{2-[(2R,3S,5R)-3-[Bis-(4-methoxy-phenyl)-phenyl-methoxy]-5-(2-isobutyrylamino-6-oxo-1,6-dihydro-purin-9-yl)-tetrahydro-furan-2-yl]-ethyl}-phosphonic acid mono-(4-methoxy-1-oxy-pyridin-2-ylmethyl) ester

Base Information

Chemical Name:{2-[(2R,3S,5R)-3-[Bis-(4-methoxy-phenyl)-phenyl-methoxy]-5-(2-isobutyrylamino-6-oxo-1,6-dihydro-purin-9-yl)-tetrahydro-furan-2-yl]-ethyl}-phosphonic acid mono-(4-methoxy-1-oxy-pyridin-2-ylmethyl) ester
CAS No.:250650-49-8
Molecular Formula:C₄₃H₄₇N₆O₁₁P
Molecular Weight:854.854
Hs Code.:

{2-[(2R,3S,5R)-3-[Bis-(4-methoxy-phenyl)-phenyl-methoxy]-5-(2-isobutyrylamino-6-oxo-1,6-dihydro-purin-9-yl)-tetrahydro-furan-2-yl]-ethyl}-phosphonic acid mono-(4-methoxy-1-oxy-pyridin-2-ylmethyl) ester

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Chemical Property of {2-[(2R,3S,5R)-3-[Bis-(4-methoxy-phenyl)-phenyl-methoxy]-5-(2-isobutyrylamino-6-oxo-1,6-dihydro-purin-9-yl)-tetrahydro-furan-2-yl]-ethyl}-phosphonic acid mono-(4-methoxy-1-oxy-pyridin-2-ylmethyl) ester

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Technology Process of {2-[(2R,3S,5R)-3-[Bis-(4-methoxy-phenyl)-phenyl-methoxy]-5-(2-isobutyrylamino-6-oxo-1,6-dihydro-purin-9-yl)-tetrahydro-furan-2-yl]-ethyl}-phosphonic acid mono-(4-methoxy-1-oxy-pyridin-2-ylmethyl) ester

There total 9 articles about {2-[(2R,3S,5R)-3-[Bis-(4-methoxy-phenyl)-phenyl-methoxy]-5-(2-isobutyrylamino-6-oxo-1,6-dihydro-purin-9-yl)-tetrahydro-furan-2-yl]-ethyl}-phosphonic acid mono-(4-methoxy-1-oxy-pyridin-2-ylmethyl) 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:

: 64364-95-0
4-methoxy-1-oxido-2-pyridylmethanol

: 250650-49-8
{2-[(2R,3S,5R)-3-[Bis-(4-methoxy-phenyl)-phenyl-methoxy]-5-(2-isobutyrylamino-6-oxo-1,6-dihydro-purin-9-yl)-tetrahydro-furan-2-yl]-ethyl}-phosphonic acid mono-(4-methoxy-1-oxy-pyridin-2-ylmethyl) ester

Guidance literature:: Multi-step reaction with 3 steps

1: 76 percent / Pyridine-2-aldoxime; 1,1,3,3-tetramethylguanidine / dioxane; H₂O / 6 h

2: Bu₄NF*3H₂O / tetrahydrofuran / 5.5 h

3: 4-dimethylaminopyridine / 70 °C

With dmap; 2-hydroxyiminomethyl-pyridine; tetrabutyl ammonium fluoride; N,N,N',N'-tetramethylguanidine; In tetrahydrofuran; 1,4-dioxane; water; 1: Hydrolysis / 2: Desilylation / 3: Etherification;
DOI:10.1039/a906066i

Reference yield:

: 114745-19-6
2-N-isobutyryl-3'-O-tert-butyldiphenylsilyl-2'-deoxyguanosine

: 250650-49-8
{2-[(2R,3S,5R)-3-[Bis-(4-methoxy-phenyl)-phenyl-methoxy]-5-(2-isobutyrylamino-6-oxo-1,6-dihydro-purin-9-yl)-tetrahydro-furan-2-yl]-ethyl}-phosphonic acid mono-(4-methoxy-1-oxy-pyridin-2-ylmethyl) ester

Guidance literature:: Multi-step reaction with 8 steps

1: 1,3-dicyclohexylcarbodiimide; pyridine; CF₃COOH / dimethylsulfoxide

2: dimethylsulfoxide / 7 h

3: 71 percent / potassium azodicarboxylate / pyridine; acetic acid

4: 78 percent / Pyridine-2-aldoxime; 1,1,3,3-tetramethylguanidine / H₂O; dioxane / 12 h

5: 95 percent / 2-chloro-5,5-dimethyl-2-oxo-2λ⁵-1,3,2-dioxaphosphinane; 4-methoxypyridine N-oxide; pyridine / 1 h

6: 76 percent / Pyridine-2-aldoxime; 1,1,3,3-tetramethylguanidine / dioxane; H₂O / 6 h

7: Bu₄NF*3H₂O / tetrahydrofuran / 5.5 h

8: 4-dimethylaminopyridine / 70 °C

With pyridine; dmap; 4-methoxypyridine N-oxide; 2-hydroxyiminomethyl-pyridine; 2-chloro-5,5-dimethyl[1,3,2]dioxaphosphinane 2-oxide; tetrabutyl ammonium fluoride; potassium diazodicarboxylate; dicyclohexyl-carbodiimide; trifluoroacetic acid; N,N,N',N'-tetramethylguanidine; In tetrahydrofuran; 1,4-dioxane; pyridine; water; acetic acid; dimethyl sulfoxide; 1: Oxidation / 2: Condensation / 3: Reduction / 4: Hydrolysis / 5: Condensation / 6: Hydrolysis / 7: Desilylation / 8: Etherification;
DOI:10.1039/a906066i

Reference yield:

: N₂-isobutyryl-3-O'-tert-butyldiphenylsilyl-2'-deoxyguanosine 5'-aldehyde

: 250650-49-8
{2-[(2R,3S,5R)-3-[Bis-(4-methoxy-phenyl)-phenyl-methoxy]-5-(2-isobutyrylamino-6-oxo-1,6-dihydro-purin-9-yl)-tetrahydro-furan-2-yl]-ethyl}-phosphonic acid mono-(4-methoxy-1-oxy-pyridin-2-ylmethyl) ester

Guidance literature:: Multi-step reaction with 7 steps

1: dimethylsulfoxide / 7 h

2: 71 percent / potassium azodicarboxylate / pyridine; acetic acid

3: 78 percent / Pyridine-2-aldoxime; 1,1,3,3-tetramethylguanidine / H₂O; dioxane / 12 h

4: 95 percent / 2-chloro-5,5-dimethyl-2-oxo-2λ⁵-1,3,2-dioxaphosphinane; 4-methoxypyridine N-oxide; pyridine / 1 h

5: 76 percent / Pyridine-2-aldoxime; 1,1,3,3-tetramethylguanidine / dioxane; H₂O / 6 h

6: Bu₄NF*3H₂O / tetrahydrofuran / 5.5 h

7: 4-dimethylaminopyridine / 70 °C

With pyridine; dmap; 4-methoxypyridine N-oxide; 2-hydroxyiminomethyl-pyridine; 2-chloro-5,5-dimethyl[1,3,2]dioxaphosphinane 2-oxide; tetrabutyl ammonium fluoride; potassium diazodicarboxylate; N,N,N',N'-tetramethylguanidine; In tetrahydrofuran; 1,4-dioxane; pyridine; water; acetic acid; dimethyl sulfoxide; 1: Condensation / 2: Reduction / 3: Hydrolysis / 4: Condensation / 5: Hydrolysis / 6: Desilylation / 7: Etherification;
DOI:10.1039/a906066i