11-azidoundecyl O-(2,6-di-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

Base Information

Chemical Name:11-azidoundecyl O-(2,6-di-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside
CAS No.:709040-91-5
Molecular Formula:C₆₁H₇₇N₃O₁₁
Molecular Weight:1028.3
Hs Code.:

Synonyms:11-azidoundecyl O-(2,6-di-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

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Chemical Property of 11-azidoundecyl O-(2,6-di-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

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Technology Process of 11-azidoundecyl O-(2,6-di-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

There total 7 articles about 11-azidoundecyl O-(2,6-di-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranosyl)-(1->4)-2,3,6-tri-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%

: 100-39-0
benzyl bromide

: 709040-89-1
11-azidoundecyl O-(3,4-O-isopropylidene-β-D-galactopyranosyl)-(1->4)-β-D-glucopyranoside

: 709040-91-5
11-azidoundecyl O-(2,6-di-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

Guidance literature:: 11-azidoundecyl O-(3,4-O-isopropylidene-β-D-galactopyranosyl)-(1->4)-β-D-glucopyranoside; With sodium hydride; In N,N-dimethyl-formamide; for 0.5h;

benzyl bromide; In N,N-dimethyl-formamide; at 20 ℃; for 2h; Further stages.;
DOI:10.1039/b400029c

Reference yield:

: 61198-91-2
2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl-(1→4)-2,3,6-tri-O-benzoyl-α-D-glucopyranosyl bromide

: 709040-91-5
11-azidoundecyl O-(2,6-di-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1.1: 4 Angstroem molecular sieves / toluene / -78 °C

1.2: silver triflate / toluene / 1 h / -78 - 10 °C

2.1: 3.36 g / NaOMe / methanol / Heating

3.1: 87 percent / CSA / Heating

4.1: NaH / dimethylformamide / 0.5 h

4.2: 92 percent / dimethylformamide / 2 h / 20 °C

With 4 A molecular sieve; camphor-10-sulfonic acid; sodium methylate; sodium hydride; In methanol; N,N-dimethyl-formamide; toluene;
DOI:10.1039/b400029c

Reference yield:

: 1611-56-9
1-Bromo-11-hydroxyundecane

: 709040-91-5
11-azidoundecyl O-(2,6-di-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1.1: 96 percent / NaN₃ / dimethylformamide / 50 h / 100 - 130 °C

2.1: 4 Angstroem molecular sieves / toluene / -78 °C

2.2: silver triflate / toluene / 1 h / -78 - 10 °C

3.1: 3.36 g / NaOMe / methanol / Heating

4.1: 87 percent / CSA / Heating

5.1: NaH / dimethylformamide / 0.5 h

5.2: 92 percent / dimethylformamide / 2 h / 20 °C

With sodium azide; 4 A molecular sieve; camphor-10-sulfonic acid; sodium methylate; sodium hydride; In methanol; N,N-dimethyl-formamide; toluene;
DOI:10.1039/b400029c