3-Benzyloxymethyl-5-methyl-1-((2R,3R,3aR,9aR)-5,5,7,7-tetraisopropyl-3-methoxy-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-2-yl)-1H-pyrimidine-2,4-dione

Base Information

• Chemical Name: 3-Benzyloxymethyl-5-methyl-1-((2R,3R,3aR,9aR)-5,5,7,7-tetraisopropyl-3-methoxy-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-2-yl)-1H-pyrimidine-2,4-dione
• CAS No.: 171762-67-7
• Molecular Formula: C₃₁H₅₀N₂O₈Si₂
• Molecular Weight: 634.918
• Mol file: 171762-67-7.mol

Synonyms:

Chemical Property of 3-Benzyloxymethyl-5-methyl-1-((2R,3R,3aR,9aR)-5,5,7,7-tetraisopropyl-3-methoxy-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-2-yl)-1H-pyrimidine-2,4-dione

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-Benzyloxymethyl-5-methyl-1-((2R,3R,3aR,9aR)-5,5,7,7-tetraisopropyl-3-methoxy-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-2-yl)-1H-pyrimidine-2,4-dione

There total 1 articles about 3-Benzyloxymethyl-5-methyl-1-((2R,3R,3aR,9aR)-5,5,7,7-tetraisopropyl-3-methoxy-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-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:

3-Benzyloxymethyl-1-((2R,3R,3aS,9aR)-3-hydroxy-5,5,7,7-tetraisopropyl-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-2-yl)-5-methyl-1H-pyrimidine-2,4-dione + methyl iodide (74-88-4) → 3-Benzyloxymethyl-5-methyl-1-((2R,3R,3aR,9aR)-5,5,7,7-tetraisopropyl-3-methoxy-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-2-yl)-1H-pyrimidine-2,4-dione (171762-67-7)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; at 0 ℃; for 2h;

DOI:10.1016/S0040-4039(99)00147-1

Reference yield:

3-Benzyloxymethyl-5-methyl-1-((2R,3R,3aR,9aR)-5,5,7,7-tetraisopropyl-3-methoxy-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-2-yl)-1H-pyrimidine-2,4-dione (171762-67-7) → 3-Benzyloxymethyl-1-((2R,3R,4R,5R)-4-hydroxy-5-hydroxymethyl-3-methoxy-tetrahydro-furan-2-yl)-5-methyl-1H-pyrimidine-2,4-dione (171762-68-8)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 ℃; for 3h; Yield given;

DOI:10.1016/S0040-4039(99)00147-1

Reference yield:

3-Benzyloxymethyl-5-methyl-1-((2R,3R,3aR,9aR)-5,5,7,7-tetraisopropyl-3-methoxy-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-2-yl)-1H-pyrimidine-2,4-dione (171762-67-7) → [(2S,3R,4R,5R)-2-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-methoxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl]-acetic acid pentafluorophenyl ester (221536-98-7)

Guidance literature:

Multi-step reaction with 9 steps

1: Bu₄NF / tetrahydrofuran / 3 h / 0 °C

2: 79 percent / DMAP, pyridine / 24 h / 50 °C

3: 99 percent / Dess-Martin periodinane / CH₂Cl₂ / 30 h / Ambient temperature

4: 70 percent / tetrahydrofuran / 14 h / 65 °C

5: 69 percent / conc.HCl(aq) / methanol / 36 h / 50 °C

6: 98 percent / H₂ / Pd-C (10 percent) / methanol / 24 h / 760 Torr / Ambient temperature

7: 95 percent / pyridine / CH₂Cl₂ / Ambient temperature

8: LiOH / methanol; H₂O / 6 h / Ambient temperature

9: 79 percent / pyridine / dimethylformamide / 1 h / Ambient temperature

With pyridine; hydrogenchloride; dmap; lithium hydroxide; tetrabutyl ammonium fluoride; hydrogen; Dess-Martin periodane; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(99)00147-1

upstream raw materials:

methyl iodide

Downstream raw materials:

3-Benzyloxymethyl-1-((2R,3R,4R,5R)-4-hydroxy-5-hydroxymethyl-3-methoxy-tetrahydro-furan-2-yl)-5-methyl-1H-pyrimidine-2,4-dione

[(2S,4R,5R)-5-(3-Benzyloxymethyl-5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-hydroxymethyl-4-methoxy-dihydro-furan-(3E)-ylidene]-acetic acid methyl ester

3-benzyloxymethyl-1-[5-(tert-butyl-diphenyl-silanyloxymethyl)-4-hydroxy-3-methoxy-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione

3-benzyloxymethyl-1-[5-(tert-butyl-diphenyl-silanyloxymethyl)-3-methoxy-4-oxo-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione