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

Base Information

Chemical Name:3-phenyl-3-{5-[2-(5,6,7,8-tetrahydro-[1,8]naphthyridin-2-yl)-ethoxy]-indol-1-yl}-propionic acid
CAS No.:445489-88-3
Molecular Formula:C₂₇H₂₇N₃O₃
Molecular Weight:441.53
Hs Code.:

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

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

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

There total 12 articles about 3-phenyl-3-{5-[2-(5,6,7,8-tetrahydro-[1,8]naphthyridin-2-yl)-ethoxy]-indol-1-yl}-propionic acid 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: 66.0%

: 445490-83-5
3-phenyl-3-{5-[2-(5,6,7,8-tetrahydro-[1,8]naphthyridin-2-yl)-ethoxy]-indol-1-yl}-propionic acid ethyl ester

: 445489-88-3
3-phenyl-3-{5-[2-(5,6,7,8-tetrahydro-[1,8]naphthyridin-2-yl)-ethoxy]-indol-1-yl}-propionic acid

Guidance literature:: With lithium hydroxide monohydrate; In tetrahydrofuran; methanol; water;

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

: 445489-88-3
3-phenyl-3-{5-[2-(5,6,7,8-tetrahydro-[1,8]naphthyridin-2-yl)-ethoxy]-indol-1-yl}-propionic acid

Guidance literature:: Multi-step reaction with 4 steps

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

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

3: Cu(OTf) / dimethylformamide; toluene

4: aq. LiOH / methanol

With lithium hydroxide; 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:

: 445490-79-9
7-[2-(3-methyl-4-nitro-phenoxy)-ethyl]-3,4-dihydro-2H-[1,8]naphthyridine-1-carboxylic acid tert-butyl ester

: 445489-88-3
3-phenyl-3-{5-[2-(5,6,7,8-tetrahydro-[1,8]naphthyridin-2-yl)-ethoxy]-indol-1-yl}-propionic acid

Guidance literature:: Multi-step reaction with 5 steps

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

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

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

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

4.1: Cu(OTf) / dimethylformamide; toluene

5.1: aq. LiOH / methanol

With pyrrolidine; lithium hydroxide; hydrogen; copper(I) triflate; cesium fluoride; palladium on activated charcoal; In methanol; ethyl acetate; N,N-dimethyl-formamide; toluene; 2.1: Michael addition;
DOI:10.1016/j.bmcl.2005.01.028