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

Base Information

Chemical Name:benzyl 2,3,6-tri-O-benzyl-4-O-(2,4,6-tri-O-acetyl-3-O-benzyl-β-D-glucopyranosyl)-α-D-glucopyranoside
CAS No.:124813-93-0
Molecular Formula:C₅₃H₅₈O₁₄
Molecular Weight:919.035
Hs Code.:

Synonyms:benzyl 2,3,6-tri-O-benzyl-4-O-(2,4,6-tri-O-acetyl-3-O-benzyl-β-D-glucopyranosyl)-α-D-glucopyranoside

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Chemical Property of benzyl 2,3,6-tri-O-benzyl-4-O-(2,4,6-tri-O-acetyl-3-O-benzyl-β-D-glucopyranosyl)-α-D-glucopyranoside

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Technology Process of benzyl 2,3,6-tri-O-benzyl-4-O-(2,4,6-tri-O-acetyl-3-O-benzyl-β-D-glucopyranosyl)-α-D-glucopyranoside

There total 4 articles about benzyl 2,3,6-tri-O-benzyl-4-O-(2,4,6-tri-O-acetyl-3-O-benzyl-β-D-glucopyranosyl)-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: 69.3%

: 58527-89-2
benzyl 1,2,3,6-tetra-O-benzyl-α-D-glucopyranoside

: 39686-94-7,56632-47-4,65827-58-9,99202-62-7,99202-66-1,103082-79-7,103703-00-0,103703-01-1,118711-49-2,127853-23-0,139563-66-9
1,2,4,6-tetra-O-acetyl-3-O-benzyl-β-D-glucopyranose

: 124813-93-0
benzyl 2,3,6-tri-O-benzyl-4-O-(2,4,6-tri-O-acetyl-3-O-benzyl-β-D-glucopyranosyl)-α-D-glucopyranoside

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; In dichloromethane; 1.) r.t., 0.5 h; 2.) -20 deg C to r.t.;
DOI:10.1016/0008-6215(89)84070-4

Reference yield:

: 97590-76-6
benzyl-O-β-D-glucopyranoside

: 124813-93-0
benzyl 2,3,6-tri-O-benzyl-4-O-(2,4,6-tri-O-acetyl-3-O-benzyl-β-D-glucopyranosyl)-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: NaOAc / 4 h / 110 °C

2: 69.3 percent / 1.) crushed molecular sieves (4 Angstroem); 2.) trimethylsilyl trifluoromethanesulfonate / CH₂Cl₂ / 1.) r.t., 0.5 h; 2.) -20 deg C to r.t.

With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; sodium acetate; In dichloromethane;
DOI:10.1016/0008-6215(89)84070-4

Reference yield:

: 100-39-0
benzyl bromide

: 124813-93-0
benzyl 2,3,6-tri-O-benzyl-4-O-(2,4,6-tri-O-acetyl-3-O-benzyl-β-D-glucopyranosyl)-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) NaH (60percent dispersion in oil); 2.) 60percent aq. acetic acid; 3.) 0.1M H₂SO₄ / 1.) DMF, 90 deg C, 2 h; 2.) 90 deg C, 2 h; 3.) 90 deg C, 2 h

2: NaOAc / 4 h / 110 °C

3: 69.3 percent / 1.) crushed molecular sieves (4 Angstroem); 2.) trimethylsilyl trifluoromethanesulfonate / CH₂Cl₂ / 1.) r.t., 0.5 h; 2.) -20 deg C to r.t.

With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; sulfuric acid; sodium acetate; sodium hydride; acetic acid; In dichloromethane;
DOI:10.1016/0008-6215(89)84070-4