90713-03-4Relevant academic research and scientific papers
1-ACYLOXYAZIRIDINE-2,2-DICARBOXYLIC ACID ESTERS
Mishchenko, A. I.,Prosyanik, V. A.,Belov, P. N.,Romanchenko, V. A.,Belova, E. G.,Markov, V. I.
, p. 270 - 274 (1984)
The reaction of diazomethane and O-acylisonitrosomalonates gave Δ2-1,2,3-triazoline-5,5-dicarboxylic acid esters, the rates of formation and thermal stabilities of which are determined by the character of this substituent attached to the oxygen
Investigation of benzoyloximes as benzoylating reagents: Benzoyl-Oxyma as a selective benzoylating reagent
Burugupalli, Satvika,Shah, Sayali,Van Der Peet, Phillip L.,Arora, Seep,White, Jonathan M.,Williams, Spencer J.
, p. 97 - 104 (2015/12/30)
Hydroxybenzotriazole (HOBt) and HOBt-derived reagents have been classified as Class I explosives, with restrictions on their transportation and storage. We explored a range of benzoylated oxime-based reagents as alternatives to benzoyloxybenzotriazole (BBTZ) for the selective benzoylation of carbohydrate polyols. Benzoylated oximes derived from 2-hydroximino-malononitrile, ethyl 2-hydroximino-2-cyanoacetate (Oxyma), and tert-butyl 2-hydroximino-2-cyanoacetate were most effective for benzoylation of a simple primary alcohol, with yields approaching that obtained for BBTZ. When applied to carbohydrate diols, the most effective reagent was identified as benzoyl-Oxyma. Benzoyl-Oxyma is a highly crystalline, readily prepared alternative to BBTZ, useful in the selective benzoylation of carbohydrate polyols.
