130983-46-9

Upstream product

• 131063-37-1 (1S,6R,7S,8R,8aR)-1-(tert-Butyl-dimethyl-silanyloxy)-7,8-bis-trimethylsilanyloxy-octahydro-indolizin-6-ol 
• 79831-77-9 1,6,7,8-tetra-O-acetylcastanospermine 
• 130948-06-0 (1S,8S,8aR)-1-(tert-Butyl-dimethyl-silanyloxy)-8-trimethylsilanyloxy-hexahydro-indolizin-7-one 
• 131063-36-0 (1S,8R,8aR)-1-(tert-Butyl-dimethyl-silanyloxy)-8-trimethylsilanyloxy-hexahydro-indolizin-7-one 
• 123190-75-0 (1aR,5R,5aS,6S,6aR)-6-Benzyloxy-5-hydroxy-hexahydro-1-oxa-2a-aza-cyclopropa[f]inden-2-one 
• 123190-76-1 Acetic acid (1R,6S,7R,8S,8aS)-6,7-diacetoxy-8-benzyloxy-5-oxo-octahydro-indolizin-1-yl ester 
• 123190-77-2 (1R,6R,7S,8S,8aS)-8-Benzyloxy-octahydro-indolizine-1,6,7-triol 
• 130966-42-6 (1S,8aR)-1-(tert-Butyl-dimethyl-silanyloxy)-7,8-bis-trimethylsilanyloxy-1,2,3,5,6,8a-hexahydro-indolizine 
• 130966-44-8 (1S,8R,8aR)-1-(tert-Butyl-dimethyl-silanyloxy)-7,8-bis-trimethylsilanyloxy-1,2,3,5,8,8a-hexahydro-indolizine 
• 130948-05-9 (2R,3S)-3-(tert-Butyl-dimethyl-silanyloxy)-1-(2-methoxycarbonyl-ethyl)-pyrrolidine-2-carboxylic acid methyl ester 
• 130966-43-7 (1S,8R,8aS)-1-(tert-Butyl-dimethyl-silanyloxy)-8-hydroxy-hexahydro-indolizin-7-one 
• 156205-44-6 1,7,8-tri-O-acetyl-6-O-carboxybenzylcastenospermine 
• 156205-48-0 1,7,8-tri-O-acetyl-6-O-mesylcastanospermine 
• 156205-42-4 1,7,8-tri-O-acetylcastanospermine 

Relevant academic research and scientific papers

AN AZIDE-DIENE CYCLOADDITION APPROACH TO INDOLIZIDINE ALKALOIDS. AN ENANTIOSELECTIVE SYNTHESIS OF 6,7-DIEPICASTANOSPERMINE

A short, enantioselective syntesis of 6,7-diepicastanospermine (4) has been achieved by an intramolecular azid-diene 1,3-dipolar cycloaddition, followed by ring-opening of the vinylaziridine 6 and subsequent dihydroxylation.

The Chemistry of Castanospermine, Part I: Synthetic Modifications at C-6

Methodology for the selective functionalisation of castanospermine is outlined which has allowed the synthesis of a number of analogues selectively modified at C-6.Australine and some australine analugues have also been synthesized from castanospermine.

A HIGHLY STEREOSELECTIVE TOTAL SYNTHESIS OF (+/-)CASTANOSPERMINE

An efficient synthesis of (+/-)castanospermine based on the bromine addition to 7-oxabicyclohept-5-en-2-one benzyl acetal is presented.