benzyl (E)-3-[8-(tert-butoxycarbonyl)-5,6,7,8-tetrahydro-1,8-naphthyridin-3-yl]acrylate

Base Information

Chemical Name:benzyl (E)-3-[8-(tert-butoxycarbonyl)-5,6,7,8-tetrahydro-1,8-naphthyridin-3-yl]acrylate
CAS No.:335030-40-5
Molecular Formula:C₂₃H₂₆N₂O₄
Molecular Weight:394.47
Hs Code.:

Synonyms:benzyl (E)-3-[8-(tert-butoxycarbonyl)-5,6,7,8-tetrahydro-1,8-naphthyridin-3-yl]acrylate

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Chemical Property of benzyl (E)-3-[8-(tert-butoxycarbonyl)-5,6,7,8-tetrahydro-1,8-naphthyridin-3-yl]acrylate

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Technology Process of benzyl (E)-3-[8-(tert-butoxycarbonyl)-5,6,7,8-tetrahydro-1,8-naphthyridin-3-yl]acrylate

There total 4 articles about benzyl (E)-3-[8-(tert-butoxycarbonyl)-5,6,7,8-tetrahydro-1,8-naphthyridin-3-yl]acrylate 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: 54.0%

: 2495-35-4,25036-21-9
benzylacrylate

: 335030-38-1
6-bromo-3,4-dihydro-2H-[1,8]naphthyridine-1-carboxylic acid tert-butyl ester

: 335030-40-5
benzyl (E)-3-[8-(tert-butoxycarbonyl)-5,6,7,8-tetrahydro-1,8-naphthyridin-3-yl]acrylate

Guidance literature:: With palladium diacetate; P(tolyl)3; N-ethyl-N,N-diisopropylamine; In various solvent(s); for 18h; Heating;
DOI:10.1021/jm0204035

Reference yield:

: 13623-87-5
1,2,3,4-tetrahydro-1,8-naphthyridine

: 335030-40-5
benzyl (E)-3-[8-(tert-butoxycarbonyl)-5,6,7,8-tetrahydro-1,8-naphthyridin-3-yl]acrylate

Guidance literature:: Multi-step reaction with 3 steps

1: 76 percent / LiHMDS / tetrahydrofuran / 0.5 h / 0 °C

2: 98 percent / NBS; AcOH / CH₂Cl₂ / 72 h

3: 54 percent / Pd(OAc)2; P(tolyl)3; i-Pr₂NEt / various solvent(s) / 18 h / Heating

With palladium diacetate; N-Bromosuccinimide; P(tolyl)3; acetic acid; N-ethyl-N,N-diisopropylamine; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane; 3: Heck coupling;
DOI:10.1021/jm0204035

Reference yield:

: 24424-99-5
di-tert-butyl dicarbonate

: 335030-40-5
benzyl (E)-3-[8-(tert-butoxycarbonyl)-5,6,7,8-tetrahydro-1,8-naphthyridin-3-yl]acrylate

Guidance literature:: Multi-step reaction with 3 steps

1: 76 percent / LiHMDS / tetrahydrofuran / 0.5 h / 0 °C

2: 98 percent / NBS; AcOH / CH₂Cl₂ / 72 h

3: 54 percent / Pd(OAc)2; P(tolyl)3; i-Pr₂NEt / various solvent(s) / 18 h / Heating

With palladium diacetate; N-Bromosuccinimide; P(tolyl)3; acetic acid; N-ethyl-N,N-diisopropylamine; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane; 3: Heck coupling;
DOI:10.1021/jm0204035