4-Tolyl-α-MIDA-boryl aldehyde
Product Information
Molecular Formula
C14H16BNO5
Molecular Weight
289.09
Description
This boronic acid derivative is in a series of the first known stable α-boryl aldehyde species. Through the employment of the MIDA-protected boronic ester, this building block has been shown as a precursor to the synthesis of unnatural amino acids.
Synonyms
(6-Methyl-4,8-dioxo-1,3,6,2-dioxazaborocan-2-yl)(4-methylphenyl)acetaldehyde
IUPAC Name
2-(5-methyl-3,7-dioxo-2,8-dioxa-5-azonia-1-boranuidabicyclo[3.3.0]octan-1-yl)-2-(4-methylphenyl)acetaldehyde
SMILES
[B-]12([N+](CC(=O)O1)(CC(=O)O2)C)C(C=O)C3=CC=C(C=C3)C
InChI
InChI=1S/C14H16BNO5/c1-10-3-5-11(6-4-10)12(9-17)15-16(2,7-13(18)20-15)8-14(19)21-15/h3-6,9,12H,7-8H2,1-2H3
InChI Key
WGXNZHJLDBSTCS-UHFFFAOYSA-N
Melting Point
135-142 °C
Flash Point
Not applicable
Storage
2-8°C
Computed Properties
Hydrogen Bond Donor Count
0
Hydrogen Bond Acceptor Count
6
Rotatable Bond Count
3
Exact Mass
289.1121528 g/mol
Monoisotopic Mass
289.1121528 g/mol
Topological Polar Surface Area
69.7Ų
Heavy Atom Count
21
Formal Charge
0
Complexity
466
Isotope Atom Count
0
Defined Atom Stereocenter Count
0
Undefined Atom Stereocenter Count
1
Defined Bond Stereocenter Count
0
Undefined Bond Stereocenter Count
0
Covalently-Bonded Unit Count
1
Compound Is Canonicalized
Yes
