1-[3-hydroxy-4-(tetrahydro-pyran-2-yloxy)-5-trityloxymethyl-tetrahydroselenophen-2-yl]-1H-pyrimidine-2,4-dione

Base Information

• Chemical Name: 1-[3-hydroxy-4-(tetrahydro-pyran-2-yloxy)-5-trityloxymethyl-tetrahydroselenophen-2-yl]-1H-pyrimidine-2,4-dione
• CAS No.: 1187425-02-0
• Molecular Formula: C₃₃H₃₄N₂O₆Se
• Molecular Weight: 633.603
• Mol file: 1187425-02-0.mol

Synonyms:1-[3-hydroxy-4-(tetrahydro-pyran-2-yloxy)-5-trityloxymethyl-tetrahydroselenophen-2-yl]-1H-pyrimidine-2,4-dione

Chemical Property of 1-[3-hydroxy-4-(tetrahydro-pyran-2-yloxy)-5-trityloxymethyl-tetrahydroselenophen-2-yl]-1H-pyrimidine-2,4-dione

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-[3-hydroxy-4-(tetrahydro-pyran-2-yloxy)-5-trityloxymethyl-tetrahydroselenophen-2-yl]-1H-pyrimidine-2,4-dione

There total 17 articles about 1-[3-hydroxy-4-(tetrahydro-pyran-2-yloxy)-5-trityloxymethyl-tetrahydroselenophen-2-yl]-1H-pyrimidine-2,4-dione 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: 98.0%

1-(tetrahydro-pyran-2-yloxy)-2-trityloxymethyl-1,2,3a,8a-tetrahydro-8-oxa-3-selena-3b,7-diazacyclopenta[a]inden-6-one (1187425-00-8) → 1-[3-hydroxy-4-(tetrahydro-pyran-2-yloxy)-5-trityloxymethyl-tetrahydroselenophen-2-yl]-1H-pyrimidine-2,4-dione (1187425-02-0)

Guidance literature:

With water; sodium hydroxide; In acetonitrile; at 20 ℃; for 2h;

DOI:10.1021/jm900852b

Reference yield:

1-(2,2’-anhydro-4-seleno-β-D-ribofuranosyl)uracil (1620879-55-1) → 1-[3-hydroxy-4-(tetrahydro-pyran-2-yloxy)-5-trityloxymethyl-tetrahydroselenophen-2-yl]-1H-pyrimidine-2,4-dione (1187425-02-0)

Guidance literature:

Multi-step reaction with 3 steps

1: dmap; pyridine / 15 h / 20 - 55 °C

2: pyridinium p-toluenesulfonate / dichloromethane / 20 h / 0 - 20 °C

3: sodium hydroxide / acetonitrile / 2 h / 20 °C

With pyridine; dmap; pyridinium p-toluenesulfonate; sodium hydroxide; In dichloromethane; acetonitrile;

DOI:10.1016/j.ejmech.2014.06.031

Reference yield:

1-[2,2’-anhydro-3,5-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-4-seleno-β-D-ribofuranosyl]uracil (1620879-49-3) → 1-[3-hydroxy-4-(tetrahydro-pyran-2-yloxy)-5-trityloxymethyl-tetrahydroselenophen-2-yl]-1H-pyrimidine-2,4-dione (1187425-02-0)

Guidance literature:

Multi-step reaction with 4 steps

1: triethylamine; triethylamine tris(hydrogen fluoride) / tetrahydrofuran / 1.5 h / 0 - 20 °C

2: dmap; pyridine / 15 h / 20 - 55 °C

3: pyridinium p-toluenesulfonate / dichloromethane / 20 h / 0 - 20 °C

4: sodium hydroxide / acetonitrile / 2 h / 20 °C

With pyridine; dmap; pyridinium p-toluenesulfonate; triethylamine tris(hydrogen fluoride); triethylamine; sodium hydroxide; In tetrahydrofuran; dichloromethane; acetonitrile;

DOI:10.1016/j.ejmech.2014.06.031

upstream raw materials:

1-(tetrahydro-pyran-2-yloxy)-2-trityloxymethyl-1,2,3a,8a-tetrahydro-8-oxa-3-selena-3b,7-diazacyclopenta[a]inden-6-one

1-[2,2’-anhydro-3,5-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-4-seleno-β-D-ribofuranosyl]uracil

1-(2,2’-anhydro-4-seleno-β-D-ribofuranosyl)uracil

1-hydroxy-2-trityloxymethyl-1,2,3a,8a-tetrahydro-8-oxa-3-selena-3b,7-diazacyclopenta[a]inden-6-one

Downstream raw materials:

1-hydroxy-2-trityloxymethyl-1,2,3a,8a-tetrahydro-8-oxa-3-selena-3b,7-diazacyclopenta[a]inden-6-one

1-[3-fluoro-4-(tetrahydro-pyran-2-yloxy)-5-trityloxymethyl-tetrahydroselenophen-2-yl]-1H-pyrimidine-2,4-dione

C₃₉H₄₈N₂O₆SeSi