793434

4-Tolyl-α-MIDA-boryl aldehyde

• Synonym(s): (6-Methyl-4,8-dioxo-1,3,6,2-dioxazaborocan-2-yl)(4-methylphenyl)acetaldehyde
• Empirical Formula (Hill Notation): C₁₄H₁₆BNO₅
• CAS Number: 1329422-56-1
• Molecular Weight: 289.09
• MDL number: MFCD27665011
• UNSPSC Code: 12352103
• PubChem Substance ID: 329768076
• NACRES: NA.22

Properties

• form: solid
• mp: 135-142 °C
• storage temp.: 2-8°C
• SMILES string: O=C1OB(C(C2=CC=C(C)C=C2)C([H])=O)OC(CN(C)C1)=O
• InChI: 1S/C14H16BNO5/c1-10-3-5-11(6-4-10)12(9-17)15-20-13(18)7-16(2)8-14(19)21-15/h3-6,9,12H,7-8H2,1-2H3
• InChI key: DCVSWHVQPHHNBM-UHFFFAOYSA-N

Description

General description

4-Tolyl-α-MIDA-boryl aldehyde is a-boryl aldehyde derivative. It can be synthesized from oxiranyl MIDA boronates, via rearrangement.

Application

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.

Other Notes

Amphoteric Alpha-Boryl Aldehydes

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable