4-oxo-pentanoic acid 5-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-2-[{5-(6-benzoylamino-purin-9-yl)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-furan-3-yloxy}-(2-cyano-ethoxy)-thiophosphoryloxymethyl]-tetrahydro-furan-3-yl ester

Base Information

• Chemical Name: 4-oxo-pentanoic acid 5-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-2-[{5-(6-benzoylamino-purin-9-yl)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-furan-3-yloxy}-(2-cyano-ethoxy)-thiophosphoryloxymethyl]-tetrahydro-furan-3-yl ester
• CAS No.: 262429-99-2
• Molecular Formula: C₆₂H₆₀N₉O₁₄PS
• Molecular Weight: 1218.25
• Mol file: 262429-99-2.mol

Synonyms:

Chemical Property of 4-oxo-pentanoic acid 5-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-2-[{5-(6-benzoylamino-purin-9-yl)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-furan-3-yloxy}-(2-cyano-ethoxy)-thiophosphoryloxymethyl]-tetrahydro-furan-3-yl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-oxo-pentanoic acid 5-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-2-[{5-(6-benzoylamino-purin-9-yl)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-furan-3-yloxy}-(2-cyano-ethoxy)-thiophosphoryloxymethyl]-tetrahydro-furan-3-yl ester

There total 4 articles about 4-oxo-pentanoic acid 5-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-2-[{5-(6-benzoylamino-purin-9-yl)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-furan-3-yloxy}-(2-cyano-ethoxy)-thiophosphoryloxymethyl]-tetrahydro-furan-3-yl ester 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:

4-oxo-pentanoic acid 5-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-2-[{5-(6-benzoylamino-purin-9-yl)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-furan-3-yloxy}-(2-cyano-ethoxy)-phosphanyloxymethyl]-tetrahydro-furan-3-yl ester (262430-01-3) → 4-oxo-pentanoic acid 5-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-2-[{5-(6-benzoylamino-purin-9-yl)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-furan-3-yloxy}-(2-cyano-ethoxy)-thiophosphoryloxymethyl]-tetrahydro-furan-3-yl ester (262429-99-2)

Guidance literature:

With sulfur; In pyridine; at 50 ℃; for 0.5h;

DOI:10.1080/15257770008033035

Reference yield:

N6-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxyadenosine-3'-O-[O-(2-cyanoethyl)-N,N'-diisopropylphosphoramidite] (98796-53-3) + N-benzoyl-3'-O-levulinoyl-2'-deoxy-β-D-cytidine (91592-66-4) → 4-oxo-pentanoic acid 5-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-2-[{5-(6-benzoylamino-purin-9-yl)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-furan-3-yloxy}-(2-cyano-ethoxy)-thiophosphoryloxymethyl]-tetrahydro-furan-3-yl ester (262429-99-2)

Guidance literature:

N₆-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxyadenosine-3'-O-[O-(2-cyanoethyl)-N,N'-diisopropylphosphoramidite]; N-benzoyl-3'-O-levulinoyl-2'-deoxy-β-D-cytidine; With 1H-tetrazole; In acetonitrile; at 20 ℃; for 1h;

With diethyldithiocarbonate disulfide; In acetonitrile; at 20 ℃; for 0.75h;

DOI:10.1080/07328319908044844

Reference yield:

N-benzoyl-3'-O-levulinoyl-2'-deoxy-β-D-cytidine (91592-66-4) → 4-oxo-pentanoic acid 5-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-2-[{5-(6-benzoylamino-purin-9-yl)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-furan-3-yloxy}-(2-cyano-ethoxy)-thiophosphoryloxymethyl]-tetrahydro-furan-3-yl ester (262429-99-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: PCl₃; 1,2,4-triazole; N-methylmorpholine / tetrahydrofuran / 1 h / 0 °C

1.2: tetrahydrofuran / 1 h / 0 °C

1.3: tetrahydrofuran / 1 h / 20 °C

2.1: elementary sulfur / pyridine / 0.5 h / 50 °C

With 4-methyl-morpholine; 1,2,4-Triazole; sulfur; phosphorus trichloride; In tetrahydrofuran; pyridine; 1.1: Substitution / 1.2: Substitution / 1.3: Substitution / 2.1: sulfurization;

DOI:10.1080/15257770008033035

upstream raw materials:

N₆-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxyadenosine-3'-O-[O-(2-cyanoethyl)-N,N'-diisopropylphosphoramidite]

N-benzoyl-3'-O-levulinoyl-2'-deoxy-β-D-cytidine

4-oxo-pentanoic acid 5-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-2-[{5-(6-benzoylamino-purin-9-yl)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-furan-3-yloxy}-(2-cyano-ethoxy)-phosphanyloxymethyl]-tetrahydro-furan-3-yl ester

N₆-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxyadenosine

Downstream raw materials:

C₅₇H₅₄N₉O₁₂PS