1-((2R,3R,3aS,9aR)-3-{2-[1-(2-Fluoro-phenyl)-4-methoxy-piperidin-4-yloxy]-ethyl}-5,5,7,7-tetraisopropyl-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-2-yl)-4-hydroxy-1H-pyrimidin-2-one

Base Information

• Chemical Name: 1-((2R,3R,3aS,9aR)-3-{2-[1-(2-Fluoro-phenyl)-4-methoxy-piperidin-4-yloxy]-ethyl}-5,5,7,7-tetraisopropyl-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-2-yl)-4-hydroxy-1H-pyrimidin-2-one
• CAS No.: 171503-89-2
• Molecular Formula: C₃₅H₅₆FN₃O₈Si₂
• Molecular Weight: 722.014
• Mol file: 171503-89-2.mol

Synonyms:1-((2R,3R,3aS,9aR)-3-{2-[1-(2-Fluoro-phenyl)-4-methoxy-piperidin-4-yloxy]-ethyl}-5,5,7,7-tetraisopropyl-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-2-yl)-4-hydroxy-1H-pyrimidin-2-one

Chemical Property of 1-((2R,3R,3aS,9aR)-3-{2-[1-(2-Fluoro-phenyl)-4-methoxy-piperidin-4-yloxy]-ethyl}-5,5,7,7-tetraisopropyl-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-2-yl)-4-hydroxy-1H-pyrimidin-2-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-((2R,3R,3aS,9aR)-3-{2-[1-(2-Fluoro-phenyl)-4-methoxy-piperidin-4-yloxy]-ethyl}-5,5,7,7-tetraisopropyl-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-2-yl)-4-hydroxy-1H-pyrimidin-2-one

There total 5 articles about 1-((2R,3R,3aS,9aR)-3-{2-[1-(2-Fluoro-phenyl)-4-methoxy-piperidin-4-yloxy]-ethyl}-5,5,7,7-tetraisopropyl-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-2-yl)-4-hydroxy-1H-pyrimidin-2-one 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: 73.0%

1-(2-Fluorophenyl)-4-methoxy-1,2,5,6-tetrahydropyridine (115012-52-7) + 4-Hydroxy-1-[(2R,3R,3aS,9aR)-3-(2-hydroxy-ethyl)-5,5,7,7-tetraisopropyl-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-2-yl]-1H-pyrimidin-2-one (171503-88-1) → 1-((2R,3R,3aS,9aR)-3-{2-[1-(2-Fluoro-phenyl)-4-methoxy-piperidin-4-yloxy]-ethyl}-5,5,7,7-tetraisopropyl-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-2-yl)-4-hydroxy-1H-pyrimidin-2-one (171503-89-2)

Guidance literature:

With camphor-10-sulfonic acid; In dichloromethane; for 20h;

DOI:10.1021/jo9614607

Reference yield: 73.0%

1-(2-Fluorophenyl)-4-methoxy-1,2,5,6-tetrahydropyridine (115012-52-7) + 2'-deoxy-2'-α-C-(2-hydroxyethyl)-3',5'-O-(1,1,3,3-tetraisopropyldisiloxy)uridine (171503-88-1) → 1-((2R,3R,3aS,9aR)-3-{2-[1-(2-Fluoro-phenyl)-4-methoxy-piperidin-4-yloxy]-ethyl}-5,5,7,7-tetraisopropyl-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-2-yl)-1H-pyrimidine-2,4-dione (171503-89-2)

Guidance literature:

With camphor-10-sulfonic acid; In dichloromethane;

DOI:10.1016/0040-4039(95)01226-8

Reference yield:

1-((2R,3R,3aS,9aR)-3-Allyl-5,5,7,7-tetraisopropyl-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-2-yl)-4-hydroxy-1H-pyrimidin-2-one → 1-((2R,3R,3aS,9aR)-3-{2-[1-(2-Fluoro-phenyl)-4-methoxy-piperidin-4-yloxy]-ethyl}-5,5,7,7-tetraisopropyl-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-2-yl)-4-hydroxy-1H-pyrimidin-2-one (171503-89-2)

Guidance literature:

Multi-step reaction with 4 steps

1: 99.6 percent / N-methylmorpholine N-oxide, OsO₄ / acetone; H₂O / 1.5 h

2: NaIO₄ / dioxane; H₂O / 0.17 h

3: 100 percent / NaBH₄ / methanol / 0.33 h / 0 °C

4: 73 percent / camphor-10-sulfonic acid / CH₂Cl₂ / 20 h

With sodium tetrahydroborate; sodium periodate; osmium(VIII) oxide; camphor-10-sulfonic acid; 4-methylmorpholine N-oxide; In 1,4-dioxane; methanol; dichloromethane; water; acetone;

DOI:10.1021/jo9614607

upstream raw materials:

1-(2-Fluorophenyl)-4-methoxy-1,2,5,6-tetrahydropyridine

2'-deoxy-2'-α-C-(2-hydroxyethyl)-3',5'-O-(1,1,3,3-tetraisopropyldisiloxy)uridine

4-Hydroxy-1-[(2R,3R,3aS,9aR)-3-(2-hydroxy-ethyl)-5,5,7,7-tetraisopropyl-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-2-yl]-1H-pyrimidin-2-one

[(2R,3R,3aS,9aR)-2-(4-Hydroxy-2-oxo-2H-pyrimidin-1-yl)-5,5,7,7-tetraisopropyl-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-3-yl]-acetaldehyde

Downstream raw materials:

C₆₀H₆₆FN₆O₁₉P

C₆₀H₆₆FN₆O₁₈P

Diisopropyl-phosphoramidous acid (2R,3S,4R,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-{2-[1-(2-fluoro-phenyl)-4-methoxy-piperidin-4-yloxy]-ethyl}-5-(4-hydroxy-2-oxo-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester 2-cyano-ethyl ester

1-((2R,3R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-3-{2-[1-(2-fluoro-phenyl)-4-methoxy-piperidin-4-yloxy]-ethyl}-4-hydroxy-tetrahydro-furan-2-yl)-4-hydroxy-1H-pyrimidin-2-one