N²-(p-anisyldiphenylmethyl)-9-[(4-fluoro)-3-p-anisyldiphenylmethoxy-methylbutyl]guanine

Base Information

• Chemical Name: N²-(p-anisyldiphenylmethyl)-9-[(4-fluoro)-3-p-anisyldiphenylmethoxy-methylbutyl]guanine
• CAS No.: 206067-85-8
• Molecular Formula: C₅₀H₄₆FN₅O₄
• Molecular Weight: 799.945

Synonyms:N²-(p-anisyldiphenylmethyl)-9-[(4-fluoro)-3-p-anisyldiphenylmethoxy-methylbutyl]guanine

Chemical Property of N²-(p-anisyldiphenylmethyl)-9-[(4-fluoro)-3-p-anisyldiphenylmethoxy-methylbutyl]guanine

Chemical Property:

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Technology Process of N²-(p-anisyldiphenylmethyl)-9-[(4-fluoro)-3-p-anisyldiphenylmethoxy-methylbutyl]guanine

There total 16 articles about N²-(p-anisyldiphenylmethyl)-9-[(4-fluoro)-3-p-anisyldiphenylmethoxy-methylbutyl]guanine 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: 72.4%

N2-(p-anisyldiphenylmethyl)-9-[(4-(p-toluenesulfonyloxy))-3-p-anisyldiphenylmethoxy-methyl-butyl]guanine (206067-84-7) → N2-(p-anisyldiphenylmethyl)-9-[(4-fluoro)-3-p-anisyldiphenylmethoxy-methylbutyl]guanine (206067-85-8)

Guidance literature:

With tetrabutyl ammonium fluoride; In N,N-dimethyl-formamide; acetonitrile; at 110 ℃; for 0.666667h;

DOI:10.1016/j.jfluchem.2006.03.002

Reference yield: 22.0%

N2-(p-anisyldiphenylmethyl)-O6-diphenylcarbamoyl-9-[3-(p-anisyldiphenylmethoxymethyl)-4-tosyloxybutyl]guanine → N2-(p-anisyldiphenylmethyl)-9-[3-(p-anisyldiphenylmethoxymethyl)but-3-ene]guanine + C50H45N5O4 + N2-(p-anisyldiphenylmethyl)-9-[(4-fluoro)-3-p-anisyldiphenylmethoxy-methylbutyl]guanine (206067-85-8)

Guidance literature:

With potassium fluoride; [2.2.2]cryptande; In dimethyl sulfoxide; at 145 ℃; for 0.5h;

DOI:10.1016/j.jfluchem.2017.08.007

Reference yield:

2-(hydroxymethyl)butane-1,4-diol (6482-32-2) → N2-(p-anisyldiphenylmethyl)-9-[(4-fluoro)-3-p-anisyldiphenylmethoxy-methylbutyl]guanine (206067-85-8)

Guidance literature:

Multi-step reaction with 7 steps

1: 57 percent / p-TsOH*H₂O / tetrahydrofuran / 19 h / 20 °C

2: 100 percent / CBr₄; Ph₃P / dimethylformamide / 2 h / 0 °C

3: 54 percent / K₂CO₃ / dimethylformamide / 5 h / 20 °C

4: 80 percent / aq. HCl / 2 h / Heating

5: 53 percent / 4-dimethylaminopyridine; Et₃N / dimethylformamide / 6 h / 50 - 60 °C

6: 29 percent / pyridine / 21 h / 20 °C

7: 69 percent / KF; Kryptofix 2.2.2 / acetonitrile / 0.67 h / 115 - 120 °C

With pyridine; hydrogenchloride; dmap; potassium fluoride; carbon tetrabromide; potassium carbonate; toluene-4-sulfonic acid; triethylamine; triphenylphosphine; [2.2.2]cryptande; In tetrahydrofuran; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1081/SCC-120027717

upstream raw materials:

N²-(p-anisyldiphenylmethyl)-9-[(4-(p-toluenesulfonyloxy))-3-p-anisyldiphenylmethoxy-methyl-butyl]guanine

Penciclovir

9-(4-hydroxy-3-{[(4-methoxyphenyl)diphenylmethoxy]methyl}butyl)-2-{[(4-methoxyphenyl)diphenylmethyl]amino}-6,9-dihydro-1H-purin-6-one

mono-4-methoxytrityl chloride

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