184479-79-6

Upstream product

• 4291-68-3 (2R,3S,4S,5R,6R)-3,4,5-Tris-benzyloxy-2-benzyloxymethyl-6-chloro-tetrahydro-pyran 
• 1730-25-2 allylmagnesium bromide 
• 288629-12-9 2-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)ethyl aldehyde 
• 82659-57-2 3-(2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl)prop-1-ene 
• 147-85-3 L-proline 
• 82659-55-0 3-(2',3',4',6'-tetra-O-benzyl-α-D-galactopyranosyl)prop-1-ene 

Downstream Products

• 184100-33-2 ((2S,3S,4R,5S,6R)-3,4,5-Tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-acetic acid 
• 477246-96-1 2-(2',3',4',6'-tetra-O-benzyl-β-D-galactopyranosyl)ethanol 
• 1069116-54-6 C₅₂H₅₄N₂O₁₀ 
• 211691-41-7 (4S)-4-isopropyl-3-[1-oxo-4-(2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl)butyl]-2-oxazolidinone 
• 477247-02-2 (3S,5S,6R)-3-(2'-(2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl)ethyl)-4-(t-butoxycarbonyl)-5,6-diphenyl-2,3,5,6-tetrahydro-4H-1,4-oxazin-2-one 
• 477246-97-2 2-(2',3',4',6'-tetra-O-benzyl-β-D-galactopyranosyl)-1-iodoethane 
• 955376-12-2 C₅₉H₇₂N₂O₁₂NCHC₇H₇CO₂C₂H₅ 
• 955376-11-1 (2'''S)-4-((2',3',4',6'-tetra-O-benzyl-β-D-galactopyranosyl)methyl)-2-(2'''-(tert-butoxycarbonylamino)-2'''-carboxyethyl)-6-methyl-3,5-dicarboxylic acid di-tert-butyl ester 

Relevant academic research and scientific papers

Microwave-assisted organocatalytic anomerization of α-C- glycosylmethyl aldehydes and ketones

(Chemical Equation Presented) The use of L-proline (30 mol %) and MW irradiation (13 W) with cooling promotes in a few hours the almost quantitative anomerization of α-C-glycosylmethyl aldehydes into β-isomers. An open-chain enamine-based mechanism is pos

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

Novel zinc (II)-mediated epimerization of 2′-carbonylalkyl-α-C-glycopyranosides to their β-anomers

2-Aldehydes and 2-ketones of α-C-glycosides, including the gluco-, galacto-, and manno- series, were epimerized exclusively to their β-anomers in good-to-excellent yields under basic conditions and in the presence of zinc acetate. The β-stereoselectivity