methyl 2,3,6-tri-O-benzyl-4-O-trimethylsilyl-α-D-glucopyranoside

Base Information

• Chemical Name: methyl 2,3,6-tri-O-benzyl-4-O-trimethylsilyl-α-D-glucopyranoside
• CAS No.: 91298-42-9
• Molecular Formula: C₃₁H₄₀O₆Si
• Molecular Weight: 536.74
• Mol file: 91298-42-9.mol

Synonyms:methyl 2,3,6-tri-O-benzyl-4-O-trimethylsilyl-α-D-glucopyranoside

Chemical Property of methyl 2,3,6-tri-O-benzyl-4-O-trimethylsilyl-α-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 2,3,6-tri-O-benzyl-4-O-trimethylsilyl-α-D-glucopyranoside

There total 2 articles about methyl 2,3,6-tri-O-benzyl-4-O-trimethylsilyl-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: 86.0%

methyl O-2,3,6-tri-O-benzyl-α-D-glucopyranoside (19488-48-3) + 1,1,1,3,3,3-hexamethyl-disilazane (999-97-3) → methyl 2,3,6-tri-O-benzyl-4-O-trimethylsilyl-α-D-glucopyranoside (91298-42-9)

Guidance literature:

With iodine; In dichloromethane; at 23 ℃; for 1h; Inert atmosphere;

DOI:10.1021/jacs.0c03165

Reference yield:

trimethylsilyl trifluoromethanesulfonate (27607-77-8) + methyl 2,3-O-dibenzyl-4,6-O-benzylidene-α-D-glucopyranoside (7177-79-9,13035-24-0,13225-19-9,29600-81-5,33164-02-2,51842-18-3,52526-59-7,78738-75-7,99212-27-8,101312-02-1,107795-23-3,108739-87-3,129170-92-9) → methyl O-2,3,6-tri-O-benzyl-α-D-glucopyranoside (19488-48-3) + methyl 2,3,6-tri-O-benzyl-4-O-trimethylsilyl-α-D-glucopyranoside (91298-42-9)

Guidance literature:

With trimethylamine-borane; In dichloromethane; at 20 ℃; for 7h; Reagent/catalyst; regioselective reaction; Reactivity;

DOI:10.1016/j.tetlet.2009.03.194

Reference yield: 99.0%

2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl fluoride (4163-40-0) + methyl 2,3,6-tri-O-benzyl-4-O-trimethylsilyl-α-D-glucopyranoside (91298-42-9) → methyl 4-O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-2,3,6-tri-O-benzyl-α-D-glucopyranoside (118579-76-3)

Guidance literature:

With lanthanum(III) perchlorate; potassium carbonate; In acetonitrile; for 1h; Ambient temperature;

DOI:10.1016/0040-4039(95)00760-A

upstream raw materials:

trimethylsilyl trifluoromethanesulfonate

methyl 2,3-O-dibenzyl-4,6-O-benzylidene-α-D-glucopyranoside

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

1,1,1,3,3,3-hexamethyl-disilazane

Downstream raw materials:

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

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

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

methyl 2,3,6-tri-O-benzyl-4-O-(2,3,5-tri-O-benzyl-β-D-ribofuranosyl)-α-D-glucopyranoside