1-Hydroxy-1,3-dihydrobenzo[c][1,2]oxaborole-6-carbaldehyde

Name: 1-Hydroxy-1,3-dihydrobenzo[c][1,2]oxaborole-6-carbaldehyde 

Molecular Formula: C8H7BO3 

CAS#: 1195621-94-3 

SMILES: OB1OCC2=CC=C(C=O)C=C21 

MDL#: MFCD20527852 

Catalog#: H36219 

Molecular weight: 161.95 g/mol 

Other names: 

• 6-formylbenzoxaborole 

• 1,3-dihydro-6-formyl-1-hydroxy-2,1-benzoxaborole 

Fields of Interest: medicinal chemistry, bioactive scaffold, chemical synthesis, materials science, and agrochemical research. 

Background & Applications: 

1-Hydroxy-1,3-dihydrobenzo[c][1,2]oxaborole-6-carbaldehyde is a versatile benzoxaborole intermediate used in drug discovery, medicinal chemistry, and boron-containing small molecule synthesis. Identified by CAS 1195621-94-3, this compound combines the distinctive reactivity of the benzoxaborole scaffold with a synthetically useful aldehyde functionality, making it a valuable building block for the preparation of novel pharmaceutical candidates and advanced heterocyclic intermediates. 

In drug discovery, 1-Hydroxy-1,3-dihydrobenzo[c][1,2]oxaborole-6-carbaldehyde is especially useful as a medicinal chemistry building block for the synthesis of structurally diverse benzoxaborole derivatives. The benzoxaborole motif is of strong interest in pharmaceutical research because it can support unique interactions with biological targets, while the aldehyde group provides a convenient handle for derivatization, analog development, and broader scaffold diversification. This makes the compound well suited for lead generation, SAR studies, library synthesis, and lead optimization across a wide range of therapeutic research programs. 

Beyond pharmaceutical research, this benzoxaborole intermediate is also useful in chemical biology, boron-containing scaffold development, fragment-based research, and advanced organic synthesis. It can serve as a valuable precursor for the preparation of customized boron-based heterocycles and other specialty compounds used in both academic and industrial R&D settings. 

As part of a broader portfolio of benzoxaborole intermediates and boron-containing building blocks, 1-Hydroxy-1,3-dihydrobenzo[c][1,2]oxaborole-6-carbaldehyde offers researchers a flexible platform for drug discovery and specialty chemical applications. 

Appearance: Tan solid 

Purity: 95% 

Storage: Store at 3-5 °C 

Solubility: Diethyl ether, DCM, DMF 

Literature:  

• Journal of Medicinal Chemistry, 2012, vol. 55, # 7, p. 3553 – 3557 

• Journal of the American Chemical Society, 2017, vol. 139, # 2, p. 829 – 835