212691-17-3

Upstream product

• 14506-38-8 2,3,4-tri-O-benzyl-5,6-O-isopropylidene-D-galactitol 
• 99773-30-5 5,6-O-isopropylidene-D-galactose diethyl dithioacetal 
• 100-39-0 benzyl bromide 
• 2771-56-4 2,3,4-Tri-O-benzyl-D-galactit 
• 2771-55-3 2,3,4-tri-O-benzyl-D-galactopyranoside 
• 212691-14-0 2,3,4-tri-O-benzyl-5,6-O-isopropylidene-D-galactose diethyldithioacetal 

Downstream Products

• 212691-26-4 Benzoic acid (E)-(2S,3S,4S)-2,3,4-tris-benzyloxy-6-formylamino-6-(toluene-4-sulfonyl)-hex-5-enyl ester 
• 212691-20-8 1-O-benzoyl-2,3,4-tri-O-benzyl-5,6-O-isopropylidene-D-galactitol 
• 212691-22-0 1-O-benzoyl-2,3,4-tri-O-benzyl-D-galactitol 
• 212691-24-2 1-O-benzoyl-2,3,4-tri-O-benzyl-L-lyxose 
• 212691-28-6 (2S,3S,4S)-2,3,4-Tris-benzyloxy-4-(3H-imidazol-4-yl)-butan-1-ol 
• 212691-29-7 (6S,7R,8S)-6,7,8-Tris-benzyloxy-5,6,7,8-tetrahydro-imidazo[1,5-a]pyridine 
• 910630-80-7 C₇₉H₁₁₃NO₁₁Si 
• 910630-95-4 C₇₉H₁₁₃NO₁₁Si 
• 910630-86-3 (17R,18S,19S,20S,21S,22S)-18,19,20,21,22-Pentakis-benzyloxy-25-((S)-1-tert-butoxycarbonyl-2-methyl-propylcarbamoyl)-17-hydroxy-pentacos-14-ynoic acid 
• 910630-96-5 (17R,18S,19S,20S,21S,22S)-18,19,20,21,22-Pentakis-benzyloxy-25-((R)-1-tert-butoxycarbonyl-2-methyl-propylcarbamoyl)-17-hydroxy-pentacos-14-ynoic acid 
• 910630-83-0 (S)-3-Methyl-2-[(5S,6S,7S,8S,9S)-5,6,7,8,9-pentakis-benzyloxy-9-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-nonanoylamino]-butyric acid tert-butyl ester 
• 910630-92-1 (R)-3-Methyl-2-[(5S,6S,7S,8S,9S)-5,6,7,8,9-pentakis-benzyloxy-9-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-nonanoylamino]-butyric acid tert-butyl ester 
• 910630-84-1 (S)-3-Methyl-2-((5S,6S,7S,8S,9S,10R)-5,6,7,8,9-pentakis-benzyloxy-10,11-dihydroxy-undecanoylamino)-butyric acid tert-butyl ester 
• 910630-93-2 (R)-3-Methyl-2-((5S,6S,7S,8S,9S,10R)-5,6,7,8,9-pentakis-benzyloxy-10,11-dihydroxy-undecanoylamino)-butyric acid tert-butyl ester 

Relevant academic research and scientific papers

Stereochemistry of sagittamide A: Prediction and confirmation

The C5-C10 relative stereochemistry of sagittamide A was predicted, with the use of the 3JH,H profiles assembled from the spin-coupling constants reported in the literature. The predicted relative stereochemistry was then confirmed by a total synthesis of two relevant remote diastereomers. The absolute configuration of sagittamide A was established through a detailed 1H NMR analysis of the two remote diastereomers, followed by doping experiments of them with the authentic natural product.

Synthesis of an imidazolo-L-lyxo-piperidinose derivative

Imidazolo-L-lyxo-piperidonose 4 was synthesised from the D-galactose derivative 8 by two reaction sequences, via removal of a terminal carbon atom, stepwise incorporation of an imidazole moiety, and eventually intramolecular S(N)2 reaction corresponding piperidine ring. Piperdine 4 proved to be a poor glycosidase inhibitor.