111492-13-8

Upstream product

• 54856-83-6 3-dimethylamino-2,2-dimethyl-2H-azirine 
• 611-71-2 MANDELIC ACID 

Downstream Products

• 87866-95-3 (+/-)-3,3-dimethyl-6-phenylmorpholin-2,5-dion 
• 111492-26-3 (+/-)-2-(2-hydroxy-2-phenylacetamido)-2-methylpropionsaure 
• 87872-96-6 (+/-)-3,3,6,6-tetramethyl-9-phenyl-1-oxa-4,7-diazacyclononan-2,5,8-trion 
• 112142-59-3 (+/-)-2-<2-(2-hydroxy-2-phenylacetamido)-2-methylpropionamido>-2-methylpropionsaeure 
• 87866-93-1 (+/-)-2-<2-(2-hydroxy-2-phenylacetamido)-2-methylpropionamido>-N,N,2-trimethylpropionamid 
• 87866-96-4 (+/-)-3,3,6,6,9,9-hexamethyl-12-phenyl-1-oxa-4,7,10-triazacyclododecan-2,5,8,11-tetron 
• 112142-64-0 (+/-)-2-<2-<2-(2-hydroxy-2-phenylacetamido)-2-methylpropionamido>-2-methylpropionamido>-2-methylpropionsaeure 
• 87872-95-5 (+/-)-2-<2-<2-(2-hydroxy-2-phenylacetamido)-2-methylpropionamido>-2-methylpropionamido>-N,N,2-trimethylpropionamid 
• 87866-97-5 3,3,6,6,9,9,12,12-octamethyl-15-phenyl-1-oxa-4,7,10,13-tetraazacyclopentadecan-2,5,8,11,14-penton 
• 87866-94-2 (+/-)-2-<2-<2-<2-(2-hydroxy-2-phenylacetamido)-2-methylpropionamido>-2-methylpropionamido>-2-methylpropionamido>-N,N,2-trimethylpropionamid 

Relevant academic research and scientific papers

3-DIMETHYLAMINO-2,2-DIMETHYL-2H-AZIRIN ALS Aib-AEQUIVALENT BEI HETEROCYCLENSYNTHESEN; SYNTHESE VON 6-, 9-, 12- UND 15-GLIEDRIGEN RINGEN

The cyclization reaction of the dimethylamides 2b, 5, 6 and 7, resulting from the reaction of mandelic acid with the aminoazirine 1, yields the 6-, 9-, 12- and 15-membered cyclic depsipeptides 10 - 13, respectively.

3-(Dimethylamino)-2,2-dimethyl-2H-azirine as an Aib Equivalent; Synthesis of Aib Oligopeptides

3-(Dimethylamino)-2,2-dimethyl-2H-azirine (1) reacts with carboxylic acids at 0-25 degC to give 2-acylamino-N,N,2-trimethylpropionamides (=2-acylamino-N,N-dimethylisobutyramide, acyl-Aib-NMe2) in excellent yields (Scheme 2 and 3).Examples of α-amino-, α-h