methyl (sodium 2,3,4-tri-O-methyl-β-D-glucopyranosyluronate)-(1->4)-2,3,6-tri-O-benzyl-α-D-glucopyranoside

Base Information

• Chemical Name: methyl (sodium 2,3,4-tri-O-methyl-β-D-glucopyranosyluronate)-(1->4)-2,3,6-tri-O-benzyl-α-D-glucopyranoside
• CAS No.: 1333164-04-7
• Molecular Formula: C₃₇H₄₅O₁₂*Na
• Molecular Weight: 704.747
• Mol file: 1333164-04-7.mol

Synonyms:methyl (sodium 2,3,4-tri-O-methyl-β-D-glucopyranosyluronate)-(1->4)-2,3,6-tri-O-benzyl-α-D-glucopyranoside

Chemical Property of methyl (sodium 2,3,4-tri-O-methyl-β-D-glucopyranosyluronate)-(1->4)-2,3,6-tri-O-benzyl-α-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl (sodium 2,3,4-tri-O-methyl-β-D-glucopyranosyluronate)-(1->4)-2,3,6-tri-O-benzyl-α-D-glucopyranoside

There total 7 articles about methyl (sodium 2,3,4-tri-O-methyl-β-D-glucopyranosyluronate)-(1->4)-2,3,6-tri-O-benzyl-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: 64.0%

methyl (2,3,4-tri-O-methyl-β-D-glucopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-α-D-glucopyranoside (1333164-09-2) → methyl (sodium 2,3,4-tri-O-methyl-β-D-glucopyranosyluronate)-(1->4)-2,3,6-tri-O-benzyl-α-D-glucopyranoside (1333164-04-7)

Guidance literature:

With 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium hypochlorite; sodium hydrogencarbonate; potassium bromide; at 0 - 20 ℃; for 2h;

DOI:10.1016/j.carres.2011.06.021

Reference yield: 42.0%

methyl (sodium β-D-glucopyranosyluronate)-(1->4)-2,3,6-tri-O-benzyl-α-D-glucopyranoside (1333164-03-6) + methyl iodide (74-88-4) → C36H41O11(1-)*Na(1+) (1333164-05-8) + methyl (sodium 2,3,4-tri-O-methyl-β-D-glucopyranosyluronate)-(1->4)-2,3,6-tri-O-benzyl-α-D-glucopyranoside (1333164-04-7)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 2h;

DOI:10.1016/j.carres.2011.06.021

Reference yield:

methyl O-2,3,6-tri-O-benzyl-α-D-glucopyranoside (19488-48-3) → C36H41O11(1-)*Na(1+) (1333164-05-8) + methyl (sodium 2,3,4-tri-O-methyl-β-D-glucopyranosyluronate)-(1->4)-2,3,6-tri-O-benzyl-α-D-glucopyranoside (1333164-04-7)

Guidance literature:

Multi-step reaction with 4 steps

1: silver trifluoromethanesulfonate / dichloromethane; toluene / 0 - 20 °C / Inert atmosphere; Molecular sieve

2: methanol; sodium methylate / 2 h

3: sodium hypochlorite; 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium hydrogencarbonate; potassium bromide / 2 h / 0 °C

4: sodium hydride / N,N-dimethyl-formamide / 2 h / 0 - 20 °C

With methanol; 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium hypochlorite; sodium methylate; silver trifluoromethanesulfonate; sodium hydride; sodium hydrogencarbonate; potassium bromide; In dichloromethane; N,N-dimethyl-formamide; toluene;

DOI:10.1016/j.carres.2011.06.021

upstream raw materials:

methyl (sodium β-D-glucopyranosyluronate)-(1->4)-2,3,6-tri-O-benzyl-α-D-glucopyranoside

methyl iodide

methyl (2,3,4-tri-O-methyl-6-O-triphenylmethyl-β-D-glucopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-α-D-glucopyranoside

methyl (2,3,4-tri-O-methyl-β-D-glucopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-α-D-glucopyranoside