232603-20-2

Upstream product

• 232603-06-4 ethyl (methyl 2,3,4-tri-O-benzyl-6,7-dideoxy-α-D-gluco-octopyranosid)uronate 
• 1241951-06-3 C₅₆H₅₆O₉ 
• 232603-09-7 methyl 2,3,4-tri-O-benzyl-6,7-dideoxy-α-D-gluco-octopyranosiduronic acid 
• 83051-88-1 methyl 6-aldehydo-2,3,4-tri-O-benzyl-α-D-glucopyranoside 
• 160549-10-0 2,3,5-tri-O-benzyl-D-arabinofuranose 
• 53008-65-4 methyl 2,3,4-tri-O-benzyl-D-glucopyranoside 
• 232603-12-2 3,4,6-tri-O-benzyl-1,2-dideoxy-D-arabino-hex-1-enyl (methyl 2,3,4-tri-O-benzyl-6,7-dideoxy-α-D-gluco-octopyranosid)uronate 
• 232603-16-6 (2R,3R,4S,5R,6S)-3,4,5-Tris-benzyloxy-2-[3-((1R,2S,3R)-2,3-bis-benzyloxy-1-benzyloxymethyl-pent-4-enyloxy)-but-3-enyl]-6-methoxy-tetrahydro-pyran 

Downstream Products

• 232603-25-7 methyl 6-C-(2,6-anhydro-4,5,7-tri-O-benzyl-1-deoxy-D-glycero-D-gulo-heptit-1-yl)-2,3,4-tri-O-benzyl-6-deoxy-α-D-gluco-pyranoside 
• 89160-13-4 methyl 8,12-anhydro-6,7-dideoxy-α-D-glycero-D-gulo-tridecopyranoside 

Relevant academic research and scientific papers

A Pd-catalyzed approach to (1→6)-linked C-glycosides

A flexible and robust method for the assembly of (1→6)-linked C-glycosidic disaccharides is presented. The key reaction is a Pd-catalyzed coupling of 1-iodo-or 1-triflato-glycals with alkynyl glycosides. Reinstallation of the native hydroxyl group pattern

Synthesis and partial biological evaluation of a small library of differentially-linked β-C-disaccharides

The synthesis of a small library of differentially-linked β-C-disaccharides has been carried out through the use of a radical allylation-RCM strategy. Acids 6 were prepared by Keck allylation of a suitable carbohydrate-based radical precursor, followed by

An olefin metathesis route for the preparation of (1 → 6)-linked C-disaccharide glycals. A convergent and flexible approach to C-saccharide synthesis

A convergent route to a variety of C-1-disaccharide glycals based on the olefin metathesis reaction of enol ethers and alkenes is described. The DCC-mediated coupling reaction of a variety of pentose enitols (1a-c) with a number of C-5- and C-6-monosaccharide carboxylic acids (2a-e) gave the corresponding esters 3a-1 in good yield. Methylenation of these compounds was followed by ring-closing metathesis, mediated by the Schrock molybdenum catalyst 8 in warm toluene, to provide the target C-disaccharide glycals 5a-1. The formed enol ether double bond in 5a was then transformed, via standard manipulations, into a variety of C-disaccharide derivatives 21-25.

Convergent preparation of 1,6-linked C-disaccharides via olefin metathesis

The DCC mediated coupling reaction of 3,4,6-tri-O-benzyl-1,2-dideoxy-D- arabino-hex-1-enitol (5a) with a variety of sugar based carboxylic acids 6a- d gave esters 7a-d in good yield. Methylenation of the formed esters led to the acyclic enol ethers 8a-d a