4-[1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-2-ethynyl-2H-quinoline-1-carboxylic acid phenyl ester

Base Information

Chemical Name:4-[1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-2-ethynyl-2H-quinoline-1-carboxylic acid phenyl ester
CAS No.:163392-55-0
Molecular Formula:C₂₆H₃₁NO₃Si
Molecular Weight:433.623
Hs Code.:

Synonyms:4-[1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-2-ethynyl-2H-quinoline-1-carboxylic acid phenyl ester

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Chemical Property of 4-[1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-2-ethynyl-2H-quinoline-1-carboxylic acid phenyl ester

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Technology Process of 4-[1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-2-ethynyl-2H-quinoline-1-carboxylic acid phenyl ester

There total 1 articles about 4-[1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-2-ethynyl-2H-quinoline-1-carboxylic acid phenyl 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:

: 135755-27-0
4-[1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-quinoline

: 1885-14-9
phenyl chloroformate

: 4301-14-8
acetylenemagnesium bromide

: 163392-55-0
4-[1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-2-ethynyl-2H-quinoline-1-carboxylic acid phenyl ester

Guidance literature:: Yield given. Multistep reaction; 1.) THF, from -70 deg C to 0 deg C, 2.) THF, 22 deg C, 1 h;
DOI:10.1248/cpb.45.125

Reference yield: 90.0%

: 163392-55-0
4-[1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-2-ethynyl-2H-quinoline-1-carboxylic acid phenyl ester

: 163392-56-1
2-ethynyl-1,2-dihydro-4-(1-hydroxyethyl)-1-phenoxycarbonylquinoline

Guidance literature:: With toluene-4-sulfonic acid; In methanol; at 22 ℃; for 5h;
DOI:10.1248/cpb.45.125

Reference yield:

: 163392-55-0
4-[1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-2-ethynyl-2H-quinoline-1-carboxylic acid phenyl ester

: phenyl (2R*,5Z,9S*,10S*,16R*)-9-methyl-9-trimethylsilyloxy-10,2,10-(epoxymetheno)-1-benz[b]azacyclododeca-5-ene-3,7-diyne-1-carboxylate

Guidance literature:: Multi-step reaction with 6 steps

1: 90 percent / p-TsOH*H₂O / methanol / 5 h / 22 °C

2: 99 percent / m-CPBA, Na₂HPO₄ / CH₂Cl₂ / 2 h / 0 °C

3: 87 percent / SO₃*Py, Et₃N / CH₂Cl₂; dimethylsulfoxide / 24 h

4: 1.) Pd₂(dba)3, PPh₃, CuI, 2.) n-butylamine / 1.) CHCl₃, benzene, 25 deg C, 1 h, 2.) CHCl₃, benzene, 25 deg C, 1.5 h

5: 18 percent / CsF, 18-crown-6 / tetrahydrofuran / 3 h

6: 100 percent / pyridine / 44 h / 25 °C

With pyridine; disodium hydrogenphosphate; copper(l) iodide; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; 18-crown-6 ether; pyridine-SO₃ complex; toluene-4-sulfonic acid; N-butylamine; triethylamine; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; cesium fluoride; In tetrahydrofuran; methanol; dichloromethane; dimethyl sulfoxide;
DOI:10.1248/cpb.45.125