p-methylphenyl [methyl (5-N-acetyl-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosyl)onate]-(2->3)-4,6-di-O-acetyl-1-thio-β-D-galactopyranoside

Base Information

• Chemical Name: p-methylphenyl [methyl (5-N-acetyl-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosyl)onate]-(2->3)-4,6-di-O-acetyl-1-thio-β-D-galactopyranoside
• CAS No.: 1092843-78-1
• Molecular Formula: C₃₇H₄₉NO₁₉S
• Molecular Weight: 843.857
• Mol file: 1092843-78-1.mol

Synonyms:p-methylphenyl [methyl (5-N-acetyl-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosyl)onate]-(2->3)-4,6-di-O-acetyl-1-thio-β-D-galactopyranoside

Chemical Property of p-methylphenyl [methyl (5-N-acetyl-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosyl)onate]-(2->3)-4,6-di-O-acetyl-1-thio-β-D-galactopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of p-methylphenyl [methyl (5-N-acetyl-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosyl)onate]-(2->3)-4,6-di-O-acetyl-1-thio-β-D-galactopyranoside

There total 6 articles about p-methylphenyl [methyl (5-N-acetyl-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosyl)onate]-(2->3)-4,6-di-O-acetyl-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: 44.0%

methanol (67-56-1) + p-methylphenyl [(5-N-acetyl-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosyl-1'->2-lactone)]-(2->3)-4,6-di-O-acetyl-1-thio-β-D-galactopyranoside (1092843-76-9) → p-methylphenyl [methyl (5-N-acetyl-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosyl)onate]-(2->3)-4,6-di-O-acetyl-1-thio-β-D-galactopyranoside (1092843-78-1)

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane; at 20 ℃; for 24h;

DOI:10.1016/j.carres.2008.06.011

Reference yield:

D-galactose pentaacetate (25878-60-8) → p-methylphenyl [methyl (5-N-acetyl-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosyl)onate]-(2->3)-4,6-di-O-acetyl-1-thio-β-D-galactopyranoside (1092843-78-1)

Guidance literature:

Multi-step reaction with 5 steps

1: boron trifluoride diethyl etherate / dichloromethane / 0 - 20 °C

2: sodium methylate / methanol / 2 h

3: Neisseria meningitidis CMP-sialic acid synthetase; sodium pyruvate; magnesium chloride / 25 °C / pH 8.5 / Enzymatic reaction

4: pyridine / 20 °C

5: dmap / 24 h / 20 °C

With dmap; Neisseria meningitidis CMP-sialic acid synthetase; boron trifluoride diethyl etherate; sodium pyruvate; sodium methylate; magnesium chloride; In pyridine; methanol; dichloromethane;

DOI:10.1016/j.carres.2008.06.020

Reference yield:

p-methylphenyl 1-thio-β-D-galactopyranoside (1092843-74-7) → p-methylphenyl [methyl (5-N-acetyl-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosyl)onate]-(2->3)-4,6-di-O-acetyl-1-thio-β-D-galactopyranoside (1092843-78-1)

Guidance literature:

Multi-step reaction with 3 steps

1: Neisseria meningitidis CMP-sialic acid synthetase; sodium pyruvate; magnesium chloride / 25 °C / pH 8.5 / Enzymatic reaction

2: pyridine / 20 °C

3: dmap / 24 h / 20 °C

With dmap; Neisseria meningitidis CMP-sialic acid synthetase; sodium pyruvate; magnesium chloride; In pyridine;

DOI:10.1016/j.carres.2008.06.020

upstream raw materials:

methanol

p-methylphenyl [(5-N-acetyl-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosyl-1'->2-lactone)]-(2->3)-4,6-di-O-acetyl-1-thio-β-D-galactopyranoside

p-methylphenyl 1-thio-β-D-galactopyranoside

p-methylphenyl 2,3,4,6-tetra-O-acetyl-1-thio-β-D-galactopyranoside