allyl 4-O-benzyl-6-O-(6-O-allyloxycarbonyl-4-O-benzyl-2-deoxy-3-O-(4-methoxybenzyl)-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-glucopyranosyl)-2-deoxy-2-((R)-3-(4-trifluoromethylbenzyloxy)octadecanoylamino)-α-D-glucopyranoside

Base Information

Chemical Name:allyl 4-O-benzyl-6-O-(6-O-allyloxycarbonyl-4-O-benzyl-2-deoxy-3-O-(4-methoxybenzyl)-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-glucopyranosyl)-2-deoxy-2-((R)-3-(4-trifluoromethylbenzyloxy)octadecanoylamino)-α-D-glucopyranoside
CAS No.:952429-88-8
Molecular Formula:C₇₀H₉₂Cl₃F₃N₂O₁₆
Molecular Weight:1380.86
Hs Code.:

allyl 4-O-benzyl-6-O-(6-O-allyloxycarbonyl-4-O-benzyl-2-deoxy-3-O-(4-methoxybenzyl)-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-glucopyranosyl)-2-deoxy-2-((R)-3-(4-trifluoromethylbenzyloxy)octadecanoylamino)-α-D-glucopyranoside

Synonyms:allyl 4-O-benzyl-6-O-(6-O-allyloxycarbonyl-4-O-benzyl-2-deoxy-3-O-(4-methoxybenzyl)-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-glucopyranosyl)-2-deoxy-2-((R)-3-(4-trifluoromethylbenzyloxy)octadecanoylamino)-α-D-glucopyranoside

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Chemical Property of allyl 4-O-benzyl-6-O-(6-O-allyloxycarbonyl-4-O-benzyl-2-deoxy-3-O-(4-methoxybenzyl)-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-glucopyranosyl)-2-deoxy-2-((R)-3-(4-trifluoromethylbenzyloxy)octadecanoylamino)-α-D-glucopyranoside

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Technology Process of allyl 4-O-benzyl-6-O-(6-O-allyloxycarbonyl-4-O-benzyl-2-deoxy-3-O-(4-methoxybenzyl)-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-glucopyranosyl)-2-deoxy-2-((R)-3-(4-trifluoromethylbenzyloxy)octadecanoylamino)-α-D-glucopyranoside

There total 8 articles about allyl 4-O-benzyl-6-O-(6-O-allyloxycarbonyl-4-O-benzyl-2-deoxy-3-O-(4-methoxybenzyl)-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-glucopyranosyl)-2-deoxy-2-((R)-3-(4-trifluoromethylbenzyloxy)octadecanoylamino)-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: 87.0%

: 952429-87-7
allyl 4-O-benzyl-2-deoxy-2-((R)-3-(4-trifluoromethylbenzyloxy)octadecanoylamino)-α-D-glucopyranoside

: 958248-97-0
6-O-allyloxycarbonyl-4-O-benzyl-2-deoxy-3-O-(4-methoxybenzyl)-2-(2,2,2-trichloroethoxycarbonylamino)-D-glucopyranosyl trichloroacetimidate

: 952429-88-8
allyl 4-O-benzyl-6-O-(6-O-allyloxycarbonyl-4-O-benzyl-2-deoxy-3-O-(4-methoxybenzyl)-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-glucopyranosyl)-2-deoxy-2-((R)-3-(4-trifluoromethylbenzyloxy)octadecanoylamino)-α-D-glucopyranoside

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; In tetrahydrofuran; at 0 ℃; for 1h;
DOI:10.1016/j.tetlet.2007.07.036

Reference yield:

: 952429-82-2
[(2S,3R,4R,5S,6R)-2-Allyloxy-5-benzyloxy-6-hydroxymethyl-4-(4-methoxy-benzyloxy)-tetrahydro-pyran-3-yl]-carbamic acid 2,2,2-trichloro-ethyl ester

: 952429-88-8
allyl 4-O-benzyl-6-O-(6-O-allyloxycarbonyl-4-O-benzyl-2-deoxy-3-O-(4-methoxybenzyl)-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-glucopyranosyl)-2-deoxy-2-((R)-3-(4-trifluoromethylbenzyloxy)octadecanoylamino)-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 98 percent / [Ir(cod)(H)(MePh₂P)2]PF₆ / tetrahydrofuran / 3 h / 20 °C

2: 98 percent / molecular sieves 4 Angstroem; 4-(dimethylamino)pyridine / CH₂Cl₂ / 1 h / 0 - 20 °C

3: 85 percent / I₂ / tetrahydrofuran; H₂O / 2 h / 20 °C

4: Cs₂CO₃ / CH₂Cl₂ / 1 h / 20 °C

5: 87 percent / molecular sieves 4 Angstroem; TMSOTf / tetrahydrofuran / 1 h / 0 °C

With dmap; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; iodine; caesium carbonate; [Ir(cod)(H)(MePh₂P)2]PF₆; In tetrahydrofuran; dichloromethane; water;
DOI:10.1016/j.tetlet.2007.07.036

Reference yield:

: 952429-83-3
C₂₇H₃₂Cl₃NO₈

: 952429-88-8
allyl 4-O-benzyl-6-O-(6-O-allyloxycarbonyl-4-O-benzyl-2-deoxy-3-O-(4-methoxybenzyl)-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-glucopyranosyl)-2-deoxy-2-((R)-3-(4-trifluoromethylbenzyloxy)octadecanoylamino)-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 98 percent / molecular sieves 4 Angstroem; 4-(dimethylamino)pyridine / CH₂Cl₂ / 1 h / 0 - 20 °C

2: 85 percent / I₂ / tetrahydrofuran; H₂O / 2 h / 20 °C

3: Cs₂CO₃ / CH₂Cl₂ / 1 h / 20 °C

4: 87 percent / molecular sieves 4 Angstroem; TMSOTf / tetrahydrofuran / 1 h / 0 °C

With dmap; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; iodine; caesium carbonate; In tetrahydrofuran; dichloromethane; water;
DOI:10.1016/j.tetlet.2007.07.036