911237-04-2

Upstream product

• 911237-03-1 (R)-4-Isopropyl-3-[(S)-2-(4-methoxy-benzyloxy)-pent-4-enoyl]-oxazolidin-2-one 
• 170277-82-4 (2S)-1-triphenylmethoxy-4-pentene-2-ol 
• 103625-11-2 (2S)-pent-4-ene-1,2-diol 
• 603040-45-5 C₁₃H₁₆O₃ 

Downstream Products

• 1438257-83-0 (2S)-2-(4-methoxybenzyloxy)-1-(2-azido-3,4,6-tri-O-benzyl-2-deoxy-β-D-mannopyranosyl)-4-pentene 
• 1438257-84-1 (2S)-1-(2-azido-3,4,6-tri-O-benzyl-2-deoxy-β-D-mannopyranosyl)-4-penten-2-ol 
• 1438257-85-2 (2S,7S)-1,8-bis(2-azido-3,4,6-tri-O-benzyl-2-deoxy-β-D-mannopyranosyl)-2,7-dihydroxyoctanediol 
• 1438257-86-3 (2S,7S)-1,8-bis(2-azido-3,4,6-tri-O-benzyl-2-deoxy-β-D-mannopyranosyl)-2,7-dihydroxyoctanediol 
• 1438257-82-9 (2S)-2-(4-methoxybenzyloxy)-1-(3,4,6-tri-O-benzyl-β-D-glucopyranosyl)-4-pentene 
• 108794-64-5 (S)-methyl 2-hydroxyvalerate 
• 911236-88-9 2-{2-[8-benzyloxy-9-(2-benzyloxy-ethyl)-3-(tert-butyl-dimethyl-silanyloxy)-2,3,4,7,8,9-hexahydro-oxonin-2-yl]-propyl}-7-(4-methoxy-benzyloxy)-9,10a-dimethyl-6-(2-triisopropylsilanyloxy-ethyl)-octahydro-1,5-dioxa-benzocycloocten-3-one 

Relevant academic research and scientific papers

E-Selectin Antagonists Modified By Macrocycle Formation to the Galactose

Provided herein are glycomimetic E-selectin antagonist compounds of formula (I)) and pharmaceutical compositions comprising at least one of the same. The compounds of the present disclosure include trisaccharide domain mimics comprising at least one macro

E-SELECTIN ANTAGONISTS MODIFIED BY MACROCYCLE FORMATION TO THE GALACTOSE

Provided herein are glycomimetic E-selectin antagonist compounds of formula (I)) and pharmaceutical compositions comprising at least one of the same. The compounds of the present disclosure include trisaccharide domain mimics comprising at least one macro

Synthesis of a structural analogue of the repeating unit from streptococcus pneumoniae 19F capsular polysaccharide based on the cross-metathesis- selenocyclization reaction sequence

Pseudo-oligosaccharides have attracted much interest as scaffolds for the synthesis of sugar mimics endowed with very similar biological properties but structurally and synthetically simpler than their natural counterparts. Herein, the synthesis of pseudo-oligosaccharides using the cross-metathesis reaction between distinct sugar-olefins followed by intramolecular selenocyclization of the obtained heterodimer as key steps is first investigated. This methodology has been then applied to the preparation of structural analogues of the trisaccharide repeating unit from Streptococcus pneumoniae 19F. The inhibition abilities of the synthetic molecules were evaluated by a competitive ELISA assay using a rabbit polyclonal anti-19F serum.

Enantioselective total synthesis of brevetoxin A: Unified strategy for the B, E, G, and J subunits

Brevetoxin A is a decacyclic ladder toxin that possesses 5-, 6-, 7-, 8-, and 9-membered oxacycles, as well as 22 tetrahedral stereocenters. Herein, we describe a unified approach to the B, E, G, and J rings based upon a ring-closing metathesis strategy from the corresponding dienes. The enolate technologies developed in our laboratory allowed access to the precursor acyclic dienes for the B, E, and G medium-ring ethers. The strategies developed for the syntheses of these four monocycles ultimately provided multigram quantities of each of the rings, supporting our efforts toward the completion of a convergent synthesis of brevetoxin A.

Improved synthesis of the ABCDE fragment of brevetoxin A

A second-generation synthesis of the BCDE fragment of brevetoxin A is described. Novel reactions were developed that extend the utility of the asymmetric glycolate alkylation reaction and improve scale-up to provide gram quantities of the B and E subunits