1-[(2R,3R,4R,5R)-4-Allyl-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-3-(tert-butyl-dimethyl-silanyloxy)-4-hydroxy-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione

Base Information

• Chemical Name: 1-[(2R,3R,4R,5R)-4-Allyl-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-3-(tert-butyl-dimethyl-silanyloxy)-4-hydroxy-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione
• CAS No.: 200119-06-8
• Molecular Formula: C₄₀H₅₀N₂O₈Si
• Molecular Weight: 714.931
• Mol file: 200119-06-8.mol

Synonyms:

Chemical Property of 1-[(2R,3R,4R,5R)-4-Allyl-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-3-(tert-butyl-dimethyl-silanyloxy)-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,3R,4R,5R)-4-Allyl-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-3-(tert-butyl-dimethyl-silanyloxy)-4-hydroxy-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione

There total 4 articles about 1-[(2R,3R,4R,5R)-4-Allyl-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-3-(tert-butyl-dimethyl-silanyloxy)-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: 82.0%

tert-butyldimethylsilyl chloride (18162-48-6) + 1-[3-C-allyl-5-O-(4,4'-dimethoxytrityl)-β-D-ribofuranosyl]thymine (200119-05-7) → 1-[(2R,3R,4R,5R)-4-Allyl-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-3-(tert-butyl-dimethyl-silanyloxy)-4-hydroxy-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione (200119-06-8)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide; for 72h; Ambient temperature;

DOI:10.1039/a703173d

Reference yield:

4,4'-dimethoxytrityl chloride (40615-36-9) → 1-[(2R,3R,4R,5R)-4-Allyl-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-3-(tert-butyl-dimethyl-silanyloxy)-4-hydroxy-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione (200119-06-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 82 percent / pyridine / 16 h / Ambient temperature

2: 82 percent / imidazole / dimethylformamide / 72 h / Ambient temperature

With pyridine; 1H-imidazole; In N,N-dimethyl-formamide;

DOI:10.1039/a703173d

Reference yield:

1-(3-C-allyl-3,5-di-O-benzyl-β-D-ribo-pentofuranosyl)thymine (191163-49-2) → 1-[(2R,3R,4R,5R)-4-Allyl-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-3-(tert-butyl-dimethyl-silanyloxy)-4-hydroxy-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione (200119-06-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 73 percent / BCl₃ / CH₂Cl₂; hexane / 5.5 h / -78 °C

2: 82 percent / pyridine / 16 h / Ambient temperature

3: 82 percent / imidazole / dimethylformamide / 72 h / Ambient temperature

With pyridine; 1H-imidazole; boron trichloride; In hexane; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1039/a703173d

upstream raw materials:

tert-butyldimethylsilyl chloride

1-[3-C-allyl-5-O-(4,4'-dimethoxytrityl)-β-D-ribofuranosyl]thymine

4,4'-dimethoxytrityl chloride

1-(3-C-allyl-3,5-di-O-benzyl-β-D-ribo-pentofuranosyl)thymine