phenyl 2-O-(5-acetamido-2,4,7,8,9-penta-O-acetyl-3,5-dideoxy-D-glycero-β-D-galacto-non-2-ulopyranosonoyl)-6-O-(tert-butyldiphenylsilyl)-3,4-O-isopropylidene-1-thio-β-D-galactopyranoside

Base Information

• Chemical Name: phenyl 2-O-(5-acetamido-2,4,7,8,9-penta-O-acetyl-3,5-dideoxy-D-glycero-β-D-galacto-non-2-ulopyranosonoyl)-6-O-(tert-butyldiphenylsilyl)-3,4-O-isopropylidene-1-thio-β-D-galactopyranoside
• CAS No.: 667463-04-9
• Molecular Formula: C₅₂H₆₅NO₁₈SSi
• Molecular Weight: 1052.24
• Mol file: 667463-04-9.mol

Synonyms:phenyl 2-O-(5-acetamido-2,4,7,8,9-penta-O-acetyl-3,5-dideoxy-D-glycero-β-D-galacto-non-2-ulopyranosonoyl)-6-O-(tert-butyldiphenylsilyl)-3,4-O-isopropylidene-1-thio-β-D-galactopyranoside

Chemical Property of phenyl 2-O-(5-acetamido-2,4,7,8,9-penta-O-acetyl-3,5-dideoxy-D-glycero-β-D-galacto-non-2-ulopyranosonoyl)-6-O-(tert-butyldiphenylsilyl)-3,4-O-isopropylidene-1-thio-β-D-galactopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of phenyl 2-O-(5-acetamido-2,4,7,8,9-penta-O-acetyl-3,5-dideoxy-D-glycero-β-D-galacto-non-2-ulopyranosonoyl)-6-O-(tert-butyldiphenylsilyl)-3,4-O-isopropylidene-1-thio-β-D-galactopyranoside

There total 1 articles about phenyl 2-O-(5-acetamido-2,4,7,8,9-penta-O-acetyl-3,5-dideoxy-D-glycero-β-D-galacto-non-2-ulopyranosonoyl)-6-O-(tert-butyldiphenylsilyl)-3,4-O-isopropylidene-1-thio-β-D-galactopyranoside which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 86.0%

2,4,7,8,9-Penta-O-acetyl-N-acetyl-β-D-neuraminsaeure (19342-36-0) + phenyl 6-O-[(tert-butyl)diphenylsilyl]-3,4-O-isopropylidene-1-thio-β-D-galactopyranoside (214468-37-8) → phenyl 2-O-(5-acetamido-2,4,7,8,9-penta-O-acetyl-3,5-dideoxy-D-glycero-β-D-galacto-non-2-ulopyranosonoyl)-6-O-(tert-butyldiphenylsilyl)-3,4-O-isopropylidene-1-thio-β-D-galactopyranoside (667463-04-9)

Guidance literature:

With 1-methyl-1H-imidazole; 1-(mesitylene-2-sulfonyl)-3-nitro-1H-1,2,4-triazole; In dichloromethane; at 20 ℃; for 26h;

DOI:10.1023/A:1024803900642

Reference yield: 93.0%

phenyl 2-O-(5-acetamido-2,4,7,8,9-penta-O-acetyl-3,5-dideoxy-D-glycero-β-D-galacto-non-2-ulopyranosonoyl)-6-O-(tert-butyldiphenylsilyl)-3,4-O-isopropylidene-1-thio-β-D-galactopyranoside (667463-04-9) → phenyl 2-O-(5-acetamido-2,4,7,8,9-penta-O-acetyl-3,5-dideoxy-D-glycero-β-D-galacto-non-2-ulopyranosonoyl)-6-O-(tert-butyldiphenylsilyl)-1-thio-β-D-galactopyranoside

Guidance literature:

With acetic acid; at 85 ℃; for 0.5h;

DOI:10.1023/A:1024803900642

Reference yield:

phenyl 2-O-(5-acetamido-2,4,7,8,9-penta-O-acetyl-3,5-dideoxy-D-glycero-β-D-galacto-non-2-ulopyranosonoyl)-6-O-(tert-butyldiphenylsilyl)-3,4-O-isopropylidene-1-thio-β-D-galactopyranoside (667463-04-9) → (2R,4S,5R,6R)-2,4-Diacetoxy-5-acetylamino-6-((1S,2R)-1,2,3-triacetoxy-propyl)-tetrahydro-pyran-2-carboxylic acid (3aS,4R,6S,7R,7aS)-4-hydroxymethyl-2,2-dimethyl-6-phenylsulfanyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-yl ester

Guidance literature:

With tetrabutyl ammonium fluoride; acetic acid; In tetrahydrofuran; at 20 ℃; for 30h;

DOI:10.1023/A:1024803900642

upstream raw materials:

2,4,7,8,9-Penta-O-acetyl-N-acetyl-β-D-neuraminsaeure

phenyl 6-O-[(tert-butyl)diphenylsilyl]-3,4-O-isopropylidene-1-thio-β-D-galactopyranoside

Downstream raw materials:

phenyl 2-O-(5-acetamido-2,4,7,8,9-penta-O-acetyl-3,5-dideoxy-D-glycero-β-D-galacto-non-2-ulopyranosonoyl)-6-O-benzoyl-1-thio-β-D-galactopyranoside

phenyl 2-O-(5-acetamido-2,4,7,8,9-penta-O-acetyl-3,5-dideoxy-D-glycero-β-D-galacto-non-2-ulopyranosonoyl)-6-O-benzoyl-3,4-O-isopropylidene-1-thio-β-D-galactopyranoside