Technology Process of tert-butyl 2-[(7S)-9-methoxy-7-(2-methoxypyrimidin-5-yl)-5,9-dioxononyl]-5,6,7,8-tetrahydro-9H-pyrido[2,3-b]azepine-9-carboxylate
There total 1 articles about tert-butyl 2-[(7S)-9-methoxy-7-(2-methoxypyrimidin-5-yl)-5,9-dioxononyl]-5,6,7,8-tetrahydro-9H-pyrido[2,3-b]azepine-9-carboxylate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
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Multi-step reaction with 6 steps
1.1: 91 percent / hexyllithium; 1,1,1,3,3,3-hexamethyldisilazane / tetrahydrofuran / 0.5 h / 20 °C
2.1: 78 percent / hexyllithium; N,N,N',N'-tetramethylethylenediamine / hexane; tetrahydrofuran / 9 h / Heating
3.1: potassium carbonate; bis(diphenylphosphino)ferrocene / Pd(OAc)2 / tetrahydrofuran / 26 h / 65 °C
4.1: hydrochloric acid / isopropyl acetate / 4 h / 0 °C
5.1: KHMDS / toluene; tetrahydrofuran / -78 - 0 °C
5.2: 53 percent / tetrahydrofuran / 3 h / 0 °C
6.1: H2 / Pd/C / propan-2-ol; H2O / 2 h / 2100.17 Torr
With
hydrogenchloride; 1,1'-bis(diphenylphosphino)ferrocene; N,N,N,N,-tetramethylethylenediamine; hydrogen; n-hexyllithium; potassium hexamethylsilazane; potassium carbonate; 1,1,1,3,3,3-hexamethyl-disilazane;
palladium diacetate; palladium on activated charcoal;
In
tetrahydrofuran; hexane; Isopropyl acetate; water; isopropyl alcohol; toluene;
3.1: Suzuki coupling / 5.2: Horner-Wadsworth-Emmons reaction;
DOI:10.1021/jo048082n