343254-39-7

Upstream product

• 108-24-7 acetic anhydride 
• 144985-19-3 p-methoxyphenyl 3-O-allyl-β-D-galactopyranoside 
• 3150-20-7 4-methoxyphenyl β-D-galactopyranoside 

Downstream Products

• 343254-40-0 4-methoxyphenyl 2-O-acetyl-3-O-allyl-6-O-tert-butyldiphenylsilyl-β-D-galactopyranoside 
• 383905-62-2 4-methoxyphenyl 2,4,6-tri-O-acetyl-β-D-galactopyranoside 
• 2872-65-3 4-methoxyphenyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranoside 
• 1201012-02-3 4-methoxyphenyl 2,3,4,6-tetra-O-mesitoyl-β-D-galactopyranosyl-(1->3)-2,4,6-tri-O-acetyl-β-D-galactopyranoside 
• 343254-46-6 O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1->3)-2-O-acetyl-6-O-tert-butyldiphenylsilyl-4-O-(4-methylbenzoyl)-D-galactopyranosyl trichloroacetimidate 
• 343254-52-4 4-methoxyphenyl O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1->3)-2-O-acetyl-6-O-tert-butyldiphenylsilyl-4-O-(4-methylbenzoyl)-β-D-galactopyranoside 
• 343254-42-2 4-methoxyphenyl 2-O-acetyl-3-O-allyl-6-O-tert-butyldiphenylsilyl-4-O-(4-methylbenzoyl)-β-D-galactopyranoside 
• 343254-43-3 4-methoxyphenyl 2-O-acetyl-6-O-tert-butyldiphenylsilyl-4-O-(4-methylbenzoyl)-β-D-galactopyranoside 
• 475101-61-2 4-methoxyphenyl O-(2,4,6-tri-O-acetyl-3-O-allyl-β-D-galactopyranosyl)-(1->3)-O-(2,4,6-tri-O-acetyl-β-D-galactopyranosyl)-(1->4)-2,3-di-O-(4-methylbenzoyl)-β-D-xylopyranoside 
• 475101-62-3 4-methoxyphenyl O-(2,4,6-tri-O-acetyl-β-D-galactopyranosyl)-(1->3)-O-(2,4,6-tri-O-acetyl-β-D-galactopyranosyl)-(1->4)-2,3-di-O-(4-methylbenzoyl)-β-D-xylopyranoside 
• 721438-51-3 4-methoxyphenyl O-(2,4,6-tri-O-acetyl-3-O-allyl-β-D-galactopyranosyl)-(1->4)-2,3-di-O-(4-methylbenzoyl)-β-D-xylopyranoside 
• 475101-60-1 4-methoxyphenyl O-(2,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1->4)-2,3-di-O-(4-methylbenzoyl)-β-D-xylopyranoside 
• 475101-59-8 4-methoxyphenyl O-(2,4,6-tri-O-acetyl-3-O-allyl-β-D-galactopyranosyl)-(1->4)-β-D-xylopyranoside 

Relevant academic research and scientific papers

Selective acetolysis of primary benzyl groups in carbohydrate derivatives under the mild reaction condition

Selective acetolysis of the primary benzyloxy groups in a wide variety of carbohydrate derivatives was achieved in excellent yield using acetic anhydride and perchloric acid supported over silica (HClO4–SiO2) as a solid acid catalyst

Neighboring group participation in glycosylation reactions by 2,6-disubstituted 2-O-benzoyl groups: A mechanistic investigation

Variable yields and glycosylation stereoselectivity were obtained for NIS/TfOH-medi- ated reaction of 4-methoxyphenyl 2,4,6-tetra-O-acetyl-β-D- galactopyranoside and thiogalactosides bearing acetyl, benzoyl, 2,6-dimethoxylbenzoyl, 2,4,6-trimethylbenzoyl, or 2,6-dichlorobenzoyl groups at the 2-positions and acetyl at the remainder. X-ray structures of 4-methylphenyl 2,3,4,6-tetra-O-(2,4,6-trimethylbenzoyl)-1-thio-β-D-galactopyr anoside and 4-methylphenyl 3,4-O-isopropylidene-2,6-di-O-(2,4,6-trimethylbenzoyl)-1-thio- β-D-galactopyranoside revealed slightly distorted 4C1 chair conformations. Variable temperature NMR revealed that activation of 4-methylphenyl 2,3,4,6-tetra-O-(2,4,6-trimethylbenzoyl)-1-thio-β-D- galactopyranoside afforded only dioxolenium ion, whereas 4-methylphenyl 3,4,6-tri-O-acetyl-2-O-(2,4,6-trimethylbenzoyl)-1-thio-β-D- galactopyranoside gave a 1:1 mixture of dioxolenium ion and glycosyl triflate. However, the reaction intermediates formed from these deactivated donors do not influence the glycosylation stereoselectivity; instead, it is influenced by steric and electronic interactions at the transition states. Copyright Taylor & Francis Group, LLC.

Synthesis of phosphorylated and sulfated glycosyl serines in the linkage region of the glycosaminoglycans

We synthesized novel acidic glycans having acidic groups located in the linkage region of the glycosaminoglycans (GAGs). The targeted compounds, β-D-Xyl(2P)-Ser (1), β-D-Gal(±6S)-(1→4)-β-D-Xyl(2P)-Ser (3 and 2), β-D-Gal(±6S)-(1→3)-β-D-Gal- (1→4)-β-D-Xyl(2P)-Ser (5 and 4), and β-D-Gal-(1→3)-β-D-Gal(6S)-(1→4)-β-D-Xyl(2P)-Ser (6) contain phosphate and/or sulfate at the specified positions. Some of them (3, 5, and 6) are the first synthesized examples of natural-type glycoconjugates that simultaneously possess phosphate and sulfate as well as carboxylic acid.