156205-52-6

Upstream product

• 156205-49-1 1,7,8-tri-O-acetyl-6-azido-6-deoxycastanospermine 
• 134100-32-6 [1S-(1α,6β,7α,8β,8aβ)]-octahydro-1,6,7,8-indolizinetetrol 1,8-diacetate 6-benzylcarbonate 7-(4-bromobenzoate) 
• 134100-31-5 4-Bromo-benzoic acid (3aS,8S,9R,9aR,9bR)-8-benzyloxycarbonyloxy-2,2-dimethyl-octahydro-[1,3]dioxino[4,5,6-hi]indolizin-9-yl ester 
• 134100-33-7 1,8-di-O-acetyl-7-O-benzoylcastanospermine 
• 134100-30-4 6-O-carbobenzyloxy-1,8-O-isopropylidenecastanospermine 
• 130446-91-2 1,8-O-isopropylidenylcastanospermine 
• 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 
• 156205-43-5 6-O-carboxybenzylcastenospermine 
• 79831-77-9 1,6,7,8-tetra-O-acetylcastanospermine 
• 79831-76-8 (1S,6S,7R,8R,8aR)-2,6,7,8-tetrahydroxy-indolizidine 
• 156205-51-5 1,7,8-tri-O-acetyl-6-amino-6-deoxycastanospermine 

Downstream Products

• 134100-29-1 6-acetamido-6-deoxycastanospermine 

Relevant academic research and scientific papers

Inhibition of the exo-β-d-glucosaminidase CsxA by a glucosamine-configured castanospermine and an amino-australine analogue

The synthesis of amino-derivatives of castanospermine and australine and their characterisation as inhibitors of the exo-β-d-glucosaminidase CsxA through enzyme kinetics and X-ray structural analysis is described.

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 POTENT INHIBITOR OF β-N-ACETYLGLUCOSAMINIDASES: 6-ACETAMIDO-6-DEOXYCASTANOSPERMINE

A facile synthesis of 6-acetamido-6-deoxycastanospermine (4) is described.The target compound inhibits mammalian β-N-acetylglucosaminidases at or below 1 μM.