11-azidoundecyl 2,6-di-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranoside

Base Information

Chemical Name:11-azidoundecyl 2,6-di-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranoside
CAS No.:709040-80-2
Molecular Formula:C₃₄H₄₉N₃O₆
Molecular Weight:595.78
Hs Code.:

Synonyms:11-azidoundecyl 2,6-di-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranoside

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Chemical Property of 11-azidoundecyl 2,6-di-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranoside

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Technology Process of 11-azidoundecyl 2,6-di-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranoside

There total 6 articles about 11-azidoundecyl 2,6-di-O-benzyl-3,4-O-isopropylidene-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: 90.0%

: 100-39-0
benzyl bromide

: 709040-78-8
11-azidoundecyl 3,4-O-isopropylidene-β-D-galactopyranoside

: 709040-80-2
11-azidoundecyl 2,6-di-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranoside

Guidance literature:: 11-azidoundecyl 3,4-O-isopropylidene-β-D-galactopyranoside; 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:

: 2592-58-7,3006-48-2,3006-49-3,13526-09-5,14679-57-3,22415-91-4,29884-70-6,41545-55-5,41545-56-6,41569-33-9,96996-90-6,121570-85-2,121570-86-3
1,2,3,4,6-Penta-O-benzoyl-α-D-galactopyranose

: 709040-80-2
11-azidoundecyl 2,6-di-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1.1: HBr / acetic acid

1.2: 4 Angstroem molecular sieves / toluene / 1 h / -78 °C

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

2.1: 12.0 g / NaOMe / methanol / 1 h / Heating

3.1: 96 percent / CSA / 3 h / Heating

4.1: NaH / dimethylformamide / 0.5 h

4.2: 90 percent / dimethylformamide / 2 h / 20 °C

With camphor-10-sulfonic acid; hydrogen bromide; sodium methylate; sodium hydride; In methanol; acetic acid; N,N-dimethyl-formamide;
DOI:10.1039/b400029c

Reference yield:

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

: 709040-80-2
11-azidoundecyl 2,6-di-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 5 steps

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

2.1: HBr / acetic acid

2.2: 4 Angstroem molecular sieves / toluene / 1 h / -78 °C

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

3.1: 12.0 g / NaOMe / methanol / 1 h / Heating

4.1: 96 percent / CSA / 3 h / Heating

5.1: NaH / dimethylformamide / 0.5 h

5.2: 90 percent / dimethylformamide / 2 h / 20 °C

With sodium azide; camphor-10-sulfonic acid; hydrogen bromide; sodium methylate; sodium hydride; In methanol; acetic acid; N,N-dimethyl-formamide;
DOI:10.1039/b400029c