191997-83-8

Basic information

• Product Name: N-Benzyl-N-{(R)-[(3aR,4S,6R,6aS)-6-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl]-thiazol-2-yl-methyl}-hydroxylamine
• CAS NO: 191997-83-8
• Molecular Weight: 462.567
• Mol File: 191997-83-8.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: N-Benzyl-N-{(R)-[(3aR,4S,6R,6aS)-6-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl]-thiazol-2-yl-methyl}-hydroxylamine(CAS DataBase Reference)
• NIST Chemistry Reference: N-Benzyl-N-{(R)-[(3aR,4S,6R,6aS)-6-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl]-thiazol-2-yl-methyl}-hydroxylamine(191997-83-8)
• EPA Substance Registry System: N-Benzyl-N-{(R)-[(3aR,4S,6R,6aS)-6-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl]-thiazol-2-yl-methyl}-hydroxylamine(191997-83-8)

Safety Data

• Hazardous Substances Data: 191997-83-8(Hazardous Substances Data)

Upstream product

• 40610-14-8 2-lithiothiazole 
• 191997-56-5 C₂₀H₂₇NO₆ 

Relevant articles and documents

Stereoselective Addition of 2-Furyllithium and 2-Thiazolyllithium to Sugar Nitrones. Synthesis of Carbon-Linked Glycoglycines

A route to epimeric carbon-linked glycoglycines that exploits the stereoselective addition of 2-lithiofuran and 2-lithiothiazole to sugar nitrones has been described. The reaction occurs with opposite diastereofacial selectivity depending on whether the free nitrone or the diethyl aluminum chloride precomplexed derivative is employed. The resulting furyl or thiazolyl hydroxylamines are dehydroxylated to amines by the action of titanium(III) chloride. From these compounds the amino acids are revealed by the oxidative cleavage of the furan ring or by the conversion of the thiazole into the formyl group and oxidation to carboxylic acid. Compounds have been prepared wherein the α-amino acid moiety is installed at C-4 and C-1 of furanoses (ribo, manno, xylo, and lyxo) and at C-5 and C-1 of a pyranose (galacto).