3-(2'-deoxy-β-D-ribofuranosyl)-6-(4-hydroxyphenyl)-2,3-dihydrofuro[2,3-d]pyrimidin-2(3H)-one

Base Information

• Chemical Name: 3-(2'-deoxy-β-D-ribofuranosyl)-6-(4-hydroxyphenyl)-2,3-dihydrofuro[2,3-d]pyrimidin-2(3H)-one
• CAS No.: 1002760-28-2
• Molecular Formula: C₁₇H₁₆N₂O₆
• Molecular Weight: 344.324

Synonyms:3-(2'-deoxy-β-D-ribofuranosyl)-6-(4-hydroxyphenyl)-2,3-dihydrofuro[2,3-d]pyrimidin-2(3H)-one

Chemical Property of 3-(2'-deoxy-β-D-ribofuranosyl)-6-(4-hydroxyphenyl)-2,3-dihydrofuro[2,3-d]pyrimidin-2(3H)-one

Chemical Property:

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Technology Process of 3-(2'-deoxy-β-D-ribofuranosyl)-6-(4-hydroxyphenyl)-2,3-dihydrofuro[2,3-d]pyrimidin-2(3H)-one

There total 2 articles about 3-(2'-deoxy-β-D-ribofuranosyl)-6-(4-hydroxyphenyl)-2,3-dihydrofuro[2,3-d]pyrimidin-2(3H)-one 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: 73.0%

3-(2'-deoxy-β-D-ribofuranosyl)-6-(4-tert-butyldimethylsilyloxyphenyl)-2,3-dihydrofuro[2,3-d]pyrimidin-2(3H)-one (1002760-33-9) → 3-(2'-deoxy-β-D-ribofuranosyl)-6-(4-hydroxyphenyl)-2,3-dihydrofuro[2,3-d]pyrimidin-2(3H)-one (1002760-28-2)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 1h;

DOI:10.1021/jm700971p

Reference yield:

p-Iodophenol (540-38-5) + 2'-deoxy-5-ethynyluridine (61135-33-9) → 3-(2'-deoxy-β-D-ribofuranosyl)-6-(4-hydroxyphenyl)-2,3-dihydrofuro[2,3-d]pyrimidin-2(3H)-one (1002760-28-2) + C23H20N2O7

Guidance literature:

DOI:10.1021/jm700971p

Reference yield: 77.0%

3-(2'-deoxy-β-D-ribofuranosyl)-6-(4-hydroxyphenyl)-2,3-dihydrofuro[2,3-d]pyrimidin-2(3H)-one (1002760-28-2) + 6-fluorohexyl-4-methylbenzenesulfonate (295321-74-3) → 3-(2'-deoxy-β-D-ribofuranosyl)-6-(4-(6-fluorohexyloxy)phenyl)-2,3-dihydrofuro[2,3-d]pyrimidin-2(3H)-one (1002760-31-7)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 70 ℃; for 2h;

DOI:10.1021/jm700971p

upstream raw materials:

3-(2'-deoxy-β-D-ribofuranosyl)-6-(4-tert-butyldimethylsilyloxyphenyl)-2,3-dihydrofuro[2,3-d]pyrimidin-2(3H)-one

p-Iodophenol

2'-deoxy-5-ethynyluridine

Downstream raw materials:

C₁₇⁽¹¹⁾CH₁₈N₂O₆

3-(2'-deoxy-β-D-ribofuranosyl)-6-(4-(2-fluoroethoxy)phenyl)-2,3-dihydrofuro[2,3-d]pyrimidin-2(3H)-one

C₁₉H₁₉⁽¹⁸⁾FN₂O₆

3-(2'-deoxy-β-D-ribofuranosyl)-6-(4-(6-fluorohexyloxy)phenyl)-2,3-dihydrofuro[2,3-d]pyrimidin-2(3H)-one

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