2-Azidomethyl-N-[1-((2R,4S,5R)-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-2-oxo-1,2-dihydro-pyrimidin-4-yl]-benzamide

Base Information

Chemical Name:2-Azidomethyl-N-[1-((2R,4S,5R)-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-2-oxo-1,2-dihydro-pyrimidin-4-yl]-benzamide
CAS No.:289712-62-5
Molecular Formula:C₁₇H₁₈N₆O₅
Molecular Weight:386.367
Hs Code.:

Synonyms:2-Azidomethyl-N-[1-((2R,4S,5R)-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-2-oxo-1,2-dihydro-pyrimidin-4-yl]-benzamide

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Chemical Property of 2-Azidomethyl-N-[1-((2R,4S,5R)-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-2-oxo-1,2-dihydro-pyrimidin-4-yl]-benzamide

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Technology Process of 2-Azidomethyl-N-[1-((2R,4S,5R)-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-2-oxo-1,2-dihydro-pyrimidin-4-yl]-benzamide

There total 5 articles about 2-Azidomethyl-N-[1-((2R,4S,5R)-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-2-oxo-1,2-dihydro-pyrimidin-4-yl]-benzamide 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: 80.0%

: 75-77-4
chloro-trimethyl-silane

: 951-77-9
2'-Deoxycytidine

: 289712-58-9
2-(azidomethyl)benzoyl chloride

: 289712-62-5
2-Azidomethyl-N-[1-((2R,4S,5R)-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-2-oxo-1,2-dihydro-pyrimidin-4-yl]-benzamide

Guidance literature:: chloro-trimethyl-silane; 2'-Deoxycytidine; With pyridine; at 0 ℃; for 1h;

2-(azidomethyl)benzoyl chloride; With pyridine; at 20 ℃; for 3h;
DOI:10.1134/S1068162010050110

Reference yield:

: 2417-73-4
methyl 2-bromomethylbenzoate

: 289712-62-5
2-Azidomethyl-N-[1-((2R,4S,5R)-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-2-oxo-1,2-dihydro-pyrimidin-4-yl]-benzamide

Guidance literature:: Multi-step reaction with 4 steps

1: tetramethylguanidium azide / methanol; CCl₄ / 1.5 h / Heating

2: NaOH / methanol / 0.5 h / 20 °C

3: 100 percent / SOCl₂ / 1 h / Heating

4: pyridine / 3 h / 20 °C

With pyridine; sodium hydroxide; thionyl chloride; N,N,N′,N′-tetramethylguanidinium azide; In methanol; tetrachloromethane;
DOI:10.1016/S0040-4039(00)02183-3

Reference yield:

: 89-71-4
2-Methyl-benzoic acid methyl ester

: 289712-62-5
2-Azidomethyl-N-[1-((2R,4S,5R)-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-2-oxo-1,2-dihydro-pyrimidin-4-yl]-benzamide

Guidance literature:: Multi-step reaction with 5 steps

1: NBS; (BzO)2 / CCl₄ / 1 h / Heating

2: tetramethylguanidium azide / methanol; CCl₄ / 1.5 h / Heating

3: NaOH / methanol / 0.5 h / 20 °C

4: 100 percent / SOCl₂ / 1 h / Heating

5: pyridine / 3 h / 20 °C

With pyridine; sodium hydroxide; N-Bromosuccinimide; thionyl chloride; N,N,N′,N′-tetramethylguanidinium azide; dibenzoyl peroxide; In methanol; tetrachloromethane;
DOI:10.1016/S0040-4039(00)02183-3