N²-(p-anisyldiphenylmethyl)-9-<<1,3-dihydroxy-2-(hydroxymethyl)-2-propoxy>methyl>guanine

Base Information

• Chemical Name: N²-(p-anisyldiphenylmethyl)-9-<<1,3-dihydroxy-2-(hydroxymethyl)-2-propoxy>methyl>guanine
• CAS No.: 103024-97-1
• Molecular Formula: C₃₀H₃₁N₅O₆
• Molecular Weight: 557.606

Synonyms:N²-(p-anisyldiphenylmethyl)-9-<<1,3-dihydroxy-2-(hydroxymethyl)-2-propoxy>methyl>guanine

Chemical Property of N²-(p-anisyldiphenylmethyl)-9-<<1,3-dihydroxy-2-(hydroxymethyl)-2-propoxy>methyl>guanine

Chemical Property:

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Technology Process of N²-(p-anisyldiphenylmethyl)-9-<<1,3-dihydroxy-2-(hydroxymethyl)-2-propoxy>methyl>guanine

There total 5 articles about N²-(p-anisyldiphenylmethyl)-9-<<1,3-dihydroxy-2-(hydroxymethyl)-2-propoxy>methyl>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: 53.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + (2-{[(4-Methoxy-phenyl)-diphenyl-methyl]-amino}-6-oxo-1,6-dihydro-purin-9-ylmethoxy)-acetaldehyde (103024-96-0) → N2-(p-anisyldiphenylmethyl)-9-<<1,3-dihydroxy-2-(hydroxymethyl)-2-propoxy>methyl>guanine (103024-97-1)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; water; for 18h; Ambient temperature;

DOI:10.1021/jm00158a011

Reference yield:

acycloguanosine (59277-89-3) → N2-(p-anisyldiphenylmethyl)-9-<<1,3-dihydroxy-2-(hydroxymethyl)-2-propoxy>methyl>guanine (103024-97-1)

Guidance literature:

Multi-step reaction with 5 steps

1: 98 percent / 4-(dimethylamino)pyridine / 120 h / Ambient temperature

2: 85 percent / triethylamine, 4-(dimethylamino)pyridine / dimethylformamide / 23 h / 50 °C

3: 78 percent / conc. NH₄OH / methanol / 72 h / Ambient temperature

4: 82 percent / dicyclohexylcarbodiimide, methylphosphonic acid, DMSO / 22 h / 18 - 20 °C

5: 53 percent / 1 N NaOH / tetrahydrofuran; H₂O / 18 h / Ambient temperature

With dmap; ammonium hydroxide; sodium hydroxide; methylphosphonic acid; dimethyl sulfoxide; triethylamine; dicyclohexyl-carbodiimide; In tetrahydrofuran; methanol; water; N,N-dimethyl-formamide;

DOI:10.1021/jm00158a011

Reference yield:

2-acetylamino-9-<(2-hydroxyethoxy)methyl>-1,9-dihydro-6H-purin-6-one (110104-37-5) → N2-(p-anisyldiphenylmethyl)-9-<<1,3-dihydroxy-2-(hydroxymethyl)-2-propoxy>methyl>guanine (103024-97-1)

Guidance literature:

Multi-step reaction with 4 steps

1: 85 percent / triethylamine, 4-(dimethylamino)pyridine / dimethylformamide / 23 h / 50 °C

2: 78 percent / conc. NH₄OH / methanol / 72 h / Ambient temperature

3: 82 percent / dicyclohexylcarbodiimide, methylphosphonic acid, DMSO / 22 h / 18 - 20 °C

4: 53 percent / 1 N NaOH / tetrahydrofuran; H₂O / 18 h / Ambient temperature

With dmap; ammonium hydroxide; sodium hydroxide; methylphosphonic acid; dimethyl sulfoxide; triethylamine; dicyclohexyl-carbodiimide; In tetrahydrofuran; methanol; water; N,N-dimethyl-formamide;

DOI:10.1021/jm00158a011

upstream raw materials:

formaldehyd

(2-{[(4-Methoxy-phenyl)-diphenyl-methyl]-amino}-6-oxo-1,6-dihydro-purin-9-ylmethoxy)-acetaldehyde

acycloguanosine

2-acetylamino-9-<(2-hydroxyethoxy)methyl>-1,9-dihydro-6H-purin-6-one

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