179072-54-9

Upstream product

• 81704-02-1 1,3,4,6-tetra-O-acetyl-2-deoxy-2-phthalimido-β-D-galactopyranoside 
• 108-98-5 thiophenol 
• 163121-75-3 p-methoxyphenyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-galactopyranoside 
• 131234-07-6 1,3,4,6-tetra-O-acetyl-2-deoxy-2-phthalimido-α,β-D-galactopyranose 

Downstream Products

• 179072-56-1 Acetic acid (2R,3R,4R,5R,6S)-3-acetoxy-2-acetoxymethyl-6-((2R,3S,4S,5R)-3,5-bis-benzyloxy-2-benzyloxymethyl-6-fluoro-tetrahydro-pyran-4-yloxy)-5-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-tetrahydro-pyran-4-yl ester 
• 271248-85-2 Acetic acid (2R,3R,4R,5R,6S)-3-acetoxy-2-acetoxymethyl-6-[(2R,3S,4R,5R,6R)-2-benzyloxymethyl-5-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-4-hydroxy-6-methoxy-tetrahydro-pyran-3-yloxy]-5-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-tetrahydro-pyran-4-yl ester 
• 362614-07-1 phenyl 2-deoxy-2-phthalimido-1-thio-β-D-galactopyranoside 
• 859504-88-4 2-(trimethylsilyl)ethyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-galactopyranosyl-(1->3)-4-O-acetyl-2,6-di-O-benzyl-β-D-galactopyranoside 
• 362614-08-2 phenyl 2-deoxy-3-O-p-methoxybenzyl-2-phthalimido-1-thio-β-D-galactopyranoside 
• 362614-09-3 phenyl 4,6-di-O-acetyl-2-deoxy-3-O-p-methoxybenzyl-2-phthalimido-1-thio-β-D-galactopyranoside 
• 271248-87-4 C₆₉H₇₀N₂O₂₀ 
• 179072-58-3 C₇₁H₇₃NO₂₁S 
• 179072-59-4 C₇₃H₈₅NO₂₂ 
• 179072-60-7 C₆₈H₇₉NO₂₀ 

Relevant academic research and scientific papers

Combinatorial library of moenomycin analogs and methods of producing same

A combinatorial chemical library of compounds structurally related to the moenomycin class of antibiotics has the formula wherein D is a donor mono- or disaccharide, A is an acceptor monosaccharide, and P-R is a lipophosphoglycerate mimetic group. Members

Conversion of p-methoxyphenyl glycosides into the corresponding glycosyl chlorides and bromides, and into thiophenyl glycosides

p-Methoxyphenyl (pMP) β-D-glycopyranosides (Glc, Gal, GlcNPhth, GalNPhth, GlcNTroc, Galβ4Glc, Galα4Gal) were prepared from the corresponding 1-O-acetyl sugars in 79-90% yield, using boron trifluoride etherate as promoter. Treatment of the pMP glycosides with acyl chlorides or bromides in the presence of various Lewis acids gave the corresponding glycosyl chlorides and bromides in 81-98% yield. Treatment of the acyl-protected pMP glycosides with thiophenol and boron trifluoride etherate gave the corresponding thioglycosides in 80-100% yield and high (> 20:1) β/α selectivity. The stability of pMP glycosides was investigated against a series of reagents.

Orthogonal glycosylation strategy in synthesis of extended blood group B determinant

The orthogonal glycosylation strategy was applied for the synthesis of extended blood type B determinant (2) of a novel glycolipid 1. Key features in the synthesis are 1) four monosaccharide units were synthesized as either glycosyl fluoride or thioglycoside to be engaged to the orthogonal glycosylation strategy and 2) all necessary manipulations were completed at the monosaccharide level, therefore, manipulations during the elongation of sugar chain were minimized.