865083-95-0

Basic information

• Product Name: (1R,2S)-oxide[N-(2-tert-butyldimethylsilyloxy-1,2-diphenylethyl)imino]acetic acid ethyl ester
• Synonyms: (1R,2S)-oxide[N-(2-tert-butyldimethylsilyloxy-1,2-diphenylethyl)imino]acetic acid ethyl ester
• CAS NO: 865083-95-0
• Molecular Weight: 427.616
• Mol File: 865083-95-0.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (1R,2S)-oxide[N-(2-tert-butyldimethylsilyloxy-1,2-diphenylethyl)imino]acetic acid ethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: (1R,2S)-oxide[N-(2-tert-butyldimethylsilyloxy-1,2-diphenylethyl)imino]acetic acid ethyl ester(865083-95-0)
• EPA Substance Registry System: (1R,2S)-oxide[N-(2-tert-butyldimethylsilyloxy-1,2-diphenylethyl)imino]acetic acid ethyl ester(865083-95-0)

Safety Data

• Hazardous Substances Data: 865083-95-0(Hazardous Substances Data)

Upstream product

• 112835-62-8 ethyl (1'R,2'S)-N-(1',2'-diphenyl-2'-hydroxyethyl)glycinate 
• 69739-34-0 t-butyldimethylsiyl triflate 

Downstream Products

• 865083-96-1 [(1R,2S)-N-(2-tert-butyldimethylsilyloxy-1,2-diphenylethyl)-N-hydroxy]-(2R)-2-ethylglycine ethyl ester 

Relevant articles and documents

Diastereoselective intermolecular radical addition to nitrones

The intermolecular radical addition to chiral nitrones 2, 4, 5, and 16 was studied. The isopropyl radical addition to Oppolzer's camphorsultam derivative 2 of glyoxylic nitrone proceeded with excellent diastereoselectivity to give the desired isopropylated product 3a accompanied by the diisopropylated product 3b. A high degree of stereocontrol in the reaction of cyclic nitrone 4 was achieved. The ethyl radical addition to nitrone 4 with triethylborane afforded the desired ethylated product 9a accompanied by the diethylated product 10a and the ethylated nitrone 11a. To evaluate the utility of cyclic nitrone 4, several alkyl radicals were employed in the addition reaction, which afforded the alkylated products 9b-d with excellent diastereoselectivities. In the presence of Mg(ClCO4)2, the ethyl radical addition to BIGN 16 afforded selectively syn isomers. In contrast, the alkyl radical addition to 16 took place even in the absence of Lewis acid to give anti isomers.