benzoic acid 8-[2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yloxy]-8,14,16-trioxo-7,9,18-trioxa-1,15-diaza-8λ⁵-phospha-tricyclo[11.3.1.1^2,5]octadec-13(17)-en-4-yl ester

Base Information

• Chemical Name: benzoic acid 8-[2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yloxy]-8,14,16-trioxo-7,9,18-trioxa-1,15-diaza-8λ⁵-phospha-tricyclo[11.3.1.1^2,5]octadec-13(17)-en-4-yl ester
• CAS No.: 352320-12-8
• Molecular Formula: C₅₀H₅₁N₄O₁₅P
• Molecular Weight: 978.946

Synonyms:benzoic acid 8-[2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yloxy]-8,14,16-trioxo-7,9,18-trioxa-1,15-diaza-8λ⁵-phospha-tricyclo[11.3.1.1^2,5]octadec-13(17)-en-4-yl ester

Chemical Property of benzoic acid 8-[2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yloxy]-8,14,16-trioxo-7,9,18-trioxa-1,15-diaza-8λ⁵-phospha-tricyclo[11.3.1.1^2,5]octadec-13(17)-en-4-yl ester

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Technology Process of benzoic acid 8-[2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yloxy]-8,14,16-trioxo-7,9,18-trioxa-1,15-diaza-8λ⁵-phospha-tricyclo[11.3.1.1^2,5]octadec-13(17)-en-4-yl ester

There total 10 articles about benzoic acid 8-[2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yloxy]-8,14,16-trioxo-7,9,18-trioxa-1,15-diaza-8λ⁵-phospha-tricyclo[11.3.1.1^2,5]octadec-13(17)-en-4-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:

benzoic acid 8-[2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yloxy]-14,16-dioxo-7,9,18-trioxa-1,15-diaza-8-phospha-tricyclo[11.3.1.12,5]octadec-13(17)-en-4-yl ester → benzoic acid 8-[2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yloxy]-8,14,16-trioxo-7,9,18-trioxa-1,15-diaza-8λ5-phospha-tricyclo[11.3.1.12,5]octadec-13(17)-en-4-yl ester (352320-12-8)

Guidance literature:

With tert.-butylhydroperoxide; In 1,4-dioxane; acetonitrile; at 20 ℃; for 0.5h;

DOI:10.1002/1099-0690(200105)2001:10<1989::aid-ejoc1989>3.0.co;2-h

Reference yield:

3',5'-O-diacetyl-5-iodo-2'-deoxyuridine (1956-30-5) → benzoic acid 8-[2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yloxy]-8,14,16-trioxo-7,9,18-trioxa-1,15-diaza-8λ5-phospha-tricyclo[11.3.1.12,5]octadec-13(17)-en-4-yl ester (352320-12-8)

Guidance literature:

Multi-step reaction with 8 steps

1: 71 percent / Et₃N; CuI; Pd(PPh₃)4 / dimethylformamide / 6 h / 20 °C

2: 95 percent / H₂ / Pd/C / dioxane; methanol / 43 h / 20 °C

3: 25percent aq. NH₃ / pyridine / 10 h / 20 °C

4: pyridine / 3 h / 20 °C

5: 4-dimethylaminopyridine / pyridine / 7 h / 20 °C

6: 80percent AcOH / 0.5 h / 20 °C

7: 1H-tetrazole / acetonitrile; dioxane / 2 h / 20 °C

8: 82 mg / tBuOOH / acetonitrile; dioxane / 0.5 h / 20 °C

With pyridine; 1H-tetrazole; tert.-butylhydroperoxide; dmap; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; hydrogen; triethylamine; palladium on activated charcoal; In 1,4-dioxane; pyridine; methanol; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1002/1099-0690(200105)2001:10<1989::aid-ejoc1989>3.0.co;2-h

Reference yield:

3',5'-di-O-acetyl-5-(3-hydroxypropynyl)-2'-deoxyuridine (267007-09-0) → benzoic acid 8-[2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yloxy]-8,14,16-trioxo-7,9,18-trioxa-1,15-diaza-8λ5-phospha-tricyclo[11.3.1.12,5]octadec-13(17)-en-4-yl ester (352320-12-8)

Guidance literature:

Multi-step reaction with 7 steps

1: 95 percent / H₂ / Pd/C / dioxane; methanol / 43 h / 20 °C

2: 25percent aq. NH₃ / pyridine / 10 h / 20 °C

3: pyridine / 3 h / 20 °C

4: 4-dimethylaminopyridine / pyridine / 7 h / 20 °C

5: 80percent AcOH / 0.5 h / 20 °C

6: 1H-tetrazole / acetonitrile; dioxane / 2 h / 20 °C

7: 82 mg / tBuOOH / acetonitrile; dioxane / 0.5 h / 20 °C

With pyridine; 1H-tetrazole; tert.-butylhydroperoxide; dmap; hydrogen; palladium on activated charcoal; In 1,4-dioxane; pyridine; methanol; acetonitrile;

DOI:10.1002/1099-0690(200105)2001:10<1989::aid-ejoc1989>3.0.co;2-h

upstream raw materials:

5‘-O-dimethoxytrityl-2’-deoxyribothymidine 3‘-O-phosphorodiamidite

3',5'-O-diacetyl-5-iodo-2'-deoxyuridine

5'-O-(4-4'-dimethoxytrityl)thymidine

1-(2-deoxy-β-D-erythro-pentofuranosyl)-5-(3-hydroxypropyl)-1H,3H-pyrimidine-2,4-dione

Downstream raw materials:

8-[2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yloxy]-4-hydroxy-8-oxo-7,9,18-trioxa-1,15-diaza-8λ⁵-phospha-tricyclo[11.3.1.1^2,5]octadec-13(17)-ene-14,16-dione

C₅₂H₆₄N₆O₁₅P₂

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