O-(2,6-Di-O-benzyl-3,4-O-isopropylidene-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-glucopyranosyl Trichloroacetimidate

Base Information

Chemical Name:O-(2,6-Di-O-benzyl-3,4-O-isopropylidene-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-glucopyranosyl Trichloroacetimidate
CAS No.:132101-08-7
Molecular Formula:C₆₅H₇₁Cl₃N₄O₁₄
Molecular Weight:1238.66
Hs Code.:

O-(2,6-Di-O-benzyl-3,4-O-isopropylidene-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-glucopyranosyl Trichloroacetimidate

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Chemical Property of O-(2,6-Di-O-benzyl-3,4-O-isopropylidene-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-glucopyranosyl Trichloroacetimidate

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Technology Process of O-(2,6-Di-O-benzyl-3,4-O-isopropylidene-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-glucopyranosyl Trichloroacetimidate

There total 8 articles about O-(2,6-Di-O-benzyl-3,4-O-isopropylidene-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-glucopyranosyl Trichloroacetimidate 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:

: 100-39-0
benzyl bromide

: 132101-08-7
O-(2,6-Di-O-benzyl-3,4-O-isopropylidene-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-glucopyranosyl Trichloroacetimidate

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: 1) tetrabutylammonium fluoride, 2) DBU / 1) dichloromethane/THF, -15 degC, 6 h, 2) dichloromethane, 5 h

With tetrabutyl ammonium fluoride; hydrogen; sodium hydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; 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:

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

: 132101-08-7
O-(2,6-Di-O-benzyl-3,4-O-isopropylidene-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-glucopyranosyl Trichloroacetimidate

Guidance literature:: Multi-step reaction with 2 steps

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

2: 1) tetrabutylammonium fluoride, 2) DBU / 1) dichloromethane/THF, -15 degC, 6 h, 2) dichloromethane, 5 h

With tetrabutyl ammonium fluoride; 1,8-diazabicyclo[5.4.0]undec-7-ene; zinc chloride diethyl ether; In dichloromethane;

Reference yield:

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

: 132101-08-7
O-(2,6-Di-O-benzyl-3,4-O-isopropylidene-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-glucopyranosyl Trichloroacetimidate

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: 1) tetrabutylammonium fluoride, 2) DBU / 1) dichloromethane/THF, -15 degC, 6 h, 2) dichloromethane, 5 h

With tetrabutyl ammonium fluoride; hydrogen; iron(III) chloride; sodium hydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; mercury dichloride; mercury(II) oxide; zinc chloride diethyl ether; (1,5-cyclooctadiene)[bis(methyldiphenylphosphine)]iridium(I) hexafluorophosphate; In dichloromethane; N,N-dimethyl-formamide;