6-azidohexyl 2,4,6-tri-O-benzyl-3-O-p-methoxybenzyl-β-D-galactopyranoside

Base Information

Chemical Name:6-azidohexyl 2,4,6-tri-O-benzyl-3-O-p-methoxybenzyl-β-D-galactopyranoside
CAS No.:167016-05-9
Molecular Formula:C₄₁H₄₉N₃O₇
Molecular Weight:695.856
Hs Code.:

Synonyms:6-azidohexyl 2,4,6-tri-O-benzyl-3-O-p-methoxybenzyl-β-D-galactopyranoside

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Chemical Property of 6-azidohexyl 2,4,6-tri-O-benzyl-3-O-p-methoxybenzyl-β-D-galactopyranoside

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Technology Process of 6-azidohexyl 2,4,6-tri-O-benzyl-3-O-p-methoxybenzyl-β-D-galactopyranoside

There total 5 articles about 6-azidohexyl 2,4,6-tri-O-benzyl-3-O-p-methoxybenzyl-β-D-galactopyranoside 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

: (2R,3R,4S,5S,6R)-2-(6-Azido-hexyloxy)-6-hydroxymethyl-4-(4-methoxy-benzyloxy)-tetrahydro-pyran-3,5-diol

: 167016-05-9
6-azidohexyl 2,4,6-tri-O-benzyl-3-O-p-methoxybenzyl-β-D-galactopyranoside

Guidance literature:: (2R,3R,4S,5S,6R)-2-(6-Azido-hexyloxy)-6-hydroxymethyl-4-(4-methoxy-benzyloxy)-tetrahydro-pyran-3,5-diol; With sodium hydride; In N,N-dimethyl-formamide; at 0 ℃; for 0.5h;

benzyl bromide; In N,N-dimethyl-formamide; at 20 ℃; for 20h;
DOI:10.1248/cpb.47.1237

Reference yield:

: 146292-90-2
6-azidohexan-1-ol

: 167016-05-9
6-azidohexyl 2,4,6-tri-O-benzyl-3-O-p-methoxybenzyl-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1.1: silver silicate / CH₂Cl₂ / 2 h / 0 °C

2.1: 28 percent NaOMe in MeOH / 0.17 h / 20 °C

3.1: dibutyltin oxide / methanol / 2 h / Heating

3.2: Bu₄NBr / benzene / 2 h / Heating

4.1: NaH / dimethylformamide / 0.5 h / 0 °C

4.2: dimethylformamide / 20 h / 20 °C

With silver silicate; sodium methylate; sodium hydride; di(n-butyl)tin oxide; In methanol; dichloromethane; N,N-dimethyl-formamide; 1.1: glycosidation / 2.1: Deacetylation / 3.1: complexation / 3.2: Substitution / 4.1: Metallation / 4.2: Alkylation;
DOI:10.1248/cpb.47.1237

Reference yield:

: 167015-94-3
6-azidohexyl β-D-galactopyranoside

: 167016-05-9
6-azidohexyl 2,4,6-tri-O-benzyl-3-O-p-methoxybenzyl-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1.1: dibutyltin oxide / methanol / 2 h / Heating

1.2: Bu₄NBr / benzene / 2 h / Heating

2.1: NaH / dimethylformamide / 0.5 h / 0 °C

2.2: dimethylformamide / 20 h / 20 °C

With sodium hydride; di(n-butyl)tin oxide; In methanol; N,N-dimethyl-formamide; 1.1: complexation / 1.2: Substitution / 2.1: Metallation / 2.2: Alkylation;
DOI:10.1248/cpb.47.1237