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Butylboronic acid N,N,N′,N′-tetramethyl-D-tartaric acid diamide ester

ALDRICH/594806 - 97%

Synonym: (4S,5S)-2-Butyl-N,N,N′N′-tetramethyl-1,3,2-dioxaborolane-4,5-dicarboxamide

CAS Number: 161344-84-9
Empirical Formula (Hill Notation): C12H23BN2O4
Molecular Weight: 270.13
MDL Number: MFCD05663838
Linear Formula: C12H23BN2O4
Product Type: Chemical
Catalog Number PKG Qty. Price Quantity
45-594806-5G 5 g
 $364.00
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assay 97%
bp 305-306 °C (lit.)
density 1.096 g/mL at 25 °C (lit.)
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
optical activity [α]20/D +106°, c = 1% in chloroform
refractive index n20/D 1.4780 (lit.)
SMILES string CCCCB1O[C@@H]([C@H](O1)C(=O)N(C)C)C(=O)N(C)C
Application: Butylboronic acid N,N,N′,N′-tetramethyl-D-tartaric acid diamide is a dioxaborolane ligand that can be used to prepare:
• Enantioenriched spiropentanes via zinc catalyzed cyclopropanation of corresponding hydroxymethylallenes.
• 1,2,3-trisubstituted cyclopropane derivatives by asymmetric cyclopropanation of allylic alcohols in the presence of zinc reagents.
• Glycolipids plakosides A, B, and their derivatives by Sharpless asymmetric dihydroxylation and cyclopropanation reaction.
Packaging: 1, 5 g in glass bottle
RIDADR NONH for all modes of transport
WGK Germany WGK 3
Flash Point(F) > 230.0 °F - closed cup
Flash Point(C) > 110 °C - closed cup
Purity 97%
bp 305-306 °C (lit.)
Density 1.096 g/mL at 25 °C (lit.)
Refractive Index n20/D 1.4780 (lit.)
UNSPSC 12352103

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