134100-29-1

Usage

Chemical Properties

hexosaminidase inhibitor

Uses

hexosaminidase inhibitor

InChI:InChI=1/C10H18N2O4/c1-5(13)11-6-4-12-3-2-7(14)8(12)10(16)9(6)15/h6-10,14-16H,2-4H2,1H3,(H,11,13)/t6-,7-,8+,9+,10+/m0/s1

Upstream product

• 156205-44-6 1,7,8-tri-O-acetyl-6-O-carboxybenzylcastenospermine 
• 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 
• 156205-48-0 1,7,8-tri-O-acetyl-6-O-mesylcastanospermine 
• 156205-49-1 1,7,8-tri-O-acetyl-6-azido-6-deoxycastanospermine 
• 156205-51-5 1,7,8-tri-O-acetyl-6-amino-6-deoxycastanospermine 
• 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 
• 156205-53-7 6-acetamido-1,7,8-tri-O-acetyl-6-deoxycastanospermine 

Relevant academic research and scientific papers

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.

DERIVATIVES OF 6-AMINOOCTAHYDROINDOLIZINETRIOL

Amide and ester derivatives of 6-amino-octahydro-1,7,8-indolizinetriol are described herein. The compounds are prepared from castanospermine by replacing the appropriate hydroxy function with an amino function while protecting the other hydroxy groups in

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.