1-{(2R,4S,5R)-4-(tert-Butyl-dimethyl-silanyloxy)-5-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-tetrahydro-furan-2-yl}-5-methyl-1H-pyrimidine-2,4-dione

Base Information

• Chemical Name: 1-{(2R,4S,5R)-4-(tert-Butyl-dimethyl-silanyloxy)-5-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-tetrahydro-furan-2-yl}-5-methyl-1H-pyrimidine-2,4-dione
• CAS No.: 64722-98-1
• Molecular Formula: C₃₆H₄₄N₂O₆Si
• Molecular Weight: 628.841
• Mol file: 64722-98-1.mol

Synonyms:1-{(2R,4S,5R)-4-(tert-Butyl-dimethyl-silanyloxy)-5-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-tetrahydro-furan-2-yl}-5-methyl-1H-pyrimidine-2,4-dione

Chemical Property of 1-{(2R,4S,5R)-4-(tert-Butyl-dimethyl-silanyloxy)-5-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-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,4S,5R)-4-(tert-Butyl-dimethyl-silanyloxy)-5-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-tetrahydro-furan-2-yl}-5-methyl-1H-pyrimidine-2,4-dione

There total 2 articles about 1-{(2R,4S,5R)-4-(tert-Butyl-dimethyl-silanyloxy)-5-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-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: 97.0%

3-{(2R,4S,5R)-4-(tert-Butyl-dimethyl-silanyloxy)-5-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-tetrahydro-furan-2-yl}-5-methyl-2,6-dioxo-3,6-dihydro-2H-pyrimidine-1-carboxylic acid allyl ester (102423-14-3) → 1-{(2R,4S,5R)-4-(tert-Butyl-dimethyl-silanyloxy)-5-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-tetrahydro-furan-2-yl}-5-methyl-1H-pyrimidine-2,4-dione (64722-98-1)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; N-butylamine; triphenylphosphine; In tetrahydrofuran; at 20 - 25 ℃; for 0.0833333h;

DOI:10.1021/jo00362a052

Reference yield:

tert-butyldimethylsilyl chloride (18162-48-6) + 5'-O-(4-monomethoxytrityl)-2'-deoxythymidine (42926-80-7) → 1-{(2R,4S,5R)-4-(tert-Butyl-dimethyl-silanyloxy)-5-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-tetrahydro-furan-2-yl}-5-methyl-1H-pyrimidine-2,4-dione (64722-98-1)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide; for 3h; Ambient temperature;

DOI:10.1021/jm00171a039

Reference yield: 95.0%

2,4,6-triisopropylphenylsulfonyl chloride (6553-96-4) + 1-{(2R,4S,5R)-4-(tert-Butyl-dimethyl-silanyloxy)-5-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-tetrahydro-furan-2-yl}-5-methyl-1H-pyrimidine-2,4-dione (64722-98-1) → 2,4,6-Triisopropyl-benzenesulfonic acid 1-{(2R,4S,5R)-4-(tert-butyl-dimethyl-silanyloxy)-5-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-tetrahydro-furan-2-yl}-5-methyl-2-oxo-1,2-dihydro-pyrimidin-4-yl ester (203259-00-1)

Guidance literature:

With sodium hydride; In tetrahydrofuran; at 25 ℃; for 12h;

DOI:10.1016/S0040-4039(97)10627-X

upstream raw materials:

tert-butyldimethylsilyl chloride

5'-O-(4-monomethoxytrityl)-2'-deoxythymidine

3-{(2R,4S,5R)-4-(tert-Butyl-dimethyl-silanyloxy)-5-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-tetrahydro-furan-2-yl}-5-methyl-2,6-dioxo-3,6-dihydro-2H-pyrimidine-1-carboxylic acid allyl ester

Downstream raw materials:

3-{(2R,4S,5R)-4-(tert-Butyl-dimethyl-silanyloxy)-5-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-tetrahydro-furan-2-yl}-5-methyl-2,6-dioxo-3,6-dihydro-2H-pyrimidine-1-carboxylic acid allyl ester

2,4,6-Triisopropyl-benzenesulfonic acid 1-{(2R,4S,5R)-4-(tert-butyl-dimethyl-silanyloxy)-5-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-tetrahydro-furan-2-yl}-5-methyl-2-oxo-1,2-dihydro-pyrimidin-4-yl ester

N-(1-{(2R,4S,5R)-4-Hydroxy-5-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-tetrahydro-furan-2-yl}-5-methyl-2-oxo-1,2-dihydro-pyrimidin-4-yl)-N'-isobutyryl-guanidine

N-(1-{(2R,4S,5R)-4-(tert-Butyl-dimethyl-silanyloxy)-5-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-tetrahydro-furan-2-yl}-5-methyl-2-oxo-1,2-dihydro-pyrimidin-4-yl)-guanidine