ethyl 5-[1-azido-1-deoxy-4-O-(p-methoxytrityl)-D-ribo-tetritol-1-yl]-2-methylfuran-3-carboxylate

Base Information

Chemical Name:ethyl 5-[1-azido-1-deoxy-4-O-(p-methoxytrityl)-D-ribo-tetritol-1-yl]-2-methylfuran-3-carboxylate
CAS No.:1048667-28-2
Molecular Formula:C₃₂H₃₃N₃O₇
Molecular Weight:571.63
Hs Code.:

Synonyms:ethyl 5-[1-azido-1-deoxy-4-O-(p-methoxytrityl)-D-ribo-tetritol-1-yl]-2-methylfuran-3-carboxylate

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Chemical Property of ethyl 5-[1-azido-1-deoxy-4-O-(p-methoxytrityl)-D-ribo-tetritol-1-yl]-2-methylfuran-3-carboxylate

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Technology Process of ethyl 5-[1-azido-1-deoxy-4-O-(p-methoxytrityl)-D-ribo-tetritol-1-yl]-2-methylfuran-3-carboxylate

There total 4 articles about ethyl 5-[1-azido-1-deoxy-4-O-(p-methoxytrityl)-D-ribo-tetritol-1-yl]-2-methylfuran-3-carboxylate 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: 76.0%

: 1048667-25-9
ethyl 5-[4-O-(p-methoxytrityl)-D-arabino-tetritol-1-yl]-2-methylfuran-3-carboxylate

: 1048667-28-2
ethyl 5-[1-azido-1-deoxy-4-O-(p-methoxytrityl)-D-ribo-tetritol-1-yl]-2-methylfuran-3-carboxylate

Guidance literature:: ethyl 5-[4-O-(p-methoxytrityl)-D-arabino-tetritol-1-yl]-2-methylfuran-3-carboxylate; With thionyl chloride; triethylamine; In dichloromethane; at 0 ℃; for 0.5h;

With trimethylsilylazide; tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 72h;
DOI:10.1002/ejoc.200800199

Reference yield:

: 50-99-7
D-glucose

: 1048667-28-2
ethyl 5-[1-azido-1-deoxy-4-O-(p-methoxytrityl)-D-ribo-tetritol-1-yl]-2-methylfuran-3-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1.1: cerium(III) chloride heptahydrate; silica gel; sodium iodide / acetonitrile / 1 h / Inert atmosphere

1.2: 216 h / 50 °C / Inert atmosphere; neat (no solvent)

2.1: pyridine / Inert atmosphere

3.1: thionyl chloride; triethylamine / dichloromethane / 0 °C / Inert atmosphere

3.2: 24 h / 20 °C / Inert atmosphere

With pyridine; thionyl chloride; cerium(III) chloride heptahydrate; silica gel; triethylamine; sodium iodide; In dichloromethane; acetonitrile;
DOI:10.1055/s-0030-1260033

Reference yield:

: 141-97-9
ethyl acetoacetate

: 1048667-28-2
ethyl 5-[1-azido-1-deoxy-4-O-(p-methoxytrityl)-D-ribo-tetritol-1-yl]-2-methylfuran-3-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1.1: cerium(III) chloride heptahydrate; silica gel; sodium iodide / acetonitrile / 1 h / Inert atmosphere

1.2: 216 h / 50 °C / Inert atmosphere; neat (no solvent)

2.1: pyridine / Inert atmosphere

3.1: thionyl chloride; triethylamine / dichloromethane / 0 °C / Inert atmosphere

3.2: 24 h / 20 °C / Inert atmosphere

With pyridine; thionyl chloride; cerium(III) chloride heptahydrate; silica gel; triethylamine; sodium iodide; In dichloromethane; acetonitrile;
DOI:10.1055/s-0030-1260033