288629-12-9

Upstream product

• 100-39-0 benzyl bromide 
• 25878-60-8 D-galactose pentaacetate 
• 53263-18-6 allyl 2,3,4,6-tetra-O-acetyl-α-D-galactopyranoside 
• 477246-93-8 2-(2',3',4',6'-tetra-O-benzyl-α-D-galactopyranosyl)ethanol 
• 82659-55-0 3-(2',3',4',6'-tetra-O-benzyl-α-D-galactopyranosyl)prop-1-ene 
• 133697-14-0 2,6-anhydro-7,8,9-trideoxy-D-glycero-L-galacto-non-8-enitol 

Downstream Products

• 477246-93-8 2-(2',3',4',6'-tetra-O-benzyl-α-D-galactopyranosyl)ethanol 
• 477246-95-0 2-(2',3',4',6'-tetra-O-benzyl-α-D-galactopyranosyl)-1-iodoethane 
• 477247-00-0 (3S,5S,6R)-3-(2'-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)ethyl)-4-(tert-butoxycarbonyl)-5,6-diphenyl-2,3,5,6-tetrahydro-4H-1,4-oxazin-2-one 
• 1224161-06-1 ethyl 4-(2',3',4',6'-tetra-O-benzyl-α-D-galactopyranosyl)-2(E)-butenoate 
• 949570-29-0 ethyl 4-(2',3',4',6'-tetra-O-benzyl-α-D-galactopyranosyl)-2(E)-butenoate 
• 477246-96-1 2-(2',3',4',6'-tetra-O-benzyl-β-D-galactopyranosyl)ethanol 

Relevant academic research and scientific papers

An improved two-step synthetic route to primary allylic alcohols from aldehydes

An improved two-step synthetic route to allylic alcohols from aldehydes has been developed. A modification of the HWE reaction in H2O-2-PrOH (1 : 1) and a convenient protocol to prepare AlH3 in THF from LiAlH 4 and n-BuBr are the key factors in the improvement.

Novel synthetic C-glycolipids, their synthesis and use to treat infections, cancer and autoimmune diseases

The invention is directed to novel compounds of formulae (I), (II) and (III): wherein X is O or NH; R3 is OH or a monosaccharide and R4 is hydrogen, or R3 is hydrogen and R4 is OH or a monosaccharide; R5 is hydrogen or a monosaccharide; and pharmaceutically acceptable salts or esters thereof. The invention is also directed to the use of the compounds both directly and as immune adjuvants for treating cancer, infectious diseases and autoimmune diseases. The invention is also directed to syntheses of the intermediates which can be used to make these novel compounds.

Epimerization of 2'-carbonylalkyl-C-glycosides via enolation, beta-elimination and intramolecular cycloaddition.

Treatment of 2'-carbonyl-alpha-C-glycopyranosides of gluco, galacto, manno, 2-deoxy, and 2-azido sugars with 4% NaOMe resulted in anomeric epimerization to give their respective beta-anomers in good to excellent yields. The epimerization of the 2'-aldehyd

Synthesis of C-linked glycopyranosyl serines via a chiral glycine enolate equivalent.

[formula: see text] The stereoselective preparation of C-linked D-gluco- and D-galactopyranosyl L-serines in their alpha and beta forms is herein reported. The syntheses require the conversion of the allyl C-glycopyranosides into their iodoethyl derivativ

Remote asymmtric induction: Synthesis of C-linked α-galactoserine and homoserine derivatives by electrophilic amination

A high diastereoselectivity (98%) for electrophilic of compound 9 using di-t-butyl azodicarboxyl ester as an electrophile was achieved. A similar reaction with compound 13 having achiral oxazolidinone was studied to examine 1,4-remote asymmetric induction. In the latter, a selectivity of 6.5:1 demonstrated the effect of α-galactosyl moiety, responsible for inducing the induction from the remote site.