benzyl 5-(1,4-diazido-1,4-dideoxy-D-ribotetritol-1-yl)-2-methylfuran-3-carboxylate

Base Information

Chemical Name:benzyl 5-(1,4-diazido-1,4-dideoxy-D-ribotetritol-1-yl)-2-methylfuran-3-carboxylate
CAS No.:1326718-72-2
Molecular Formula:C₁₇H₁₈N₆O₅
Molecular Weight:386.367
Hs Code.:

Synonyms:

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Chemical Property of benzyl 5-(1,4-diazido-1,4-dideoxy-D-ribotetritol-1-yl)-2-methylfuran-3-carboxylate

Chemical Property:

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Technology Process of benzyl 5-(1,4-diazido-1,4-dideoxy-D-ribotetritol-1-yl)-2-methylfuran-3-carboxylate

There total 7 articles about benzyl 5-(1,4-diazido-1,4-dideoxy-D-ribotetritol-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:

: C₂₄H₂₅N₃O₈S

: 1326718-72-2
benzyl 5-(1,4-diazido-1,4-dideoxy-D-ribotetritol-1-yl)-2-methylfuran-3-carboxylate

Guidance literature:: With tetrabutylammoniun azide; In tetrahydrofuran; at 60 ℃; for 2h; Inert atmosphere;
DOI:10.1055/s-0030-1260033

Reference yield:

: 50-99-7
D-glucose

: 1326718-72-2
benzyl 5-(1,4-diazido-1,4-dideoxy-D-ribotetritol-1-yl)-2-methylfuran-3-carboxylate

Guidance literature:: Multi-step reaction with 6 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 / 3 h / 25 °C / Inert atmosphere

3.1: thionyl chloride; triethylamine / dichloromethane / 0.5 h / 0 °C / Inert atmosphere

3.2: 24 h / 20 °C / Inert atmosphere

4.1: chlorotriisopropylsilane; trifluoroacetic acid / dichloromethane / 1 h / Inert atmosphere

5.1: pyridine / 3 h / -15 - 20 °C / Inert atmosphere

6.1: tetrabutylammoniun azide / tetrahydrofuran / 2 h / 60 °C / Inert atmosphere

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

Reference yield:

: 1326718-69-7
benzyl 2-methyl-5-(4-O-methoxytrityl-D-arabinotetritol-1-yl)furan-3-carboxylate

: 1326718-72-2
benzyl 5-(1,4-diazido-1,4-dideoxy-D-ribotetritol-1-yl)-2-methylfuran-3-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1.1: thionyl chloride; triethylamine / dichloromethane / 0.5 h / 0 °C / Inert atmosphere

1.2: 24 h / 20 °C / Inert atmosphere

2.1: chlorotriisopropylsilane; trifluoroacetic acid / dichloromethane / 1 h / Inert atmosphere

3.1: pyridine / 3 h / -15 - 20 °C / Inert atmosphere

4.1: tetrabutylammoniun azide / tetrahydrofuran / 2 h / 60 °C / Inert atmosphere

With pyridine; thionyl chloride; chlorotriisopropylsilane; tetrabutylammoniun azide; triethylamine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane;
DOI:10.1055/s-0030-1260033