3,6-di-O-allyl-2,4-di-O-benzyl-β-D-galactopyranosyl-(1->4)-1,6-anhydro-2-azido-3-O-benzyl-2-deoxy-β-D-glucopyranose

Base Information

Chemical Name:3,6-di-O-allyl-2,4-di-O-benzyl-β-D-galactopyranosyl-(1->4)-1,6-anhydro-2-azido-3-O-benzyl-2-deoxy-β-D-glucopyranose
CAS No.:601493-44-1
Molecular Formula:C₃₉H₄₅N₃O₉
Molecular Weight:699.801
Hs Code.:

Synonyms:3,6-di-O-allyl-2,4-di-O-benzyl-β-D-galactopyranosyl-(1->4)-1,6-anhydro-2-azido-3-O-benzyl-2-deoxy-β-D-glucopyranose

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Chemical Property of 3,6-di-O-allyl-2,4-di-O-benzyl-β-D-galactopyranosyl-(1->4)-1,6-anhydro-2-azido-3-O-benzyl-2-deoxy-β-D-glucopyranose

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Technology Process of 3,6-di-O-allyl-2,4-di-O-benzyl-β-D-galactopyranosyl-(1->4)-1,6-anhydro-2-azido-3-O-benzyl-2-deoxy-β-D-glucopyranose

There total 6 articles about 3,6-di-O-allyl-2,4-di-O-benzyl-β-D-galactopyranosyl-(1->4)-1,6-anhydro-2-azido-3-O-benzyl-2-deoxy-β-D-glucopyranose 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: 82.0%

: 100-39-0
benzyl bromide

: 601493-43-0
3,6-di-O-allyl-2,4-di-O-benzyl-β-D-galactopyranosyl-(1->4)-1,6-anhydro-2-azido-2-deoxy-β-D-glucopyranose

: 601493-44-1
3,6-di-O-allyl-2,4-di-O-benzyl-β-D-galactopyranosyl-(1->4)-1,6-anhydro-2-azido-3-O-benzyl-2-deoxy-β-D-glucopyranose

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; at 20 ℃; for 14h;
DOI:10.1016/S0040-4020(03)00711-7

Reference yield:

: 601493-41-8
3,6-di-O-allyl-β-D-galactopyranosyl-(1->4)-1,6:2,3-dianhydro-β-D-mannopyranose

: 601493-44-1
3,6-di-O-allyl-2,4-di-O-benzyl-β-D-galactopyranosyl-(1->4)-1,6-anhydro-2-azido-3-O-benzyl-2-deoxy-β-D-glucopyranose

Guidance literature:: Multi-step reaction with 3 steps

1: 92 percent / NaH / dimethylformamide / 24 h / 20 °C

2: 65 percent / cesium fluoride; sodium azide / dimethylformamide / 24 h / 110 °C

3: 82 percent / NaH / dimethylformamide / 14 h / 20 °C

With sodium azide; sodium hydride; cesium fluoride; In N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(03)00711-7

Reference yield:

: 601493-39-4
(1R,2S,3R,4R,5R)-2-((2S,3R,4S,5S,6R)-4-Allyloxy-6-allyloxymethyl-3,5-dihydroxy-tetrahydro-pyran-2-yloxy)-6,8-dioxa-bicyclo[3.2.1]octane-3,4-diol

: 601493-44-1
3,6-di-O-allyl-2,4-di-O-benzyl-β-D-galactopyranosyl-(1->4)-1,6-anhydro-2-azido-3-O-benzyl-2-deoxy-β-D-glucopyranose

Guidance literature:: Multi-step reaction with 5 steps

1: 1.0 g / pyridine; 4-dimethylaminopyridine / 72 h / 20 °C

2: 78 percent / NaOH / methanol; tetrahydrofuran; H₂O / 24 h / 20 °C

3: 92 percent / NaH / dimethylformamide / 24 h / 20 °C

4: 65 percent / cesium fluoride; sodium azide / dimethylformamide / 24 h / 110 °C

5: 82 percent / NaH / dimethylformamide / 14 h / 20 °C

With pyridine; dmap; sodium hydroxide; sodium azide; sodium hydride; cesium fluoride; In tetrahydrofuran; methanol; water; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(03)00711-7