187039-32-3

Basic information

• Product Name: (1R,3R,4R,5R,6S)-2-Benzyl-3-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-aza-bicyclo[2.2.1]heptane-5,6-diol
• Synonyms: (1R,3R,4R,5R,6S)-2-Benzyl-3-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-aza-bicyclo[2.2.1]heptane-5,6-diol
• CAS NO: 187039-32-3
• Molecular Weight: 319.401
• Mol File: 187039-32-3.mol

Chemical Properties

• CAS DataBase Reference: (1R,3R,4R,5R,6S)-2-Benzyl-3-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-aza-bicyclo[2.2.1]heptane-5,6-diol(CAS DataBase Reference)
• NIST Chemistry Reference: (1R,3R,4R,5R,6S)-2-Benzyl-3-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-aza-bicyclo[2.2.1]heptane-5,6-diol(187039-32-3)
• EPA Substance Registry System: (1R,3R,4R,5R,6S)-2-Benzyl-3-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-aza-bicyclo[2.2.1]heptane-5,6-diol(187039-32-3)

Safety Data

• Hazardous Substances Data: 187039-32-3(Hazardous Substances Data)

Upstream product

• 187039-25-4 (1R,3R,4S)-2-Benzyl-3-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-aza-bicyclo[2.2.1]hept-5-ene 

Relevant articles and documents

Synthesis of azasugars via lanthanide-promoted aza Diels-Alder reactions in aqueous solution

Aqueous aza Diels-Alder reactions of chiral aldehydes, prepared from carbohydrates, with benzylamine hydrochloride and cyclopentadiene, were promoted by lanthanide triflates. The exo/endo selectivities and diastereoselectivities of the reactions were elucidated by NMR, CD spectroscopy, and X-ray crystallography. The nitrogen-containing heterocyclic products were further transformed to azasugars, which are potential inhibitors against glycoprocessing enzymes.