Technology Process of (S)-3-(3-Fluoro-4-methoxy-phenyl)-3-{2-[3-(5,6,7,8-tetrahydro-[1,8]naphthyridin-2-yl)-propylamino]-ethylamino}-propionic acid ethyl ester
There total 17 articles about (S)-3-(3-Fluoro-4-methoxy-phenyl)-3-{2-[3-(5,6,7,8-tetrahydro-[1,8]naphthyridin-2-yl)-propylamino]-ethylamino}-propionic acid ethyl ester which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
hydrogenchloride;
In
ethyl acetate;
at -20 - 0 ℃;
DOI:10.1021/jm030306r
- Guidance literature:
-
Multi-step reaction with 11 steps
1: 48 percent / triethylamine; NaB(OAc)3H / 1,2-dichloro-ethane / 1.5 h / 20 °C
2: 96 percent / DMAP; triethylamine / tetrahydrofuran / 4 h
3: 92 percent / p-toluenesulfonic acid / acetone / 2 h / Heating
4: 67 percent / proline / ethanol / 15 h / Heating
5: 78 percent / H2 / PtO2 / ethanol / 6 h
6: aq. NaOH / ethanol / 1 h / 50 °C
7: 43.1 g / NMM; HOBT; EDC / acetonitrile; CHCl3 / 15 h
8: 97 percent / DIBAL / tetrahydrofuran; hexane / 1 h / -78 °C
9: acetic acid; NaOAc / propan-2-ol / 20 °C
10: NaCNBH3 / propan-2-ol / 20 °C
11: HCl / ethyl acetate / -20 - 0 °C
With
4-methyl-morpholine; hydrogenchloride; dmap; sodium hydroxide; hydrogen; sodium acetate; sodium tris(acetoxy)borohydride; diisobutylaluminium hydride; sodium cyanoborohydride; benzotriazol-1-ol; toluene-4-sulfonic acid; acetic acid; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; rac-Pro-OH;
platinum(IV) oxide;
In
tetrahydrofuran; ethanol; hexane; chloroform; ethyl acetate; 1,2-dichloro-ethane; isopropyl alcohol; acetone; acetonitrile;
4: Friedlander condensation;
DOI:10.1021/jm030306r
- Guidance literature:
-
Multi-step reaction with 8 steps
1: 67 percent / proline / ethanol / 15 h / Heating
2: 78 percent / H2 / PtO2 / ethanol / 6 h
3: aq. NaOH / ethanol / 1 h / 50 °C
4: 43.1 g / NMM; HOBT; EDC / acetonitrile; CHCl3 / 15 h
5: 97 percent / DIBAL / tetrahydrofuran; hexane / 1 h / -78 °C
6: acetic acid; NaOAc / propan-2-ol / 20 °C
7: NaCNBH3 / propan-2-ol / 20 °C
8: HCl / ethyl acetate / -20 - 0 °C
With
4-methyl-morpholine; hydrogenchloride; sodium hydroxide; hydrogen; sodium acetate; diisobutylaluminium hydride; sodium cyanoborohydride; benzotriazol-1-ol; acetic acid; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; rac-Pro-OH;
platinum(IV) oxide;
In
tetrahydrofuran; ethanol; hexane; chloroform; ethyl acetate; isopropyl alcohol; acetonitrile;
1: Friedlander condensation;
DOI:10.1021/jm030306r
![3-(2-{<i>tert</i>-butoxycarbonyl-[3-(5,6,7,8-tetrahydro-[1,8]naphthyridin-2-yl)-propyl]-amino}-ethylamino)-3-(3-fluoro-4-methoxy-phenyl)-propionic acid ethyl ester](/Databaselist/images/loading.webp)
