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

Base Information

• Chemical Name: 1-{(2S,4S,5R)-2-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl}-5-methyl-1H-pyrimidine-2,4-dione
• CAS No.: 153184-86-2
• Molecular Formula: C₃₂H₃₄N₂O₈
• Molecular Weight: 574.631
• Mol file: 153184-86-2.mol

Synonyms:

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

There total 1 articles about 1-{(2S,4S,5R)-2-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-5-hydroxymethyl-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: 16.0%

4,4'-dimethoxytrityl chloride (40615-36-9) + 3'-deoxy-β-D-psicothymidine (153184-84-0) → 1-{(2S,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-2-hydroxymethyl-tetrahydro-furan-2-yl}-5-methyl-1H-pyrimidine-2,4-dione (153184-85-1) + 1-{(2S,4S,5R)-2-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl}-5-methyl-1H-pyrimidine-2,4-dione (153184-86-2)

Guidance literature:

With pyridine;

DOI:10.1016/0040-4039(93)85064-4

Reference yield: 32.6%

levulinic anhydride (40608-06-8) + 1-{(2S,4S,5R)-2-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl}-5-methyl-1H-pyrimidine-2,4-dione (153184-86-2) → 4-Oxo-pentanoic acid (2R,3S,5S)-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-3-hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl ester (153184-88-4)

Guidance literature:

With pyridine; In 1,4-dioxane;

DOI:10.1016/0040-4039(93)85064-4

Reference yield:

1-{(2S,4S,5R)-2-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl}-5-methyl-1H-pyrimidine-2,4-dione (153184-86-2) → 4-Oxo-pentanoic acid (2R,3S,5S)-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-3-[(2-cyano-ethoxy)-diisopropylamino-phosphanyloxy]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl ester (153214-48-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 32.6 percent / pyridine / dioxane

2: 1H-tetrazole / acetonitrile

With pyridine; 1H-tetrazole; In 1,4-dioxane; acetonitrile;

DOI:10.1016/0040-4039(93)85064-4

upstream raw materials:

4,4'-dimethoxytrityl chloride

3'-deoxy-β-D-psicothymidine

Downstream raw materials:

4-Oxo-pentanoic acid (2R,3S,5S)-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-3-hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl ester

4-Oxo-pentanoic acid (2R,3S,5S)-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-3-[(2-cyano-ethoxy)-diisopropylamino-phosphanyloxy]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl ester