3-(4-amino-5-{2-fluoro-5-[(S)-1-(tetrahydro-furan-2-yl)methoxy]-phenyl}-pyrrolo[2,3-d]pyrimidin-7-yl)-1-hydroxymethyl-cyclobutanol

Base Information

Chemical Name:3-(4-amino-5-{2-fluoro-5-[(S)-1-(tetrahydro-furan-2-yl)methoxy]-phenyl}-pyrrolo[2,3-d]pyrimidin-7-yl)-1-hydroxymethyl-cyclobutanol
CAS No.:1399085-90-5
Molecular Formula:C₂₂H₂₅FN₄O₄
Molecular Weight:428.463
Hs Code.:

Synonyms:3-(4-amino-5-{2-fluoro-5-[(S)-1-(tetrahydro-furan-2-yl)methoxy]-phenyl}-pyrrolo[2,3-d]pyrimidin-7-yl)-1-hydroxymethyl-cyclobutanol

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Chemical Property of 3-(4-amino-5-{2-fluoro-5-[(S)-1-(tetrahydro-furan-2-yl)methoxy]-phenyl}-pyrrolo[2,3-d]pyrimidin-7-yl)-1-hydroxymethyl-cyclobutanol

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Technology Process of 3-(4-amino-5-{2-fluoro-5-[(S)-1-(tetrahydro-furan-2-yl)methoxy]-phenyl}-pyrrolo[2,3-d]pyrimidin-7-yl)-1-hydroxymethyl-cyclobutanol

There total 11 articles about 3-(4-amino-5-{2-fluoro-5-[(S)-1-(tetrahydro-furan-2-yl)methoxy]-phenyl}-pyrrolo[2,3-d]pyrimidin-7-yl)-1-hydroxymethyl-cyclobutanol 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:

: 1272667-81-8
3-(4-amino-5-iodo-pyrrolo[2,3-d]pyrimidin-7-yl)-1-hydroxymethyl-cyclobutanol

: 1398923-99-3
2-{2-fluoro-5-[(S)-1-(tetrahydro-furan-2-yl)methoxy]-phenyl}-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane

: 1399085-90-5
3-(4-amino-5-{2-fluoro-5-[(S)-1-(tetrahydro-furan-2-yl)methoxy]-phenyl}-pyrrolo[2,3-d]pyrimidin-7-yl)-1-hydroxymethyl-cyclobutanol

Guidance literature:: With potassium phosphate; sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In water; N,N-dimethyl-formamide; at 100 ℃; for 2h; Inert atmosphere; sealed tube;

Reference yield:

: 27407-11-0
3-bromo-4-fluorophenol

: 1399085-90-5
3-(4-amino-5-{2-fluoro-5-[(S)-1-(tetrahydro-furan-2-yl)methoxy]-phenyl}-pyrrolo[2,3-d]pyrimidin-7-yl)-1-hydroxymethyl-cyclobutanol

Guidance literature:: Multi-step reaction with 3 steps

1: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 18 h / 20 °C

2: potassium acetate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / N,N-dimethyl-formamide / 2.3 h / 100 °C / Inert atmosphere

3: potassium phosphate; sodium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / N,N-dimethyl-formamide; water / 2 h / 100 °C / Inert atmosphere; sealed tube

With potassium phosphate; di-isopropyl azodicarboxylate; potassium acetate; sodium carbonate; triphenylphosphine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In tetrahydrofuran; water; N,N-dimethyl-formamide;

Reference yield:

: 130368-98-8
N-(benzyloxycarbonyl)-3-methylenecyclobutanamine

: 1399085-90-5
3-(4-amino-5-{2-fluoro-5-[(S)-1-(tetrahydro-furan-2-yl)methoxy]-phenyl}-pyrrolo[2,3-d]pyrimidin-7-yl)-1-hydroxymethyl-cyclobutanol

Guidance literature:: Multi-step reaction with 6 steps

1.1: water / tert-butyl alcohol / 16 h / 20 °C

2.1: hydrogen / palladium on activated charcoal / tetrahydrofuran; methanol / 1 h

3.1: N-ethyl-N,N-diisopropylamine / ethanol / 4.5 h / 90 °C

3.2: 1 h / Reflux

3.3: 20 °C

4.1: N-iodo-succinimide / N,N-dimethyl-formamide / 3.5 h / 60 °C / Inert atmosphere

5.1: ammonia / 1,4-dioxane; water / 19 h / 100 °C / autoclaves

6.1: potassium phosphate; sodium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / N,N-dimethyl-formamide; water / 2 h / 100 °C / Inert atmosphere; sealed tube

With potassium phosphate; N-iodo-succinimide; ammonia; water; hydrogen; sodium carbonate; N-ethyl-N,N-diisopropylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; water; N,N-dimethyl-formamide; tert-butyl alcohol;