176040-66-7

Upstream product

• 4551-15-9 phenylthiotrimethylsilane 
• 28154-37-2 1,2,3,4-tetra-O-acetyl-β-D-mannopyranose 
• 310870-40-7 phenyl 6-O-[(tert-butyl)diphenylsilyl]-1-thio-α-D-mannopyranoside 
• 2936-70-1 (2R,3S,4S,5S,6R)-2-Hydroxymethyl-6-phenylsulfanyl-tetrahydro-pyran-3,4,5-triol 
• 4163-65-9 per-O-acetyl-α-D-mannopyranose 
• 83-87-4 D-Mannose pentaacetate 
• 13992-16-0 phenyl 2,3,4,6-tetra-O-acetyl-1-thio-α-D-mannopyranoside 

Downstream Products

• 288104-40-5 Phthalic acid mono-((2R,3R,4S,5S,6R)-3,4,5-triacetoxy-6-phenylsulfanyl-tetrahydro-pyran-2-ylmethyl) ester 
• 858106-60-2 C₄₃H₅₀O₁₆Si 
• 858106-63-5 C₄₃H₅₀O₁₆Si 
• 858106-57-7 phenyl 2,3,4-tri-O-acethyl-6-O-[methyl-O-(6-O-tert-butyldiphenylsilyl-α-D-mannopyranos-3-yloxy)-2-carbonylbenzoyl]-1-thio-α-D-mannopyranoside 
• 288104-41-6 2-Chlorocarbonyl-benzoic acid (2R,3R,4S,5S,6R)-3,4,5-triacetoxy-6-phenylsulfanyl-tetrahydro-pyran-2-ylmethyl ester 
• 68601-74-1 methyl 3,6-di-O-(α-D-mannopyranosyl)-α-D-mannopyranoside 
• 288104-43-8 Phthalic acid 1-((2S,3S,4S,5S,6R)-4,5-dihydroxy-6-hydroxymethyl-2-methoxy-tetrahydro-pyran-3-yl) ester 2-((2R,3R,4S,5S,6R)-3,4,5-triacetoxy-6-phenylsulfanyl-tetrahydro-pyran-2-ylmethyl) ester 
• 288104-42-7 Phthalic acid 1-((2R,4aR,6S,7S,8S,8aS)-8-hydroxy-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl) ester 2-((2R,3R,4S,5S,6R)-3,4,5-triacetoxy-6-phenylsulfanyl-tetrahydro-pyran-2-ylmethyl) ester 
• 288104-45-0 C₅₅H₆₆O₂₄Si 
• 953817-79-3 phenyl 2,3,4-tri-O-benzyl-6-deoxy-6-fluoro-1-thio-α-D-mannopyranoside 
• 1357098-62-4 2,3,4-tri-O-benzyl-6-deoxy-6-fluoro-α-D-mannopyranose 
• 1357098-63-5 2,3,4-tri-O-benzyl-6-deoxy-6-fluoro-D-mannono-1,5-lactone 
• 1357098-64-6 3,4,5-tri-O-benzyl-2,6-anhydro-1,7-dideoxy-7-fluoro-D-mannohept-1-enitol 
• 1357098-65-7 3,4,5-tri-O-benzyl-7-deoxy-7-fluoro-D-glycero-α-D-lyxo-hept-2-ulopyranose 

Relevant academic research and scientific papers

Zirconium-Catalyzed Hydroalumination of C=O Bonds: Site-Selective De- O-acetylation of Peracetylated Compounds and Mechanistic Insights

An unprecedented hydroalumination of C = O bonds catalyzed by zirconocene dichloride is reported herein and applied to the site-selective deprotection of peracetylated functional substrates. A mixed metal hydride, with 1:1 zirconium/aluminum stoichiometry

Regio- A nd chemoselective deprotection of primary acetates by zirconium hydrides

A combination of DIBAL-H and Cp2ZrCl2 is shown to promote the regioselective cleavage of primary acetates on a broad scope of substrates, ranging from carbohydrates to terpene derivatives, with a high tolerance toward protecting groups and numerous functionalities found in natural products and bioactive compounds. Apart from providing highly valuable building blocks in only two steps from biosourced raw materials, this selective de-O-acetylation should also be strongly helpful to solve selectivity issues in organic synthesis.

The composite body deproteinizing chitosanoligosaccharide-

Provided herein are conjugates comprising a protein and an oligosaccharide of one of Formulae I-VI. Also provided herein are pharmaceutical compositions comprising such conjugates. Further provided herein are methods of treating a lysosomal storage disorder in a mammal by administration of an oligosaccharide-glycoprotein conjugate.

Synthesis of fluorinated ketoheptoses as specific diagnostic agents

The straightforward syntheses of six regioisomeric mono-and difluorinated D-manno-heptulose and Kamusol analogues, which use electrophilic or nucleophilic fluorinaton, are reported. D-manno-Heptulose shows attractive pharmacological properties in vivo, su

Highly efficient deacetylation by use of the neutral organotin catalyst [tBu2SnOH(Cl)]2

Deprotection of acetyl esters is effected cleanly by the neutral organotin catalyst, [tBu2SnOH(Cl)]2. The mildness of the reaction gives rise to great synthetic versatility and in the process a variety of functional groups are tolerated. Differentiations between primary, secondary, and tertiary alcohols and between acetyl ester and other esters are feasible. No racemization occurs with chiral acetyl esters. Exclusive deprotection of primary acetyl esters in carbohydrates and nucleosides is observed. The crude product thus obtained can be used for further reactions without purification.

A combined intramolecular-intermolecular one-pot glycosylation approach for the synthesis of a branched trisaccharide

Intramolecular and intermolecular glycosidic couplings have been combined in a one-pot protocol for the synthesis of a branched trimannan.

Chemical synthesis of a hexasaccharide comprising the Lewis(x) determinant linked β-(1→6) to a linear trimannosyl core and the precursor pentasaccharide lacking fucose

Phenyl 2,3,4-tri-O-acetyl-6-O-chloroacetyl-1-thio-α,β-mannopyranoside (5) was condensed with benzyl O-(2,3,4-tri-O-benzyl-β-D-mannopyranosyl)-(1→6)-2,3,4-tri-O-benzyl-α -D-mannopyranoside (12) in the presence of NIS-triflic acid to give, after removal of the chloroacetyl group, the key intermediate, benzyl O-(2,3,4-tri-O-acetyl-α-D-mannopyranosyl)-(1→6)-O-(2,3,4-tri-O-benzy l-β-D-mannopyranosyl)-(1→6)-2,3,4-tri-O-benzyl-α-D-mannopyranoside (14). A similar condensation of 6 and 7 with acceptor 14, followed by the removal of protecting groups, afforded 16 and 18, respectively. These compounds are expected to be useful in specificity studies of an antibody raised against a related, synthetic antigen that we are recurrently investigating.