1353742-29-6

Basic information

• Product Name: (3R,4R,5R)-1,3,4-tris(benzyloxy)-5-((benzyloxy)methyl)piperidine
• Synonyms: (3R,4R,5R)-1,3,4-tris(benzyloxy)-5-((benzyloxy)methyl)piperidine
• CAS NO: 1353742-29-6
• Molecular Weight: 523.672
• Mol File: 1353742-29-6.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: (3R,4R,5R)-1,3,4-tris(benzyloxy)-5-((benzyloxy)methyl)piperidine(CAS DataBase Reference)
• NIST Chemistry Reference: (3R,4R,5R)-1,3,4-tris(benzyloxy)-5-((benzyloxy)methyl)piperidine(1353742-29-6)
• EPA Substance Registry System: (3R,4R,5R)-1,3,4-tris(benzyloxy)-5-((benzyloxy)methyl)piperidine(1353742-29-6)

Safety Data

• Hazardous Substances Data: 1353742-29-6(Hazardous Substances Data)

Upstream product

• 1353742-25-2 3,4,6-tri-O-benzyl-2-deoxy-D-arabinohexodialdose 
• 100-39-0 benzyl bromide 
• 939-26-4 2-bromomethylnaphthyl bromide 
• 191480-69-0 (3R,4S)-4-(phenylmethoxy)-3-[(phenylmethoxy)methyl]cyclopent-1-ene 
• 110567-21-0 (1S,2R)-2-(benzyloxymethyl)-1-hydroxy-3-cyclopentene 
• 39939-07-6 5-(benzyloxymethyl)cyclopentadiene 
• 3587-60-8 Benzyloxymethyl chloride 
• 1425377-62-3 (1R,2R,5R)-2-(benzyloxy)-1-((2-naphthylmethyl)oxy)-5-((benzyloxy)methyl)cyclopent-3-ene 
• 1353742-22-9 (1R,2R,5R)-1,2-bis(benzyloxy)-5-((benzyloxy)methyl)cyclopent-3-ene 
• 1425377-60-1 (1R,2R,3R,4R)-4-(benzyloxy)-2-((benzyloxy)methyl)-3-((2-naphthylmethyl)oxy)cyclopentyl methanesulfonate 
• 1353742-21-8 (1R,2R,3R,4R)-3,4-bis(benzyloxy)-2-((benzyloxy)methyl)-cyclopentyl methanesulfonate 
• 1353742-20-7 (1R,2R,3R,4R)-4-(benzyloxy)-2-((benzyloxy)methyl)-3-hydroxycyclopentyl methanesulfonate 
• 1353764-99-4 (1R,2R,3R,5S)-2-((benzyloxy)methyl)-6-oxabicyclo[3.1.0]hexan-3-yl methanesulfonate 
• 701278-59-3 (1R,2S,3R,5S)-2-((benzyloxy)methyl)-6-oxabicyclo[3.1.0]hexan-3-ol 

Downstream Products

• 1353742-35-4 (3R,4R,5R)-1-(benzyloxy)-5-(hydroxymethyl)piperidine-3,4-diol 
• 169105-89-9 isofagomine 

Relevant articles and documents

N-O bond as a glycosidic-bond surrogate: Synthetic studies toward polyhydroxylated N-alkoxypiperidines

A series of novel polyhydroxylated N-alkoxypiperidines has been synthesized by ring-closing double reductive amination (DRA) of highly functionalized 1,5-dialdehydes with various hydroxylamines. The required saccharide-based dialdehydes were prepared efficiently from sodium cyclopentadienylide in seven steps. A two-step protocol has been developed for the DRA; it led, after deprotection, to isofagomine, 3-deoxyisofagomine, and numerous other N-alkoxy analogues. The barrier to inversion in these polyhydroxylated N-alkoxypiperidine derivatives was found by variable-temperature NMR methods to be approximately 15 kcal mol-1. With the exception of N-hydroxyisofagomine itself, none of the compounds prepared showed significant inhibitory activity against sweet almond β-glucosidase. Copyright