2,4(1H,3H)-Pyrimidinedione, 1-[(2R,4S,5R)-5-[2-(benzoyloxy)ethyl]-4-[[[2-[(2R,3R,5R)-5-(3,4-dihydro -5-methyl-2,4-dioxo-1(2H)-pyrimidinyl)-3-[[[(1,1-dimethylethyl)diphenylsil yl]oxy]methyl]tetrahydro-2-furanyl]ethyl]thio]methyl]tetrahydro-2-furanyl]-5 -methyl-

Base Information

• Chemical Name: 2,4(1H,3H)-Pyrimidinedione, 1-[(2R,4S,5R)-5-[2-(benzoyloxy)ethyl]-4-[[[2-[(2R,3R,5R)-5-(3,4-dihydro -5-methyl-2,4-dioxo-1(2H)-pyrimidinyl)-3-[[[(1,1-dimethylethyl)diphenylsil yl]oxy]methyl]tetrahydro-2-furanyl]ethyl]thio]methyl]tetrahydro-2-furanyl]-5 -methyl-
• CAS No.: 664329-36-6
• Molecular Formula: C47H56N4O9SSi
• Molecular Weight: 881.135
• Mol file: 664329-36-6.mol

Synonyms:

Chemical Property of 2,4(1H,3H)-Pyrimidinedione, 1-[(2R,4S,5R)-5-[2-(benzoyloxy)ethyl]-4-[[[2-[(2R,3R,5R)-5-(3,4-dihydro -5-methyl-2,4-dioxo-1(2H)-pyrimidinyl)-3-[[[(1,1-dimethylethyl)diphenylsil yl]oxy]methyl]tetrahydro-2-furanyl]ethyl]thio]methyl]tetrahydro-2-furanyl]-5 -methyl-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,4(1H,3H)-Pyrimidinedione, 1-[(2R,4S,5R)-5-[2-(benzoyloxy)ethyl]-4-[[[2-[(2R,3R,5R)-5-(3,4-dihydro -5-methyl-2,4-dioxo-1(2H)-pyrimidinyl)-3-[[[(1,1-dimethylethyl)diphenylsil yl]oxy]methyl]tetrahydro-2-furanyl]ethyl]thio]methyl]tetrahydro-2-furanyl]-5 -methyl-

There total 2 articles about 2,4(1H,3H)-Pyrimidinedione, 1-[(2R,4S,5R)-5-[2-(benzoyloxy)ethyl]-4-[[[2-[(2R,3R,5R)-5-(3,4-dihydro -5-methyl-2,4-dioxo-1(2H)-pyrimidinyl)-3-[[[(1,1-dimethylethyl)diphenylsil yl]oxy]methyl]tetrahydro-2-furanyl]ethyl]thio]methyl]tetrahydro-2-furanyl]-5 -methyl- 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: 99.0%

1-[6'-O-benzoyl-2',3',5'-trideoxy-3'-(mercaptomethyl)-β-D-erythro-hexofuranosyl]thymine (651020-50-7) + 1-[6'-bromo-3'-[[[(tert-butyl)diphenylsilyl]oxy]methyl]-2',3',5',6'-tetradeoxy-β-D-erythro-hexofuranosyl]thymine (651020-38-1) → benzoic acid 2-[3-{2-[3-(tert-butyl-diphenyl-silanyloxymethyl)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-yl]-ethylsulfanylmethyl}-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-yl]-ethyl ester (664329-36-6)

Guidance literature:

With caesium carbonate; In N,N-dimethyl-formamide; at 50 ℃; for 4h;

DOI:10.1002/hlca.200390244

Reference yield:

1-[3'-[[[(tert-butyl)diphenylsilyl]oxy]methyl]-2',3',5'-trideoxy-β-D-erythro-hexofuranosyl]thymine (651020-33-6) → benzoic acid 2-[3-{2-[3-(tert-butyl-diphenyl-silanyloxymethyl)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-yl]-ethylsulfanylmethyl}-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-yl]-ethyl ester (664329-36-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 97 percent / PPh₃; CBr₄ / 1,2-dichloro-ethane; acetonitrile / 1.5 h / 20 °C

2: 99 percent / Cs₂CO₃ / dimethylformamide / 4 h / 50 °C

With carbon tetrabromide; caesium carbonate; triphenylphosphine; In 1,2-dichloro-ethane; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1002/hlca.200390244

Reference yield:

benzoic acid 2-[3-{2-[3-(tert-butyl-diphenyl-silanyloxymethyl)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-yl]-ethylsulfanylmethyl}-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-yl]-ethyl ester (664329-36-6) → C47H56N4O10SSi

Guidance literature:

With Oxone; sodium acetate; In tetrahydrofuran; methanol; water; for 0.0333333h;

DOI:10.1002/hlca.200390244

upstream raw materials:

1-[6'-O-benzoyl-2',3',5'-trideoxy-3'-(mercaptomethyl)-β-D-erythro-hexofuranosyl]thymine

1-[6'-bromo-3'-[[[(tert-butyl)diphenylsilyl]oxy]methyl]-2',3',5',6'-tetradeoxy-β-D-erythro-hexofuranosyl]thymine

1-[3'-[[[(tert-butyl)diphenylsilyl]oxy]methyl]-2',3',5'-trideoxy-β-D-erythro-hexofuranosyl]thymine

Downstream raw materials:

Benzoic acid 2-[(2R,3S,5R)-3-{2-[(2R,3S,5R)-3-mercaptomethyl-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-yl]-ethanesulfonylmethyl}-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-yl]-ethyl ester

Benzoic acid 2-[(2R,3S,5R)-3-{2-[(2R,3R,5R)-3-hydroxymethyl-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-yl]-ethanesulfonylmethyl}-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-yl]-ethyl ester

benzoic acid 2-[3-{2-[3-acetylsulfanylmethyl-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-yl]-ethanesulfonylmethyl}-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-yl]-ethyl ester

C₄₅H₅₁BrN₄O₁₀S₂