N-{9-{5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-8-[3-(3-phenothiazin-10-yl-propionylamino)-prop-1-ynyl]-9H-purin-6-yl}-benzamide

Base Information

• Chemical Name: N-{9-{5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-8-[3-(3-phenothiazin-10-yl-propionylamino)-prop-1-ynyl]-9H-purin-6-yl}-benzamide
• CAS No.: 309924-34-3
• Molecular Formula: C₅₆H₄₉N₇O₇S
• Molecular Weight: 964.114
• Mol file: 309924-34-3.mol

Synonyms:N-{9-{5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-8-[3-(3-phenothiazin-10-yl-propionylamino)-prop-1-ynyl]-9H-purin-6-yl}-benzamide

Chemical Property of N-{9-{5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-8-[3-(3-phenothiazin-10-yl-propionylamino)-prop-1-ynyl]-9H-purin-6-yl}-benzamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-{9-{5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-8-[3-(3-phenothiazin-10-yl-propionylamino)-prop-1-ynyl]-9H-purin-6-yl}-benzamide

There total 8 articles about N-{9-{5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-8-[3-(3-phenothiazin-10-yl-propionylamino)-prop-1-ynyl]-9H-purin-6-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: 85.0%

N-(9-{5-[bis(4-methoxyphenyl)phenylmethoxyphenyl]-4-hydroxytetrahydrofuran-2-yl}-8-bromo-9H-purin-6-yl)benzamide (129451-79-2) + N'-(2-propynyl)-β-(10-phenothiazinyl)propionamide (309924-32-1) → N-{9-{5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-8-[3-(3-phenothiazin-10-yl-propionylamino)-prop-1-ynyl]-9H-purin-6-yl}-benzamide (309924-34-3)

Guidance literature:

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; TEA; In N,N-dimethyl-formamide; at 45 - 50 ℃; for 2.5h;

DOI:10.1021/ol006303f

Reference yield:

10H-phenothiazine (92-84-2) → N-{9-{5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-8-[3-(3-phenothiazin-10-yl-propionylamino)-prop-1-ynyl]-9H-purin-6-yl}-benzamide (309924-34-3)

Guidance literature:

Multi-step reaction with 4 steps

1: 87 percent / tetrabutylammonium hydroxide / H₂O; dioxane / 1 h / Heating

2: 56 percent / aq. NaOH / methanol

3: 75 percent / DCC; HOBt; DIEA / CH₂Cl₂

4: 85 percent / TEA; CuI; Pd(PPh₃)4 / dimethylformamide / 2.5 h / 45 - 50 °C

With sodium hydroxide; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; TEA; tetra(n-butyl)ammonium hydroxide; benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; In 1,4-dioxane; methanol; dichloromethane; water; N,N-dimethyl-formamide; 1: Michael addition / 2: Hydrolysis / 3: Substitution / 4: Substitution;

DOI:10.1021/ol006303f

Reference yield:

10H-phenothiazine-10-propanenitrile (1698-80-2) → N-{9-{5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-8-[3-(3-phenothiazin-10-yl-propionylamino)-prop-1-ynyl]-9H-purin-6-yl}-benzamide (309924-34-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 56 percent / aq. NaOH / methanol

2: 75 percent / DCC; HOBt; DIEA / CH₂Cl₂

3: 85 percent / TEA; CuI; Pd(PPh₃)4 / dimethylformamide / 2.5 h / 45 - 50 °C

With sodium hydroxide; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; TEA; benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; In methanol; dichloromethane; N,N-dimethyl-formamide; 1: Hydrolysis / 2: Substitution / 3: Substitution;

DOI:10.1021/ol006303f

upstream raw materials:

N-(9-{5-[bis(4-methoxyphenyl)phenylmethoxyphenyl]-4-hydroxytetrahydrofuran-2-yl}-8-bromo-9H-purin-6-yl)benzamide

N'-(2-propynyl)-β-(10-phenothiazinyl)propionamide

10H-phenothiazine

10H-phenothiazine-10-propanenitrile