N-(1-{4-[bis-(4-methoxy-phenyl)-phenyl-methylsulfanylmethyl]-5-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-tetrahydro-furan-2-yl}-2-oxo-1,2-dihydro-pyrimidin-4-yl)-benzamide

Base Information

• Chemical Name: N-(1-{4-[bis-(4-methoxy-phenyl)-phenyl-methylsulfanylmethyl]-5-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-tetrahydro-furan-2-yl}-2-oxo-1,2-dihydro-pyrimidin-4-yl)-benzamide
• CAS No.: 1026309-63-6
• Molecular Formula: C₅₅H₅₇N₃O₆SSi
• Molecular Weight: 916.226

Synonyms:

Chemical Property of N-(1-{4-[bis-(4-methoxy-phenyl)-phenyl-methylsulfanylmethyl]-5-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-tetrahydro-furan-2-yl}-2-oxo-1,2-dihydro-pyrimidin-4-yl)-benzamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(1-{4-[bis-(4-methoxy-phenyl)-phenyl-methylsulfanylmethyl]-5-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-tetrahydro-furan-2-yl}-2-oxo-1,2-dihydro-pyrimidin-4-yl)-benzamide

There total 11 articles about N-(1-{4-[bis-(4-methoxy-phenyl)-phenyl-methylsulfanylmethyl]-5-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-tetrahydro-furan-2-yl}-2-oxo-1,2-dihydro-pyrimidin-4-yl)-benzamide 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 (2R,3S,4R)-4-hydroxy-2-(2-hydroxy-ethyl)-5-methoxy-tetrahydro-furan-3-ylmethyl ester (441044-21-9) → N-(1-{4-[bis-(4-methoxy-phenyl)-phenyl-methylsulfanylmethyl]-5-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-tetrahydro-furan-2-yl}-2-oxo-1,2-dihydro-pyrimidin-4-yl)-benzamide (1026309-63-6)

Guidance literature:

Multi-step reaction with 10 steps

1.1: imidazole; acetic acid / dimethylformamide / 0.83 h

2.1: NaOH / methanol; H₂O

3.1: 21.90 g / 4-dimethylaminopyridine; triethylamine / tetrahydrofuran; methanol / 1.17 h

4.1: N-methyl-N-trimethylsilyltrifluoroacetamide / acetonitrile / 0.5 h

4.2: SnCl₄ / acetonitrile / 0.5 h / 20 °C

5.1: 5.432 g / NaOH / H₂O; methanol / 0.01 h / 20 °C

6.1: diisopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / -20 - 20 °C

7.1: 83 percent Spectr_. / dimethylformamide / 1.5 h / 20 °C

8.1: 86 percent / Bu₃SnH; azobisisobutyronitrile / toluene / 0.03 h / Heating

9.1: NaOH; water

10.1: triethylamine / tetrahydrofuran

With 1H-imidazole; dmap; sodium hydroxide; 2,2'-azobis(isobutyronitrile); di-isopropyl azodicarboxylate; N-methyl-N-trimethylsilyl-2,2,2-trifluoroacetamide; water; tri-n-butyl-tin hydride; acetic acid; triethylamine; triphenylphosphine; In tetrahydrofuran; methanol; water; N,N-dimethyl-formamide; toluene; acetonitrile; 4.1: Vorbrueggen reaction / 6.1: Mitsunobu reaction / 8.1: Barton deoxygenation;

DOI:10.1021/jo0003910

Reference yield:

tert-butylchlorodiphenylsilane (58479-61-1) → N-(1-{4-[bis-(4-methoxy-phenyl)-phenyl-methylsulfanylmethyl]-5-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-tetrahydro-furan-2-yl}-2-oxo-1,2-dihydro-pyrimidin-4-yl)-benzamide (1026309-63-6)

Guidance literature:

Multi-step reaction with 10 steps

1.1: imidazole; acetic acid / dimethylformamide / 0.83 h

2.1: NaOH / methanol; H₂O

3.1: 21.90 g / 4-dimethylaminopyridine; triethylamine / tetrahydrofuran; methanol / 1.17 h

4.1: N-methyl-N-trimethylsilyltrifluoroacetamide / acetonitrile / 0.5 h

4.2: SnCl₄ / acetonitrile / 0.5 h / 20 °C

5.1: 5.432 g / NaOH / H₂O; methanol / 0.01 h / 20 °C

6.1: diisopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / -20 - 20 °C

7.1: 83 percent Spectr_. / dimethylformamide / 1.5 h / 20 °C

8.1: 86 percent / Bu₃SnH; azobisisobutyronitrile / toluene / 0.03 h / Heating

9.1: NaOH; water

10.1: triethylamine / tetrahydrofuran

With 1H-imidazole; dmap; sodium hydroxide; 2,2'-azobis(isobutyronitrile); di-isopropyl azodicarboxylate; N-methyl-N-trimethylsilyl-2,2,2-trifluoroacetamide; water; tri-n-butyl-tin hydride; acetic acid; triethylamine; triphenylphosphine; In tetrahydrofuran; methanol; water; N,N-dimethyl-formamide; toluene; acetonitrile; 4.1: Vorbrueggen reaction / 6.1: Mitsunobu reaction / 8.1: Barton deoxygenation;

DOI:10.1021/jo0003910

Reference yield:

Benzoic acid (2R,3S,4R)-2-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-4-hydroxy-5-methoxy-tetrahydro-furan-3-ylmethyl ester → N-(1-{4-[bis-(4-methoxy-phenyl)-phenyl-methylsulfanylmethyl]-5-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-tetrahydro-furan-2-yl}-2-oxo-1,2-dihydro-pyrimidin-4-yl)-benzamide (1026309-63-6)

Guidance literature:

Multi-step reaction with 9 steps

1.1: NaOH / methanol; H₂O

2.1: 21.90 g / 4-dimethylaminopyridine; triethylamine / tetrahydrofuran; methanol / 1.17 h

3.1: N-methyl-N-trimethylsilyltrifluoroacetamide / acetonitrile / 0.5 h

3.2: SnCl₄ / acetonitrile / 0.5 h / 20 °C

4.1: 5.432 g / NaOH / H₂O; methanol / 0.01 h / 20 °C

5.1: diisopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / -20 - 20 °C

6.1: 83 percent Spectr_. / dimethylformamide / 1.5 h / 20 °C

7.1: 86 percent / Bu₃SnH; azobisisobutyronitrile / toluene / 0.03 h / Heating

8.1: NaOH; water

9.1: triethylamine / tetrahydrofuran

With dmap; sodium hydroxide; 2,2'-azobis(isobutyronitrile); di-isopropyl azodicarboxylate; N-methyl-N-trimethylsilyl-2,2,2-trifluoroacetamide; water; tri-n-butyl-tin hydride; triethylamine; triphenylphosphine; In tetrahydrofuran; methanol; water; N,N-dimethyl-formamide; toluene; acetonitrile; 3.1: Vorbrueggen reaction / 5.1: Mitsunobu reaction / 7.1: Barton deoxygenation;

DOI:10.1021/jo0003910

upstream raw materials:

4,4'-dimethoxytrityl chloride

Benzoic acid (2R,3S,4R)-4-hydroxy-2-(2-hydroxy-ethyl)-5-methoxy-tetrahydro-furan-3-ylmethyl ester

tert-butylchlorodiphenylsilane

N⁴-benzoyl-1-[(2R,3R,4R,5R)-5-(2-tertbutyldiphenylsilyloxyethyl)-3-hydroxy-4-hydroxymethyltetrahydrofuran-2-yl]cytosine

Downstream raw materials:

C₇₁H₇₁N₅O₁₁S₂

C₅₁H₅₅N₅O₁₁S₃

Methanesulfonic acid 2-{(2R,3S,5R)-5-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-3-[bis-(4-methoxy-phenyl)-phenyl-methylsulfanylmethyl]-tetrahydro-furan-2-yl}-ethyl ester

N-{1-[(2R,4S,5R)-4-[Bis-(4-methoxy-phenyl)-phenyl-methylsulfanylmethyl]-5-(2-hydroxy-ethyl)-tetrahydro-furan-2-yl]-2-oxo-1,2-dihydro-pyrimidin-4-yl}-benzamide

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