3-(3-methoxy-phenyl)-3-{5-[2-(5,6,7,8-tetrahydro-[1,8]naphthyridin-2-yl)-ethoxy]-indol-1-yl}-propionic acid ethyl ester

Base Information

Chemical Name:3-(3-methoxy-phenyl)-3-{5-[2-(5,6,7,8-tetrahydro-[1,8]naphthyridin-2-yl)-ethoxy]-indol-1-yl}-propionic acid ethyl ester
CAS No.:445491-23-6
Molecular Formula:C₃₀H₃₃N₃O₄
Molecular Weight:499.61
Hs Code.:

Synonyms:3-(3-methoxy-phenyl)-3-{5-[2-(5,6,7,8-tetrahydro-[1,8]naphthyridin-2-yl)-ethoxy]-indol-1-yl}-propionic acid ethyl ester

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Chemical Property of 3-(3-methoxy-phenyl)-3-{5-[2-(5,6,7,8-tetrahydro-[1,8]naphthyridin-2-yl)-ethoxy]-indol-1-yl}-propionic acid ethyl ester

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Technology Process of 3-(3-methoxy-phenyl)-3-{5-[2-(5,6,7,8-tetrahydro-[1,8]naphthyridin-2-yl)-ethoxy]-indol-1-yl}-propionic acid ethyl ester

There total 8 articles about 3-(3-methoxy-phenyl)-3-{5-[2-(5,6,7,8-tetrahydro-[1,8]naphthyridin-2-yl)-ethoxy]-indol-1-yl}-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: 78.0%

: 445491-22-5
7-(2-{1-[2-ethoxycarbonyl-1-(3-methoxy-phenyl)-ethyl]-1H-indol-5-yloxy}-ethyl)-3,4-dihydro-2H-[1,8]naphthyridine-1-carboxylic acid tert-butyl ester

: 445491-23-6
3-(3-methoxy-phenyl)-3-{5-[2-(5,6,7,8-tetrahydro-[1,8]naphthyridin-2-yl)-ethoxy]-indol-1-yl}-propionic acid ethyl ester

Guidance literature:

Reference yield:

: 445490-80-2
7-[2-(1H-indol-5-yloxy)-ethyl]-3,4-dihydro-2H-[1,8]naphthyridine-1-carboxylic acid tert-butyl ester

: 445491-23-6
3-(3-methoxy-phenyl)-3-{5-[2-(5,6,7,8-tetrahydro-[1,8]naphthyridin-2-yl)-ethoxy]-indol-1-yl}-propionic acid ethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: CsF / dimethylformamide / 4 h / 60 °C

2: H₂ / Pd/C / ethyl acetate; methanol

3: Cu(OTf) / dimethylformamide; toluene

With hydrogen; copper(I) triflate; cesium fluoride; palladium on activated charcoal; In methanol; ethyl acetate; N,N-dimethyl-formamide; toluene; 1: Michael addition;
DOI:10.1016/j.bmcl.2005.01.028

Reference yield:

: 76293-30-6
N-tert-butyl-2-aminopyridine

: 445491-23-6
3-(3-methoxy-phenyl)-3-{5-[2-(5,6,7,8-tetrahydro-[1,8]naphthyridin-2-yl)-ethoxy]-indol-1-yl}-propionic acid ethyl ester

Guidance literature:: Multi-step reaction with 12 steps

1.1: 95 percent / LDA

2.1: 52 percent / aq. HCl

3.1: 99 percent / L-proline

4.1: 74 percent / H₂ / Pd/C / ethanol

5.1: 50 percent / NaH / tetrahydrofuran

6.1: LDA / tetrahydrofuran / 0 °C

7.1: LiBH₄ / tetrahydrofuran / 3 h / -78 °C

8.1: PPh₃; DIAD / tetrahydrofuran

9.1: pyrrolidine / dimethylformamide / 16 h / 120 °C

9.2: H₂ / Pd/C / ethyl acetate; methanol

10.1: CsF / dimethylformamide / 4 h / 60 °C

11.1: H₂ / Pd/C / ethyl acetate; methanol

12.1: Cu(OTf) / dimethylformamide; toluene

With pyrrolidine; hydrogenchloride; lithium borohydride; di-isopropyl azodicarboxylate; hydrogen; copper(I) triflate; sodium hydride; triphenylphosphine; cesium fluoride; L-proline; lithium diisopropyl amide; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; ethyl acetate; N,N-dimethyl-formamide; toluene; 8.1: Mitsunobu reaction / 10.1: Michael addition;
DOI:10.1016/j.bmcl.2005.01.028