4-N-(3,4-ethylenedioxyphenyl)amino-5-(2-methylphenyl)-7-(2',3'-O-isopropylidene-β-D-erythro-furanosyl)pyrrolo[2,3-d]pyrimidine

Base Information

Chemical Name:4-N-(3,4-ethylenedioxyphenyl)amino-5-(2-methylphenyl)-7-(2',3'-O-isopropylidene-β-D-erythro-furanosyl)pyrrolo[2,3-d]pyrimidine
CAS No.:868274-46-8
Molecular Formula:C₂₈H₂₈N₄O₅
Molecular Weight:500.554
Hs Code.:

Synonyms:4-N-(3,4-ethylenedioxyphenyl)amino-5-(2-methylphenyl)-7-(2',3'-O-isopropylidene-β-D-erythro-furanosyl)pyrrolo[2,3-d]pyrimidine

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Chemical Property of 4-N-(3,4-ethylenedioxyphenyl)amino-5-(2-methylphenyl)-7-(2',3'-O-isopropylidene-β-D-erythro-furanosyl)pyrrolo[2,3-d]pyrimidine

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Technology Process of 4-N-(3,4-ethylenedioxyphenyl)amino-5-(2-methylphenyl)-7-(2',3'-O-isopropylidene-β-D-erythro-furanosyl)pyrrolo[2,3-d]pyrimidine

There total 3 articles about 4-N-(3,4-ethylenedioxyphenyl)amino-5-(2-methylphenyl)-7-(2',3'-O-isopropylidene-β-D-erythro-furanosyl)pyrrolo[2,3-d]pyrimidine 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:

: 871844-87-0
2,3-O-isopropylidene-α-D-erythro-furanosyl chloride

: 868274-46-8
4-N-(3,4-ethylenedioxyphenyl)amino-5-(2-methylphenyl)-7-(2',3'-O-isopropylidene-β-D-erythro-furanosyl)pyrrolo[2,3-d]pyrimidine

Guidance literature:: Multi-step reaction with 3 steps

1: 3.96 g / KOH; tris[2-(3-methoxyethoxy)ethyl]amine / toluene / 5 h / 20 °C

2: 90 percent / t-BuOK / tetrahydrofuran / 0.5 h / -20 °C

3: 91 percent / Pd(PPh₃)4; aq. Na₂CO₃ / ethanol; bis-(2-methoxy-ethyl) ether / 7 h / Heating

With potassium hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; tris[2-(3-methoxyethoxy)ethyl]amine; potassium tert-butylate; sodium carbonate; In tetrahydrofuran; ethanol; diethylene glycol dimethyl ether; toluene; 3: Suzuki coupling;
DOI:10.1021/jm0503650

Reference yield:

: 186457-10-3
4-chloro-5-iodo-7-(2',3'-O-isopropylidene-β-D-erythro-furanosyl)pyrrolo[2,3-d]pyrimidine

: 868274-46-8
4-N-(3,4-ethylenedioxyphenyl)amino-5-(2-methylphenyl)-7-(2',3'-O-isopropylidene-β-D-erythro-furanosyl)pyrrolo[2,3-d]pyrimidine

Guidance literature:: Multi-step reaction with 2 steps

1: 90 percent / t-BuOK / tetrahydrofuran / 0.5 h / -20 °C

2: 91 percent / Pd(PPh₃)4; aq. Na₂CO₃ / ethanol; bis-(2-methoxy-ethyl) ether / 7 h / Heating

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium tert-butylate; sodium carbonate; In tetrahydrofuran; ethanol; diethylene glycol dimethyl ether; 2: Suzuki coupling;
DOI:10.1021/jm0503650

Reference yield:

: 189996-60-9
2,3-O-isopropylidene-D-erythrose

: 868274-46-8
4-N-(3,4-ethylenedioxyphenyl)amino-5-(2-methylphenyl)-7-(2',3'-O-isopropylidene-β-D-erythro-furanosyl)pyrrolo[2,3-d]pyrimidine

Guidance literature:: Multi-step reaction with 4 steps

1: oxalyl chloride; DMF; Et₃N / toluene; acetonitrile / -12 - 0 °C

2: 3.96 g / KOH; tris[2-(3-methoxyethoxy)ethyl]amine / toluene / 5 h / 20 °C

3: 90 percent / t-BuOK / tetrahydrofuran / 0.5 h / -20 °C

4: 91 percent / Pd(PPh₃)4; aq. Na₂CO₃ / ethanol; bis-(2-methoxy-ethyl) ether / 7 h / Heating

With potassium hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; oxalyl dichloride; tris[2-(3-methoxyethoxy)ethyl]amine; potassium tert-butylate; sodium carbonate; triethylamine; N,N-dimethyl-formamide; In tetrahydrofuran; ethanol; diethylene glycol dimethyl ether; toluene; acetonitrile; 4: Suzuki coupling;
DOI:10.1021/jm0503650