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

Base Information

Chemical Name:benzyl 2,4-di-O-benzyl-3,6-di-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-α-D-glucopyranoside
CAS No.:82186-23-0
Molecular Formula:C₅₅H₆₆O₂₄
Molecular Weight:1111.11
Hs Code.:

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

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

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

There total 7 articles about benzyl 2,4-di-O-benzyl-3,6-di-O-(2,3,4,6-tetra-O-acetyl-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: 47.0%

: 82228-12-4
benzyl 2,4-di-O-benzyl-α-D-glucopyranoside

: 572-09-8
2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide

: 82186-23-0
benzyl 2,4-di-O-benzyl-3,6-di-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-α-D-glucopyranoside

Guidance literature:: With 4 A molecular sieve; mercury dibromide; In 1,2-dichloro-ethane; at 45 ℃; for 24h;
DOI:10.1016/S0008-6215(82)80007-4

Reference yield:

: 186697-04-1
benzyl 4,6-O-benzylidene-α-D-glucopyranoside

: 82186-23-0
benzyl 2,4-di-O-benzyl-3,6-di-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) Bu₂SnO / 1.) benzene, MeOH, reflux, 2.5 h; 2.) DMF, 100-120 deg C, 3.5 h

2: 53 percent / LiAlH₄, AlCl₃ / diethyl ether; CH₂Cl₂ / 2 h / Heating

3: 47 percent / powdered molecular sieve 4 A, HgBr₂ / 1,2-dichloro-ethane / 24 h / 45 °C

With lithium aluminium tetrahydride; aluminium trichloride; 4 A molecular sieve; di(n-butyl)tin oxide; mercury dibromide; In diethyl ether; dichloromethane; 1,2-dichloro-ethane;
DOI:10.1016/S0008-6215(82)80007-4

Reference yield:

: 34246-23-6
benzyl D-glucopyranoside

: 82186-23-0
benzyl 2,4-di-O-benzyl-3,6-di-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) TsOH*H₂O; 2.) Et₃N / dimethylformamide / 2 h / 40 - 45 °C

2: 1.) Bu₂SnO / 1.) benzene, MeOH, reflux, 2.5 h; 2.) DMF, 100-120 deg C, 3.5 h

3: 53 percent / LiAlH₄, AlCl₃ / diethyl ether; CH₂Cl₂ / 2 h / Heating

4: 47 percent / powdered molecular sieve 4 A, HgBr₂ / 1,2-dichloro-ethane / 24 h / 45 °C

With lithium aluminium tetrahydride; aluminium trichloride; 4 A molecular sieve; di(n-butyl)tin oxide; toluene-4-sulfonic acid; triethylamine; mercury dibromide; In diethyl ether; dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide;
DOI:10.1016/S0008-6215(82)80007-4