dimethyl 3-(1,3-dibenzyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)-1-hydroxy-3-oxopropylphosphonate

Base Information

• Chemical Name: dimethyl 3-(1,3-dibenzyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)-1-hydroxy-3-oxopropylphosphonate
• CAS No.: 934365-27-2
• Molecular Formula: C₂₃H₂₅N₂O₇P
• Molecular Weight: 472.434
• Mol file: 934365-27-2.mol

Synonyms:dimethyl 3-(1,3-dibenzyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)-1-hydroxy-3-oxopropylphosphonate

Chemical Property of dimethyl 3-(1,3-dibenzyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)-1-hydroxy-3-oxopropylphosphonate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of dimethyl 3-(1,3-dibenzyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)-1-hydroxy-3-oxopropylphosphonate

There total 7 articles about dimethyl 3-(1,3-dibenzyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)-1-hydroxy-3-oxopropylphosphonate 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: 65.0%

dimethyl 3-(1,3-dibenzyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)-3,3-ethylenedioxy-1-hydroxypropylphosphonate (934365-26-1) → dimethyl 3-(1,3-dibenzyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)-1-hydroxy-3-oxopropylphosphonate (934365-27-2)

Guidance literature:

With water; pyridinium p-toluenesulfonate; In acetone;

DOI:10.1016/j.bmcl.2006.12.009

Reference yield:

ethyl 3-(1,3-dibenzyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)-3,3-ethylenedioxypropionate (934365-25-0) → dimethyl 3-(1,3-dibenzyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)-1-hydroxy-3-oxopropylphosphonate (934365-27-2)

Guidance literature:

Multi-step reaction with 3 steps

1: diisobutylaluminum hydride / toluene / -78 °C

2: triethylamine / methanol

3: 65 percent / water / PTS / acetone

With water; diisobutylaluminium hydride; triethylamine; pyridinium p-toluenesulfonate; In methanol; acetone; toluene; 2: Pudovik reaction;

DOI:10.1016/j.bmcl.2006.12.009

Reference yield:

C23H22N2O5 (934365-24-9) → dimethyl 3-(1,3-dibenzyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)-1-hydroxy-3-oxopropylphosphonate (934365-27-2)

Guidance literature:

Multi-step reaction with 4 steps

1: CH(OEt)3 / PTS

2: diisobutylaluminum hydride / toluene / -78 °C

3: triethylamine / methanol

4: 65 percent / water / PTS / acetone

With water; diisobutylaluminium hydride; triethylamine; orthoformic acid triethyl ester; pyridinium p-toluenesulfonate; In methanol; acetone; toluene; 3: Pudovik reaction;

DOI:10.1016/j.bmcl.2006.12.009

upstream raw materials:

dimethyl 3-(1,3-dibenzyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)-3,3-ethylenedioxy-1-hydroxypropylphosphonate

C₂₃H₂₂N₂O₅

ethyl 3-(1,3-dibenzyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)-3,3-ethylenedioxypropionate

C₂₃H₂₂N₂O₅

Refernces

• 1、 -. "DIKETO ACIDS WITH NUCLEOBASE SCAFFOLDS: ANTI-HIV REPLICATION INHIBITORS TARGETED AT HIV INTEGRASE IN COMBINATION THERAPY". Page/Page column 76-77. . Retrieved 2008/06/13.