tert-Butyldimethylsilyl O-(2,6-Di-O-benzyl-β-D-galactopyranosyl)-(1->4)-<(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-(1->3)>-2-azido-6-O-benzyl-2-deoxy-β-D-glucopyranoside

Base Information

Chemical Name:tert-Butyldimethylsilyl O-(2,6-Di-O-benzyl-β-D-galactopyranosyl)-(1->4)-<(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-(1->3)>-2-azido-6-O-benzyl-2-deoxy-β-D-glucopyranoside
CAS No.:132101-01-0
Molecular Formula:C₆₆H₈₁N₃O₁₄Si
Molecular Weight:1168.47
Hs Code.:

tert-Butyldimethylsilyl O-(2,6-Di-O-benzyl-β-D-galactopyranosyl)-(1->4)-<(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-(1->3)>-2-azido-6-O-benzyl-2-deoxy-β-D-glucopyranoside

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Chemical Property of tert-Butyldimethylsilyl O-(2,6-Di-O-benzyl-β-D-galactopyranosyl)-(1->4)-<(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-(1->3)>-2-azido-6-O-benzyl-2-deoxy-β-D-glucopyranoside

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Technology Process of tert-Butyldimethylsilyl O-(2,6-Di-O-benzyl-β-D-galactopyranosyl)-(1->4)-<(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-(1->3)>-2-azido-6-O-benzyl-2-deoxy-β-D-glucopyranoside

There total 7 articles about tert-Butyldimethylsilyl O-(2,6-Di-O-benzyl-β-D-galactopyranosyl)-(1->4)-<(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-(1->3)>-2-azido-6-O-benzyl-2-deoxy-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:

: 120703-59-5
O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)trichloroacetimidate

: 132101-01-0
tert-Butyldimethylsilyl O-(2,6-Di-O-benzyl-β-D-galactopyranosyl)-(1->4)-<(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-(1->3)>-2-azido-6-O-benzyl-2-deoxy-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 89 percent / ZnCl₂*Et₂O / CH₂Cl₂ / 0.5 h

2: 67 percent / 50percent aq. trifluoroacetic acid / CH₂Cl₂ / 48 h / 0 °C

With trifluoroacetic acid; zinc chloride diethyl ether; In dichloromethane;

Reference yield:

: 100-39-0
benzyl bromide

: 132101-01-0
tert-Butyldimethylsilyl O-(2,6-Di-O-benzyl-β-D-galactopyranosyl)-(1->4)-<(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-(1->3)>-2-azido-6-O-benzyl-2-deoxy-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 83 percent / sodium hydride / dimethylformamide / 5 h / 0 °C

2: 1) H₂, 2) mercury(II) oxide, mercury(II) chloride / 1) (1,5-cyclooctadiene)bis-(methyldiphenylphosphine)iridium hexafluorophosphate / 1) THF, 3-4 h, 2) acetone/water, 1 h

3: 89 percent / ZnCl₂*Et₂O / CH₂Cl₂ / 0.5 h

4: 67 percent / 50percent aq. trifluoroacetic acid / CH₂Cl₂ / 48 h / 0 °C

With hydrogen; sodium hydride; trifluoroacetic acid; mercury dichloride; mercury(II) oxide; zinc chloride diethyl ether; (1,5-cyclooctadiene)[bis(methyldiphenylphosphine)]iridium(I) hexafluorophosphate; In dichloromethane; N,N-dimethyl-formamide;

Reference yield:

: 121865-28-9
tert-butyldimethylsilyl 2-azido-2-deoxy-4-O-(β-D-galactopyranosyl)-β-D-glucopyranoside

: 132101-01-0
tert-Butyldimethylsilyl O-(2,6-Di-O-benzyl-β-D-galactopyranosyl)-(1->4)-<(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-(1->3)>-2-azido-6-O-benzyl-2-deoxy-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: 68 percent / NaH / dimethylformamide / 72 h / -10 °C

2: 92 percent / iron(III) chloride / 0.5 h / Heating

3: 83 percent / sodium hydride / dimethylformamide / 5 h / 0 °C

4: 1) H₂, 2) mercury(II) oxide, mercury(II) chloride / 1) (1,5-cyclooctadiene)bis-(methyldiphenylphosphine)iridium hexafluorophosphate / 1) THF, 3-4 h, 2) acetone/water, 1 h

5: 89 percent / ZnCl₂*Et₂O / CH₂Cl₂ / 0.5 h

6: 67 percent / 50percent aq. trifluoroacetic acid / CH₂Cl₂ / 48 h / 0 °C

With hydrogen; iron(III) chloride; sodium hydride; trifluoroacetic acid; mercury dichloride; mercury(II) oxide; zinc chloride diethyl ether; (1,5-cyclooctadiene)[bis(methyldiphenylphosphine)]iridium(I) hexafluorophosphate; In dichloromethane; N,N-dimethyl-formamide;