2-Bromo-1,1-dimethoxyethane (Bromoacetaldehyde dimethyl acetal) was used in the synthesis of 2,3-O-acetal via reaction with 2,3-diol in the presence of 10-camphorsulphonic acid (CSA). 2-bromo-1,1-dimethoxyethane was used to react with 4-hydroxylbenzaldehyde, and finally aldehyde substituted prodrug was generated by TFA-mediated deacetalization.
This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.
Applications
2-Bromo-1,1-dimethoxyethane (Bromoacetaldehyde dimethyl acetal) was used in the synthesis of 2,3-O-acetal via reaction with 2,3-diol in the presence of 10-camphorsulphonic acid (CSA). 2-bromo-1,1-dimethoxyethane was used to react with 4-hydroxylbenzaldehyde, and finally aldehyde substituted prodrug was generated by TFA-mediated deacetalization.
Solubility
Insoluble in water.
Notes
Moisture Sensitive. Store in cool place. Keep container tightly closed in a dry and well-ventilated place. Store away from strong oxidizing agents, moisture.
RUO – Research Use Only
Zunyi Yanga,; Hongzhi Caoa,; Jie Hua,; Renli Shanb;, Biao Yua. 1→2 Migration and concurrent glycosidation of phenyl 1-thio-α-mannopyranosides via 2, 3-O-cyclic dioxonium intermediates.. Tetrahedron. 2003, 59 (2), 249-254.
Chunyan Bao,; Ming Jin,; Bo Li,; Yaodong Xu,; Jingyan Jin,; Linyong Zhu. Long conjugated 2-nitrobenzyl derivative caged anticancer prodrugs with visible light regulated release: preparation and functionalizations. title . Org. Biomol. Chem.. 2012, 10 (27), 5238-5244.