methyl 2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl-(1->4)-2,3-di-O-benzyl-6-O-benzoyl-α-D-(4-2H)-glucopyranoside

Base Information

Chemical Name:methyl 2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl-(1->4)-2,3-di-O-benzyl-6-O-benzoyl-α-D-(4-2H)-glucopyranoside
CAS No.:223590-86-1
Molecular Formula:C₆₂H₅₆O₁₆
Molecular Weight:1058.11
Hs Code.:

Synonyms:methyl 2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl-(1->4)-2,3-di-O-benzyl-6-O-benzoyl-α-D-(4-2H)-glucopyranoside

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Chemical Property of methyl 2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl-(1->4)-2,3-di-O-benzyl-6-O-benzoyl-α-D-(4-2H)-glucopyranoside

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Technology Process of methyl 2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl-(1->4)-2,3-di-O-benzyl-6-O-benzoyl-α-D-(4-2H)-glucopyranoside

There total 4 articles about methyl 2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl-(1->4)-2,3-di-O-benzyl-6-O-benzoyl-α-D-(4-2H)-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: 91.0%

: 114682-36-9,14218-11-2,14218-30-5,61198-88-7,108438-33-1,108836-02-8,127305-34-4,151377-77-4
β-1-bromo-2,3,4,6-tetra-O-benzoyl-α-D-glucopyranoside

: 223590-85-0
methyl 2,3-di-O-benzyl-6-O-benzoyl-α-D-(4-2H)-glucopyranoside

: 223590-86-1
methyl 2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl-(1->4)-2,3-di-O-benzyl-6-O-benzoyl-α-D-(4-2H)-glucopyranoside

Guidance literature:: With 2,4,6-trimethyl-pyridine; 4 Angstroems MS; silver trifluoromethanesulfonate; In dichloromethane; at -30 ℃;
DOI:10.1021/jo982256h

Reference yield:

: 29388-46-3
methyl 2,3-di-O-benzyl-α-D-galactopyranoside

: 223590-86-1
methyl 2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl-(1->4)-2,3-di-O-benzyl-6-O-benzoyl-α-D-(4-2H)-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) Bu₂SnO, 3 Angstroems MS, 2.) 1,3-dibromo-5,5-dimethylhydantoin / 1.) TolH, reflux, 3 h, 2.) CHCl₃, 25 deg C, 15 min

2: 93 percent / NaBD₄, AcOH-d / 1 h / 0 - 20 °C

3: 1.) Bu₂SnO / 1.) MeOH, reflux, 3 h, 2.) CH₂Cl₂, -10 deg C

4: 91 percent / AgOTf, sym-collidine, 4 Angstroems MS / CH₂Cl₂ / -30 °C

With 2,4,6-trimethyl-pyridine; sodium borodeuteride; 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione; 3 Angstroems MS; 4 Angstroems MS; silver trifluoromethanesulfonate; di(n-butyl)tin oxide; In dichloromethane;
DOI:10.1021/jo982256h

Reference yield:

: 223590-83-8
methyl 2,3-di-O-benzyl-α-D-xylo-hexopyranoside-4-ulose

: 223590-86-1
methyl 2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl-(1->4)-2,3-di-O-benzyl-6-O-benzoyl-α-D-(4-2H)-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 93 percent / NaBD₄, AcOH-d / 1 h / 0 - 20 °C

2: 1.) Bu₂SnO / 1.) MeOH, reflux, 3 h, 2.) CH₂Cl₂, -10 deg C

3: 91 percent / AgOTf, sym-collidine, 4 Angstroems MS / CH₂Cl₂ / -30 °C

With 2,4,6-trimethyl-pyridine; sodium borodeuteride; 4 Angstroems MS; silver trifluoromethanesulfonate; di(n-butyl)tin oxide; In dichloromethane;
DOI:10.1021/jo982256h