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

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Chemical Name:benzyl O-β-D-glucopyranosyl-(1-3)-O-β-D-glucopyranosyl-(1-3)-O-<β-D-glucopyranosyl-(1-6)>-2,4-di-O-benzyl-β-D-glucopyranoside
CAS No.:103078-24-6
Molecular Formula:C₄₅H₆₀O₂₁
Molecular Weight:936.959
Hs Code.:

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

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

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

There total 11 articles about benzyl O-β-D-glucopyranosyl-(1-3)-O-β-D-glucopyranosyl-(1-3)-O-<β-D-glucopyranosyl-(1-6)>-2,4-di-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: 92.0%

: 103078-23-5
benzyl O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-(1-3)-O-(2,4,6-tri-O-acetyl-β-D-glucopyranosyl)-(1-3)-O-<2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl-(1-6)>-2,4-di-O-benzyl-β-D-glucopyranoside

: 103078-24-6
benzyl O-β-D-glucopyranosyl-(1-3)-O-β-D-glucopyranosyl-(1-3)-O-<β-D-glucopyranosyl-(1-6)>-2,4-di-O-benzyl-β-D-glucopyranoside

Guidance literature:: With sodium methylate; In methanol; for 5h; Ambient temperature;
DOI:10.1016/S0008-6215(00)90436-1

Reference yield: 76.0%

: 82186-25-2
benzyl 2,4-di-O-benzyl-6-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-3-O-<2,4,6-tri-O-acetyl-3-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-β-D-glucopyranosyl>-α-D-glucopyranoside

: 82186-26-3,103078-24-6
benzyl 2,4-di-O-benzyl-6-O-β-D-glucopyranosyl-3-O-(3-O-β-D-glucopyranosyl-β-D-glucopyranosyl)-α-D-glucopyranoside

Guidance literature:: With Amberlist 15(H+); sodium methylate; at 15 ℃; for 15h;
DOI:10.1016/S0008-6215(82)80007-4

Reference yield:

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

: 82186-26-3,103078-24-6
benzyl 2,4-di-O-benzyl-6-O-β-D-glucopyranosyl-3-O-(3-O-β-D-glucopyranosyl-β-D-glucopyranosyl)-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 5 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: 26 percent / powdered molecular sieve 4 A, HgBr₂ / 1,2-dichloro-ethane / 3.5 h / 20 °C

4: 81 percent / powdered molecular sieve 4 A, AgOSO₂CF₃ / 1,2-dichloro-ethane / 3 h / -15 - -10 °C

5: 76 percent / 2.) Amberlist 15(H+) / 1.M NaOMe / 15 h / 15 °C

With lithium aluminium tetrahydride; aluminium trichloride; 4 A molecular sieve; Amberlist 15(H+); silver trifluoromethanesulfonate; di(n-butyl)tin oxide; mercury dibromide; sodium methylate; In diethyl ether; dichloromethane; 1,2-dichloro-ethane;
DOI:10.1016/S0008-6215(82)80007-4