CAS 161344-84-9 2-Butyl-1,3,2-dioxaborolane-4s,5s-dicarboxylic acid bis(dimethylamide)

NAVIGATION

2-Butyl-1,3,2-dioxaborolane-4s,5s-dicarboxylic acid bis(dimethylamide)

PRICE INQUIRY

Catalog Number

ACM161344849-1

CAS Number

161344-84-9

Product Name

2-Butyl-1,3,2-dioxaborolane-4s,5s-dicarboxylic acid bis(dimethylamide)

Category

Salt

IUPAC Name

(4S,5S)-2-butyl-4-N,4-N,5-N,5-N-tetramethyl-1,3,2-dioxaborolane-4,5-dicarboxamide

Molecular Weight

270.14g/mol

Molecular Formula

C12H23BN2O4

Canonical SMILES

B1(OC(C(O1)C(=O)N(C)C)C(=O)N(C)C)CCCC

InChI

InChI=1S/C12H23BN2O4/c1-6-7-8-13-18-9(11(16)14(2)3)10(19-13)12(17)15(4)5/h9-10H,6-8H2,1-5H3/t9-,10-/m0/s1

InChI Key

AFQWQRBBIZKYTE-UWVGGRQHSA-N

Application

2-Butyl-1,3,2-dioxaborolane-4s,5s-dicarboxylic acid bis(dimethylamide) is designed to serve as a versatile dioxaborolane ligand that facilitates the synthesis of intricate molecular structures. This product is instrumental in the enantioselective formation of spiropentanes through zinc-catalyzed cyclopropanation of hydroxymethylallenes. It enables the production of 1,2,3-trisubstituted cyclopropane derivatives via the asymmetric cyclopropanation of allylic alcohols with zinc reagents. Additionally, it plays a critical role in the synthesis of glycolipids, such as plakosides A, B, and their derivatives, through Sharpless asymmetric dihydroxylation and cyclopropanation reactions.

Complexity

308

Covalently-Bonded Unit Count

Exact Mass

270.175087g/mol

Formal Charge

Heavy Atom Count

Monoisotopic Mass

270.175087g/mol

Rotatable Bond Count

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