m-formyl-p-hydroxy-benzyl-2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl-(1→4)-2,3,6-tri-O-acetyl-1-thio-β-D-glucopyranoside

Base Information

• Chemical Name: m-formyl-p-hydroxy-benzyl-2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl-(1→4)-2,3,6-tri-O-acetyl-1-thio-β-D-glucopyranoside
• CAS No.: 1448810-89-6
• Molecular Formula: C₃₄H₄₂O₁₉S
• Molecular Weight: 786.762
• Mol file: 1448810-89-6.mol

Synonyms:

Chemical Property of m-formyl-p-hydroxy-benzyl-2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl-(1→4)-2,3,6-tri-O-acetyl-1-thio-β-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of m-formyl-p-hydroxy-benzyl-2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl-(1→4)-2,3,6-tri-O-acetyl-1-thio-β-D-glucopyranoside

There total 2 articles about m-formyl-p-hydroxy-benzyl-2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl-(1→4)-2,3,6-tri-O-acetyl-1-thio-β-D-glucopyranoside 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:

5-(chloromethyl)salicylaldehyde (23731-06-8) + C27H39N2O17S(1+)*I(1-) → m-formyl-p-hydroxy-benzyl-2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl-(1→4)-2,3,6-tri-O-acetyl-1-thio-β-D-glucopyranoside (1448810-89-6)

Guidance literature:

With triethylamine; In acetonitrile; at 20 ℃; for 1h;

DOI:10.1021/jo401148f

Reference yield:

2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl-(1->4)-2,3,6-tri-O-acetyl-α-D-glucopyranosyl iodide → m-formyl-p-hydroxy-benzyl-2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl-(1→4)-2,3,6-tri-O-acetyl-1-thio-β-D-glucopyranoside (1448810-89-6)

Guidance literature:

Multi-step reaction with 2 steps

1: acetonitrile / 1 h / 60 °C

2: triethylamine / acetonitrile / 1 h / 20 °C

With triethylamine; In acetonitrile;

DOI:10.1021/jo401148f

Reference yield:

m-formyl-p-hydroxy-benzyl-2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl-(1→4)-2,3,6-tri-O-acetyl-1-thio-β-D-glucopyranoside (1448810-89-6) → m-formyl-p-hydroxy-benzyl-β-D-glucopyranosyl-(1→4)-1-thio-β-D-glucopyranoside (1448810-95-4)

Guidance literature:

With methanol; sodium methylate; In dichloromethane; at 0 - 20 ℃; for 5h;

DOI:10.1021/jo401148f

upstream raw materials:

5-(chloromethyl)salicylaldehyde

Downstream raw materials:

m-formyl-p-hydroxy-benzyl-β-D-glucopyranosyl-(1→4)-1-thio-β-D-glucopyranoside