1-{(2R,3R,4R,5R)-4-Hydroxy-5-hydroxymethyl-3-[2,2,2-trichloro-1,1-bis-(4-methoxy-phenyl)-ethoxy]-tetrahydro-furan-2-yl}-1H-pyrimidine-2,4-dione

Base Information

• Chemical Name: 1-{(2R,3R,4R,5R)-4-Hydroxy-5-hydroxymethyl-3-[2,2,2-trichloro-1,1-bis-(4-methoxy-phenyl)-ethoxy]-tetrahydro-furan-2-yl}-1H-pyrimidine-2,4-dione
• CAS No.: 174870-96-3
• Molecular Formula: C₂₅H₂₅Cl₃N₂O₈
• Molecular Weight: 587.841
• Mol file: 174870-96-3.mol

Synonyms:1-{(2R,3R,4R,5R)-4-Hydroxy-5-hydroxymethyl-3-[2,2,2-trichloro-1,1-bis-(4-methoxy-phenyl)-ethoxy]-tetrahydro-furan-2-yl}-1H-pyrimidine-2,4-dione

Chemical Property of 1-{(2R,3R,4R,5R)-4-Hydroxy-5-hydroxymethyl-3-[2,2,2-trichloro-1,1-bis-(4-methoxy-phenyl)-ethoxy]-tetrahydro-furan-2-yl}-1H-pyrimidine-2,4-dione

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-{(2R,3R,4R,5R)-4-Hydroxy-5-hydroxymethyl-3-[2,2,2-trichloro-1,1-bis-(4-methoxy-phenyl)-ethoxy]-tetrahydro-furan-2-yl}-1H-pyrimidine-2,4-dione

There total 3 articles about 1-{(2R,3R,4R,5R)-4-Hydroxy-5-hydroxymethyl-3-[2,2,2-trichloro-1,1-bis-(4-methoxy-phenyl)-ethoxy]-tetrahydro-furan-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: 86.0%

1-{(2R,3R,3aR,9aR)-5,5,7,7-Tetraisopropyl-3-[2,2,2-trichloro-1,1-bis-(4-methoxy-phenyl)-ethoxy]-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-2-yl}-1H-pyrimidine-2,4-dione (174870-95-2) → 1-{(2R,3R,4R,5R)-4-Hydroxy-5-hydroxymethyl-3-[2,2,2-trichloro-1,1-bis-(4-methoxy-phenyl)-ethoxy]-tetrahydro-furan-2-yl}-1H-pyrimidine-2,4-dione (174870-96-3)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; for 168h;

DOI:10.1016/0040-4020(95)00981-7

Reference yield:

uridine (58-96-8) → 1-{(2R,3R,4R,5R)-4-Hydroxy-5-hydroxymethyl-3-[2,2,2-trichloro-1,1-bis-(4-methoxy-phenyl)-ethoxy]-tetrahydro-furan-2-yl}-1H-pyrimidine-2,4-dione (174870-96-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 89 percent / pyridine / 16 h / Ambient temperature

2: 61 percent / 3A molecular sieves, collidine, silver p-toluenesulfonate / toluene / 120 h

3: 86 percent / n-tetrabutylammonium fluoride / tetrahydrofuran / 168 h

With pyridine; 2,3,5-trimethyl-pyridine; 3 A molecular sieve; tetrabutyl ammonium fluoride; silver(I) 4-methylbenzenesulfonate; In tetrahydrofuran; toluene;

DOI:10.1016/0040-4020(95)00981-7

Reference yield:

3',5'-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)uridine (69304-38-7) → 1-{(2R,3R,4R,5R)-4-Hydroxy-5-hydroxymethyl-3-[2,2,2-trichloro-1,1-bis-(4-methoxy-phenyl)-ethoxy]-tetrahydro-furan-2-yl}-1H-pyrimidine-2,4-dione (174870-96-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 61 percent / 3A molecular sieves, collidine, silver p-toluenesulfonate / toluene / 120 h

2: 86 percent / n-tetrabutylammonium fluoride / tetrahydrofuran / 168 h

With 2,3,5-trimethyl-pyridine; 3 A molecular sieve; tetrabutyl ammonium fluoride; silver(I) 4-methylbenzenesulfonate; In tetrahydrofuran; toluene;

DOI:10.1016/0040-4020(95)00981-7

upstream raw materials:

1-{(2R,3R,3aR,9aR)-5,5,7,7-Tetraisopropyl-3-[2,2,2-trichloro-1,1-bis-(4-methoxy-phenyl)-ethoxy]-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-2-yl}-1H-pyrimidine-2,4-dione

uridine

3',5'-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)uridine

Downstream raw materials:

1-{(2R,3R,4R,5R)-4-Hydroxy-5-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-3-[2,2,2-trichloro-1,1-bis-(4-methoxy-phenyl)-ethoxy]-tetrahydro-furan-2-yl}-1H-pyrimidine-2,4-dione

Diisopropyl-phosphoramidous acid 2-cyano-ethyl ester (2R,3R,4R,5R)-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-4-[2,2,2-trichloro-1,1-bis-(4-methoxy-phenyl)-ethoxy]-tetrahydro-furan-3-yl ester