Technology Process of 3-(3-(cyclobutyl(((3aR,4R,6R,6aS)-6-(4-((2,4-dimethoxybenzyl)amino)-7H-pyrrolo[2,3-d]pyrimidin-7-yl)-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-yl)methyl)amino)cyclobutyl)propanoic acid
There total 12 articles about 3-(3-(cyclobutyl(((3aR,4R,6R,6aS)-6-(4-((2,4-dimethoxybenzyl)amino)-7H-pyrrolo[2,3-d]pyrimidin-7-yl)-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-yl)methyl)amino)cyclobutyl)propanoic acid which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: triethylamine / ethanol / 23 h / Reflux
2.1: hydrogenchloride / 1,4-dioxane; water / 69.5 h / 20 °C
2.2: pH 7
3.1: toluene-4-sulfonic acid / 1.25 h
4.1: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 0.17 h / Cooling with ice
4.2: 21 h
5.1: N-ethyl-N,N-diisopropylamine / butan-1-ol / 22 h / 80 °C
6.1: trimethylphosphane / tetrahydrofuran / 1.5 h / 0 - 20 °C
7.1: sodium tris(acetoxy)borohydride / acetic acid / 1,2-dichloro-ethane / 19 h / 20 °C
8.1: sodium cyanoborohydride; acetic acid; methanol / 72 h / 20 °C
9.1: methanol; lithium hydroxide monohydrate / tetrahydrofuran / 20 °C
9.2: pH 6
With
hydrogenchloride; methanol; lithium hydroxide monohydrate; di-isopropyl azodicarboxylate; sodium tris(acetoxy)borohydride; sodium cyanoborohydride; acetic acid; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; trimethylphosphane;
toluene-4-sulfonic acid; acetic acid;
In
tetrahydrofuran; 1,4-dioxane; ethanol; water; 1,2-dichloro-ethane; butan-1-ol;
- Guidance literature:
-
ethyl 3-(3-(cyclobutyl(((3aR,4R,6R,6aS)-6-(4-((2,4-dimethoxybenzyl)amino)-7H-pyrrolo[2,3-d]pyrimidin-7-yl)-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-yl)methyl)amino)cyclobutyl)propanoate;
With
methanol; lithium hydroxide monohydrate;
In
tetrahydrofuran;
at 20 ℃;
With
hydrogenchloride;
In
tetrahydrofuran; water;
pH=6;
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: triethylamine / ethanol / 23 h / Reflux
2.1: hydrogenchloride / 1,4-dioxane; water / 69.5 h / 20 °C
2.2: pH 7
3.1: toluene-4-sulfonic acid / 1.25 h
4.1: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 0.17 h / Cooling with ice
4.2: 21 h
5.1: N-ethyl-N,N-diisopropylamine / butan-1-ol / 22 h / 80 °C
6.1: trimethylphosphane / tetrahydrofuran / 1.5 h / 0 - 20 °C
7.1: sodium tris(acetoxy)borohydride / acetic acid / 1,2-dichloro-ethane / 19 h / 20 °C
8.1: sodium cyanoborohydride; acetic acid; methanol / 72 h / 20 °C
9.1: methanol; lithium hydroxide monohydrate / tetrahydrofuran / 20 °C
9.2: pH 6
With
hydrogenchloride; methanol; lithium hydroxide monohydrate; di-isopropyl azodicarboxylate; sodium tris(acetoxy)borohydride; sodium cyanoborohydride; acetic acid; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; trimethylphosphane;
toluene-4-sulfonic acid; acetic acid;
In
tetrahydrofuran; 1,4-dioxane; ethanol; water; 1,2-dichloro-ethane; butan-1-ol;