methyl 6-O-benzyl-2,3,4-tri-O-methyl-α-D-glucopyranosyl-(1->4)-(methyl 2-acetyl-3-O-methyl-β-D-glucopyranosyluronate)-(1->4)-2,3-di-O-benzyl-6-deoxy-6-C-(methyl sulfonatomethyl)-α-D-glucopyranoside

Base Information

• Chemical Name: methyl 6-O-benzyl-2,3,4-tri-O-methyl-α-D-glucopyranosyl-(1->4)-(methyl 2-acetyl-3-O-methyl-β-D-glucopyranosyluronate)-(1->4)-2,3-di-O-benzyl-6-deoxy-6-C-(methyl sulfonatomethyl)-α-D-glucopyranoside
• CAS No.: 1261355-62-7
• Molecular Formula: C₄₉H₆₆O₂₀S
• Molecular Weight: 1007.12
• Mol file: 1261355-62-7.mol

Synonyms:methyl 6-O-benzyl-2,3,4-tri-O-methyl-α-D-glucopyranosyl-(1->4)-(methyl 2-acetyl-3-O-methyl-β-D-glucopyranosyluronate)-(1->4)-2,3-di-O-benzyl-6-deoxy-6-C-(methyl sulfonatomethyl)-α-D-glucopyranoside

Chemical Property of methyl 6-O-benzyl-2,3,4-tri-O-methyl-α-D-glucopyranosyl-(1->4)-(methyl 2-acetyl-3-O-methyl-β-D-glucopyranosyluronate)-(1->4)-2,3-di-O-benzyl-6-deoxy-6-C-(methyl sulfonatomethyl)-α-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 6-O-benzyl-2,3,4-tri-O-methyl-α-D-glucopyranosyl-(1->4)-(methyl 2-acetyl-3-O-methyl-β-D-glucopyranosyluronate)-(1->4)-2,3-di-O-benzyl-6-deoxy-6-C-(methyl sulfonatomethyl)-α-D-glucopyranoside

There total 1 articles about methyl 6-O-benzyl-2,3,4-tri-O-methyl-α-D-glucopyranosyl-(1->4)-(methyl 2-acetyl-3-O-methyl-β-D-glucopyranosyluronate)-(1->4)-2,3-di-O-benzyl-6-deoxy-6-C-(methyl sulfonatomethyl)-α-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: 61.0%

C23H30O8S (1161723-22-3) + methyl (6-O-benzyl-2,3,4-tri-O-methyl-α-D-glucopyranosyl)-(1->4)-2-O-acetyl-3-O-methyl-1-O-trichloroacetimidoyl-D-glucopyranosyluronate (1261355-56-9) → methyl 6-O-benzyl-2,3,4-tri-O-methyl-α-D-glucopyranosyl-(1->4)-(methyl 2-acetyl-3-O-methyl-β-D-glucopyranosyluronate)-(1->4)-2,3-di-O-benzyl-6-deoxy-6-C-(methyl sulfonatomethyl)-α-D-glucopyranoside (1261355-62-7)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -20 - 0 ℃; for 2h; Molecular sieve; Inert atmosphere;

DOI:10.1016/j.tet.2012.06.081

Reference yield: 88.0%

methyl 6-O-benzyl-2,3,4-tri-O-methyl-α-D-glucopyranosyl-(1->4)-(methyl 2-acetyl-3-O-methyl-β-D-glucopyranosyluronate)-(1->4)-2,3-di-O-benzyl-6-deoxy-6-C-(methyl sulfonatomethyl)-α-D-glucopyranoside (1261355-62-7) → methyl 6-O-benzyl-2,3,4-tri-O-methyl-α-D-glucopyranosyl-(1->4)-(methyl 3-O-methyl-β-D-glucopyranosyluronate)-(1->4)-2,3-di-O-benzyl-6-deoxy-6-C-(methyl sulfonatomethyl)-α-D-glucopyranoside (1261355-66-1)

Guidance literature:

With sodium methylate; In methanol;

DOI:10.1016/j.tetlet.2010.10.042

Reference yield:

methyl 6-O-benzyl-2,3,4-tri-O-methyl-α-D-glucopyranosyl-(1->4)-(methyl 2-acetyl-3-O-methyl-β-D-glucopyranosyluronate)-(1->4)-2,3-di-O-benzyl-6-deoxy-6-C-(methyl sulfonatomethyl)-α-D-glucopyranoside (1261355-62-7) → C46H60O19S(2-)*2Na(1+)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium methylate / methanol

2: sodium hydride / N,N-dimethyl-formamide / 2 h / 0 °C

3: sodium hydroxide / methanol; water / 24 h / 20 °C

With sodium methylate; sodium hydride; sodium hydroxide; In methanol; water; N,N-dimethyl-formamide;

DOI:10.1016/j.tet.2012.06.081

upstream raw materials:

C₂₃H₃₀O₈S

methyl (6-O-benzyl-2,3,4-tri-O-methyl-α-D-glucopyranosyl)-(1->4)-2-O-acetyl-3-O-methyl-1-O-trichloroacetimidoyl-D-glucopyranosyluronate

Downstream raw materials:

methyl 6-O-benzyl-2,3,4-tri-O-methyl-α-D-glucopyranosyl-(1->4)-(methyl 3-O-methyl-β-D-glucopyranosyluronate)-(1->4)-2,3-di-O-benzyl-6-deoxy-6-C-(methyl sulfonatomethyl)-α-D-glucopyranoside