126900-97-8

Upstream product

• 127000-09-3 benzyl α-D-fucopyranoside 
• 77-76-9 2,2-dimethoxy-propane 
• 100-51-6 benzyl alcohol 
• 6189-71-5 α-D-fucose 
• 217644-10-5 (3aS,4R,7R,7aR)-6-Benzyloxy-4-hydroxymethyl-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-ol 
• 335162-25-9 benzyl α,β-D-galactopyranoside 
• 7296-64-2 β-D-galactopyranoside 
• 217644-11-6 3,4-O-isopropylidene-6-S-phenyl-6-thio-α-D-galactopyranoside 

Downstream Products

• 217644-13-8 benzyl 3,4-O-isopropylidene-2-O-<(S-methylthio)-thiocarbonyl>-α-D-galactopyranoside 
• 197916-06-6 methyl (11S)-11-[[(3-O-acetyl-4,6-O-benzylidene-β-D-glucopyranosyl)-(1->2)-3,4-O-isopropylidene-β-D-fucopyranosyl]oxy]hexadecanoate 
• 197916-04-4 methyl (11S)-11-[[(4,6-O-benzylidene-β-D-glucopyranosyl)-(1->2)-3,4-O-isopropylidene-β-D-fucopyranosyl]oxy]hexadecanoate 
• 180782-81-4 (S)-1-(hydroxycarbonyl)pentadec-10-yl O-(4,6-O-benzylidene-β-D-glucopyranosyl)-(1->2)-3,4-O-isopropylidene-β-D-fucopyranoside 1,3-(B)-lactone 
• 180782-75-6 1-(methoxycarbonyl)pentadec-10(S)-yl O-(2,3-di-O-acetyl-4,6-O-benzylidene-β-D-glucopyranosyl)-(1->2)-3,4-O-isopropylidene-β-D-fucopyranoside 
• 180782-78-9 1-(hydroxycarbonyl)pentadec-10(S)-yl O-(4,6-O-benzylidene-β-D-glucopyranosyl)-(1->2)-3,4-O-isopropylidene-β-D-fucopyranoside 
• 217644-09-2 benzyl 2-deoxy-3,4-O-isopropylidene-α-D-lyxohexo-pyranoside 
• 180782-51-8 benzyl 3,4-O-isopropylidene-2-O-pivaloyl-α-D-fucopyranoside 
• 150650-42-3 phenylmethyl 6-deoxy-3,4-O-(1-methylidene)-2-O-(phenylmethyl)-α-D-galactopyranoside 
• 150650-54-7 Benzoic acid (3aS,4R,6S,7R,7aS)-6-(1,3-dioxo-1,3-dihydro-isoindol-2-yloxy)-4-methyl-2-thioxo-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-yl ester 
• 150650-52-5 Benzoic acid (3aS,4R,6S,7R,7aS)-6-(1,3-dioxo-1,3-dihydro-isoindol-2-yloxy)-2,2,4-trimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-yl ester 
• 150650-53-6 Benzoic acid (2S,3R,4S,5R,6R)-2-(1,3-dioxo-1,3-dihydro-isoindol-2-yloxy)-4,5-dihydroxy-6-methyl-tetrahydro-pyran-3-yl ester 
• 150650-55-8 Benzoic acid (2S,3R,6R)-2-(1,3-dioxo-1,3-dihydro-isoindol-2-yloxy)-6-methyl-3,6-dihydro-2H-pyran-3-yl ester 
• 150650-50-3 Benzoic acid (3aS,4R,6S,7R,7aS)-6-benzyloxy-2,2,4-trimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-yl ester 

Relevant academic research and scientific papers

Practical synthesis of 2,6-dideoxy-D-lyxo-hexose ('2-deoxy-d-fucose') from D-galactose

2,6-Dideoxy-D-lyxo-hexose was prepared efficiently from D-galactose in eight steps (25% overall yield). The synthesis is amenable to multigram scale-up. Copyright (C) 1998 Elsevier Science Ltd.

Total synthesis of tricolorin A

Tricolorin A (1) is a novel tetrasaccharide macrolactone that is a natural herbicide. In this paper is reported a total synthesis of 1. Coupling of hydroxy ester 18 with D-fucosyl trichloroacetimidate 23 gave fucoside 24. Removal of he C-2 pivaloyl group

Total synthesis of calicheamicin γ1I. 1. Synthesis of the oligosaccharide fragment

The first total synthesis of the calicheamicin γ1I oligosaccharide fragment in the form of its methyl glycoside (62) has been achieved. The synthetic challenge of the B-ring was recognized and studied initially, resulting in a novel and unique solution to the stereochemical problems posed involving a [3,3]-sigmatropic rearrangement of an allylic thionoimidazolide (111). This chemistry was initially worked out on a model for the ABC-ring system (47) and then successfully applied to the real system. The success of this synthesis has enabled the completion of the first synthesis of the natural product itself, calicheamicin γ1I (1), as will be described in the following papers in this issue.