1-{(2R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-pyren-1-yl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-5-methyl-1H-pyrimidine-2,4-dione

Base Information

• Chemical Name: 1-{(2R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-pyren-1-yl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-5-methyl-1H-pyrimidine-2,4-dione
• CAS No.: 114591-62-7
• Molecular Formula: C₄₁H₃₆N₂O₇
• Molecular Weight: 668.746
• Mol file: 114591-62-7.mol

Synonyms:1-{(2R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-pyren-1-yl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-5-methyl-1H-pyrimidine-2,4-dione

Chemical Property of 1-{(2R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-pyren-1-yl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-5-methyl-1H-pyrimidine-2,4-dione

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-{(2R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-pyren-1-yl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-5-methyl-1H-pyrimidine-2,4-dione

There total 4 articles about 1-{(2R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-pyren-1-yl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-5-methyl-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: 67.0%

1,1-bis-(4-methoxyphenyl)-1'-pyrenyl-methyl-chloride (114601-67-1) + thymidine (50-89-5,28854-96-8,3545-96-8,50-88-4) → 1-{(2R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-pyren-1-yl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-5-methyl-1H-pyrimidine-2,4-dione (114591-62-7)

Guidance literature:

In pyridine; at 0 ℃; for 1h;

DOI:10.1016/S0040-4039(00)95616-8

Reference yield:

pyrene-1-aldehyde (3029-19-4) → 1-{(2R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-pyren-1-yl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-5-methyl-1H-pyrimidine-2,4-dione (114591-62-7)

Guidance literature:

Multi-step reaction with 4 steps

1: KCN, MnO₂

3: 76 percent / acetyl chloride / cyclohexane / 0.17 h / Heating

4: 67 percent / pyridine / 1 h / 0 °C

With potassium cyanide; manganese(IV) oxide; acetyl chloride; In pyridine; cyclohexane;

DOI:10.1016/S0040-4039(00)95616-8

Reference yield:

1-pyrenecarboxylic acid methyl ester (6145-35-3) → 1-{(2R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-pyren-1-yl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-5-methyl-1H-pyrimidine-2,4-dione (114591-62-7)

Guidance literature:

Multi-step reaction with 3 steps

2: 76 percent / acetyl chloride / cyclohexane / 0.17 h / Heating

3: 67 percent / pyridine / 1 h / 0 °C

With acetyl chloride; In pyridine; cyclohexane;

DOI:10.1016/S0040-4039(00)95616-8

upstream raw materials:

1,1-bis-(4-methoxyphenyl)-1'-pyrenyl-methyl-chloride

thymidine

pyrene-1-aldehyde

1-pyrenecarboxylic acid methyl ester

Downstream raw materials:

Diisopropyl-phosphoramidous acid (2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-pyren-1-yl-methoxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester methyl ester

C₄₈H₅₂N₃O₇P

5'-dimethoxytritylthymidine-3'-diisopropylaminomethylphosphonoamidite