an essential substrate in coupling reactions with carbonyl compounds, especially under iridium-catalyzed photoredox conditions, highlighting its utility in advanced organic synthesis.

Complexity

246

Covalently-Bonded Unit Count

Exact Mass

250.119881g/mol

Formal Charge

Heavy Atom Count

Monoisotopic Mass

250.119881g/mol

Rotatable Bond Count

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