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

Base Information

Chemical Name:benzyl O-(4,6-O-benzylidine-β-D-glucopyranosyl)-(1->4)-O-β-D-glucopyranosyl-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside
CAS No.:88567-44-6
Molecular Formula:C₅₃H₆₀O₁₆
Molecular Weight:953.05
Hs Code.:

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

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

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Technology Process of benzyl O-(4,6-O-benzylidine-β-D-glucopyranosyl)-(1->4)-O-β-D-glucopyranosyl-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

There total 5 articles about benzyl O-(4,6-O-benzylidine-β-D-glucopyranosyl)-(1->4)-O-β-D-glucopyranosyl-(1->4)-2,3,6-tri-O-benzyl-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: 86.0%

: 100-52-7
benzaldehyde

: 88559-80-2
benzyl O-β-D-glucanopyranosyl-(1->4)-O-β-D-glucopyranosyl-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

: 88567-44-6
benzyl O-(4,6-O-benzylidine-β-D-glucopyranosyl)-(1->4)-O-β-D-glucopyranosyl-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

Guidance literature:: With zinc(II) chloride; for 7h; Ambient temperature;
DOI:10.1016/0008-6215(83)84014-2

Reference yield:

: 67831-42-9
benzyl 2,3,6-tri-O-benzyl-β-D-glucopyranoside

: 88567-44-6
benzyl O-(4,6-O-benzylidine-β-D-glucopyranosyl)-(1->4)-O-β-D-glucopyranosyl-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 93 percent / trifluoromethanesulfonic acid, 4A molecular sieves / CH₂Cl₂ / 0.17 h / -20 °C

2: 97 percent / NaOMe / methanol

3: 3.7 g / camphor-10-sulfonic acid / CHCl₃ / 1.5 h / Heating

With trifluorormethanesulfonic acid; 4 A molecular sieve; camphor-10-sulfonic acid; sodium methylate; In methanol; dichloromethane; chloroform;
DOI:10.1071/C96152

Reference yield:

: 57783-66-1
benzyl 4,6-O-benzylidene-2,3-tri-O-benzyl-β-D-glucopyranoside

: 88567-44-6
benzyl O-(4,6-O-benzylidine-β-D-glucopyranosyl)-(1->4)-O-β-D-glucopyranosyl-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 85 percent / sodium cyanoborohydride, molecular sieves 3A, hydrochloric acid/Et₂O / tetrahydrofuran / 1 h / 0 °C

2: 1.) mercuric cyanide; 2.) aq. potassium iodide, sodium methoxide / 1.) benzene, nitromethane, 60 deg C, 60 h; 2.) chloroform, water, methanol, 2 h, r.t.

3: 86 percent / zinc chloride / 7 h / Ambient temperature

With hydrogenchloride; diethyl ether; 3 A molecular sieve; sodium methylate; mercury(II) cyanide; sodium cyanoborohydride; potassium iodide; zinc(II) chloride; In tetrahydrofuran;
DOI:10.1016/0008-6215(83)84014-2