(2S,3R,4S,5S,6R)-2-((2R,4R)-2-azido-4-(benzyloxy)octadecyloxy)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)tetrahydro-2H-pyran

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Chemical Name:(2S,3R,4S,5S,6R)-2-((2R,4R)-2-azido-4-(benzyloxy)octadecyloxy)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)tetrahydro-2H-pyran
CAS No.:1309668-43-6
Molecular Formula:C₅₉H₇₇N₃O₇
Molecular Weight:940.276
Hs Code.:

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Chemical Property of (2S,3R,4S,5S,6R)-2-((2R,4R)-2-azido-4-(benzyloxy)octadecyloxy)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)tetrahydro-2H-pyran

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Technology Process of (2S,3R,4S,5S,6R)-2-((2R,4R)-2-azido-4-(benzyloxy)octadecyloxy)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)tetrahydro-2H-pyran

There total 7 articles about (2S,3R,4S,5S,6R)-2-((2R,4R)-2-azido-4-(benzyloxy)octadecyloxy)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)tetrahydro-2H-pyran 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:

: 53081-30-4
tetra-O-benzyl-α-D-galactosyl bromide

: 1309668-42-5
(2R,4R)-2-azido-4-(benzyloxy)octadecan-1-ol

: 1309668-43-6
(2S,3R,4S,5S,6R)-2-((2R,4R)-2-azido-4-(benzyloxy)octadecyloxy)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)tetrahydro-2H-pyran

Guidance literature:: With tetrabutylammomium bromide; tetramethylurea; In dichloromethane; at 20 ℃; for 192h; Inert atmosphere;
DOI:10.1021/ml2000802

Reference yield:

: 1233216-85-7
(2S,3S,4R)-2-azido-4-(benzyloxy)-1-(tert-butyldiphenylsilyloxy)octadecan-3-ol

: 1309668-43-6
(2S,3R,4S,5S,6R)-2-((2R,4R)-2-azido-4-(benzyloxy)octadecyloxy)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)tetrahydro-2H-pyran

Guidance literature:: Multi-step reaction with 5 steps

1: carbon tetrabromide; triphenylphosphine / dichloromethane / 24 h / Inert atmosphere

2: sodium tetrahydroborate; nickel dichloride / ethanol / 12 h / 20 °C / Inert atmosphere

3: tetrabutyl ammonium fluoride / tetrahydrofuran / 12 h / 20 °C / Inert atmosphere

4: copper(II) sulfate penta hydrate; triflic azide; potassium carbonate / methanol; dichloromethane; water / 12 h / Inert atmosphere

5: tetrabutylammomium bromide; tetramethylurea / dichloromethane / 192 h / 20 °C / Inert atmosphere

With sodium tetrahydroborate; copper(II) sulfate penta hydrate; carbon tetrabromide; triflic azide; tetrabutyl ammonium fluoride; tetrabutylammomium bromide; potassium carbonate; triphenylphosphine; tetramethylurea; nickel dichloride; In tetrahydrofuran; methanol; ethanol; dichloromethane; water;
DOI:10.1021/ml2000802

Reference yield:

: (2R,4R)-4-(benzyloxy)-1-(tert-butyldiphenylsilyloxy)octadecan-2-amine

: 1309668-43-6
(2S,3R,4S,5S,6R)-2-((2R,4R)-2-azido-4-(benzyloxy)octadecyloxy)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)tetrahydro-2H-pyran

Guidance literature:: Multi-step reaction with 3 steps

1: tetrabutyl ammonium fluoride / tetrahydrofuran / 12 h / 20 °C / Inert atmosphere

2: copper(II) sulfate penta hydrate; triflic azide; potassium carbonate / methanol; dichloromethane; water / 12 h / Inert atmosphere

3: tetrabutylammomium bromide; tetramethylurea / dichloromethane / 192 h / 20 °C / Inert atmosphere

With copper(II) sulfate penta hydrate; triflic azide; tetrabutyl ammonium fluoride; tetrabutylammomium bromide; potassium carbonate; tetramethylurea; In tetrahydrofuran; methanol; dichloromethane; water;
DOI:10.1021/ml2000802