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

Base Information

• Chemical Name: methyl (6-O-triphenylmethyl-β-D-glucopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-α-D-glucopyranoside
• CAS No.: 1333164-07-0
• Molecular Formula: C₅₃H₅₆O₁₁
• Molecular Weight: 869.021
• Mol file: 1333164-07-0.mol

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

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

There total 4 articles about methyl (6-O-triphenylmethyl-β-D-glucopyranosyl)-(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: 83.0%

trityl chloride (76-83-5) + methyl (β-D-glucopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-α-D-glucopyranoside (88559-79-9) → methyl (6-O-triphenylmethyl-β-D-glucopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-α-D-glucopyranoside (1333164-07-0)

Guidance literature:

With pyridine; at 20 ℃; for 24h;

DOI:10.1016/j.carres.2011.06.021

Reference yield:

methyl O-2,3,6-tri-O-benzyl-α-D-glucopyranoside (19488-48-3) → methyl (6-O-triphenylmethyl-β-D-glucopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-α-D-glucopyranoside (1333164-07-0)

Guidance literature:

Multi-step reaction with 3 steps

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

2: methanol; sodium methylate / 2 h

3: pyridine / 24 h / 20 °C

With pyridine; methanol; sodium methylate; silver trifluoromethanesulfonate; In dichloromethane; toluene;

DOI:10.1016/j.carres.2011.06.021

Reference yield:

2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide (572-09-8) → methyl (6-O-triphenylmethyl-β-D-glucopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-α-D-glucopyranoside (1333164-07-0)

Guidance literature:

Multi-step reaction with 3 steps

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

2: methanol; sodium methylate / 2 h

3: pyridine / 24 h / 20 °C

With pyridine; methanol; sodium methylate; silver trifluoromethanesulfonate; In dichloromethane; toluene;

DOI:10.1016/j.carres.2011.06.021

upstream raw materials:

methyl O-2,3,6-tri-O-benzyl-α-D-glucopyranoside

(2R,3R,4S,5R,6S)-2-(acetoxymethyl)-6-(((2R,3R,4S,5R,6S)-4,5-bis(benzyloxy)-2-((benzyloxy)methyl)-6-methoxytetrahydro-2H-pyran-3-yl)oxy)tetrahydro-2H-pyran-3,4,5-triyl triacetate

trityl chloride

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

Downstream raw materials:

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