methyl 2-O-benzoyl-4,6-O-benzylidene-3-O-(chloroacetyl)-β-D-galactopyranosyl-(1->4)-O-2,3,6-tri-O-benzoyl-β-D-glucopyranoside

Base Information

Chemical Name:methyl 2-O-benzoyl-4,6-O-benzylidene-3-O-(chloroacetyl)-β-D-galactopyranosyl-(1->4)-O-2,3,6-tri-O-benzoyl-β-D-glucopyranoside
CAS No.:874479-76-2
Molecular Formula:C₅₀H₄₅ClO₁₆
Molecular Weight:937.351
Hs Code.:

Synonyms:methyl 2-O-benzoyl-4,6-O-benzylidene-3-O-(chloroacetyl)-β-D-galactopyranosyl-(1->4)-O-2,3,6-tri-O-benzoyl-β-D-glucopyranoside

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Chemical Property of methyl 2-O-benzoyl-4,6-O-benzylidene-3-O-(chloroacetyl)-β-D-galactopyranosyl-(1->4)-O-2,3,6-tri-O-benzoyl-β-D-glucopyranoside

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Technology Process of methyl 2-O-benzoyl-4,6-O-benzylidene-3-O-(chloroacetyl)-β-D-galactopyranosyl-(1->4)-O-2,3,6-tri-O-benzoyl-β-D-glucopyranoside

There total 3 articles about methyl 2-O-benzoyl-4,6-O-benzylidene-3-O-(chloroacetyl)-β-D-galactopyranosyl-(1->4)-O-2,3,6-tri-O-benzoyl-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: 85.0%

: 874479-74-0
methyl 4,6-O-benzylidene-3-O-(chloroacetyl)-β-D-galactopyranosyl-(1->4)-O-β-D-glucopyranoside

: 36967-85-8
benzoyl triflate

: 98-88-4
benzoyl chloride

: 874479-76-2
methyl 2-O-benzoyl-4,6-O-benzylidene-3-O-(chloroacetyl)-β-D-galactopyranosyl-(1->4)-O-2,3,6-tri-O-benzoyl-β-D-glucopyranoside

Guidance literature:: methyl 4,6-O-benzylidene-3-O-(chloroacetyl)-β-D-galactopyranosyl-(1->4)-O-β-D-glucopyranoside; benzoyl chloride; With pyridine; dmap; 4 A molecular sieve; In dichloromethane; at 0 - 20 ℃;

benzoyl triflate; With pyridine; 4 A molecular sieve; In dichloromethane; at -78 - 20 ℃;
DOI:10.1016/j.bmc.2005.08.057

Reference yield: 50.0%

: 874479-74-0
methyl 4,6-O-benzylidene-3-O-(chloroacetyl)-β-D-galactopyranosyl-(1->4)-O-β-D-glucopyranoside

: 98-88-4
benzoyl chloride

: 874479-76-2
methyl 2-O-benzoyl-4,6-O-benzylidene-3-O-(chloroacetyl)-β-D-galactopyranosyl-(1->4)-O-2,3,6-tri-O-benzoyl-β-D-glucopyranoside

Guidance literature:: With pyridine; dmap; 4 A molecular sieve; In dichloromethane; at 0 - 20 ℃;
DOI:10.1016/j.bmc.2005.08.057

Reference yield:

: 137119-40-5
methyl 4-O-(4,6-O-benzylidene-β-D-galactopyranosyl)-β-D-glucopyranoside

: 874479-76-2
methyl 2-O-benzoyl-4,6-O-benzylidene-3-O-(chloroacetyl)-β-D-galactopyranosyl-(1->4)-O-2,3,6-tri-O-benzoyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1.1: Bu₂SnO / methanol / 2 h / Heating

1.2: 70 percent / molecular sieves 4 Angstroem / toluene / 0.5 h / 0 °C

2.1: 50 percent / molecular sieves 4 Angstroem; DMAP; pyridine / CH₂Cl₂ / 0 - 20 °C

With pyridine; dmap; 4 A molecular sieve; di(n-butyl)tin oxide; In methanol; dichloromethane;
DOI:10.1016/j.bmc.2005.08.057