3-(2-{tert-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

Base Information

Chemical Name:3-(2-{tert-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
CAS No.:1027146-25-3
Molecular Formula:C₃₀H₄₃FN₄O₅
Molecular Weight:558.694
Hs Code.:

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

Synonyms:3-(2-{tert-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

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Chemical Property of 3-(2-{tert-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

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Technology Process of 3-(2-{tert-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

There total 16 articles about 3-(2-{tert-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 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:

: (S)-3-[2-{tert-Butoxycarbonyl-[3-(5,6,7,8-tetrahydro-[1,8]naphthyridin-2-yl)-propyl]-amino}-eth-(E)-ylideneamino]-3-(3-fluoro-4-methoxy-phenyl)-propionic acid ethyl ester

: 1027146-25-3
3-(2-{tert-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

Guidance literature:: With sodium cyanoborohydride; In isopropyl alcohol; at 20 ℃;
DOI:10.1021/jm030306r

Reference yield:

: 24108-29-0
3-(2-methyl-[1,3]dioxolan-2-yl)-propionaldehyde

: 1027146-25-3
3-(2-{tert-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

Guidance literature:: Multi-step reaction with 10 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

With 4-methyl-morpholine; 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; 1,2-dichloro-ethane; isopropyl alcohol; acetone; acetonitrile; 4: Friedlander condensation;
DOI:10.1021/jm030306r

Reference yield:

: 7521-41-7
2-Aminonicotinaldehyde

: 1027146-25-3
3-(2-{tert-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

Guidance literature:: Multi-step reaction with 7 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

With 4-methyl-morpholine; 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; isopropyl alcohol; acetonitrile; 1: Friedlander condensation;
DOI:10.1021/jm030306r