Diisopropyl azodicarboxylate

Description

Diisopropyl azodicarboxylate (DIAD) is typically used for Mitsunobu reactions. Similar reagents to DIAD include DEAD, DtBAD, and ADDP. DIAD is quickly replacing Diethyl azodicarboxylate (DEAD) as the preferred azodicarboxylate due to the known safety concerns of DEAD.

The Uses of Diisopropyl azodicarboxylate

Diisopropyl Azodicarboxylate is an azodicarboxylic acid derivative used as a reagent in the production of many organic compounds. Diisopropyl Azodicarboxylate is commonly used as an oxidizer in Mitsun obu reactions and can also serve as a selective deprotectant of N-benzyl groups in the presence of other protecting groups.

The Uses of Diisopropyl azodicarboxylate

To a solution of A (400 mg, 1.54 mmol), B (621 mg, 3.09 mmol), and PPh3 (610 mg, 2.32 mmol) in THF (5.5 mL) at RT was added DEAD (404 mg, 2.32 mmol) in THF (0.5 mL). After 90 min, silica gel was added and the mixture was concentrated and purified on a flash column (25% EtOAc/hexane) to provide the product. [545 mg, 80%]