5,6-dimethyl-3-(6-hydroxy-1-hexynyl)-2-ethynylhydroquinone 1,4-dipivaloyl ester

Base Information

Chemical Name:5,6-dimethyl-3-(6-hydroxy-1-hexynyl)-2-ethynylhydroquinone 1,4-dipivaloyl ester
CAS No.:144182-06-9
Molecular Formula:C₂₆H₃₄O₅
Molecular Weight:426.553
Hs Code.:

Synonyms:5,6-dimethyl-3-(6-hydroxy-1-hexynyl)-2-ethynylhydroquinone 1,4-dipivaloyl ester

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Chemical Property of 5,6-dimethyl-3-(6-hydroxy-1-hexynyl)-2-ethynylhydroquinone 1,4-dipivaloyl ester

Chemical Property:

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Technology Process of 5,6-dimethyl-3-(6-hydroxy-1-hexynyl)-2-ethynylhydroquinone 1,4-dipivaloyl ester

There total 4 articles about 5,6-dimethyl-3-(6-hydroxy-1-hexynyl)-2-ethynylhydroquinone 1,4-dipivaloyl 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:

: 144182-03-6
2,3-diiodo-5,6-dimethylhydroquinone

: 144182-06-9
5,6-dimethyl-3-(6-hydroxy-1-hexynyl)-2-ethynylhydroquinone 1,4-dipivaloyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 58 percent / Pd(PPh₃)2Cl₂, CuI, diisopropylamine / benzene / 8 h / 25 °C

2: 88 percent / Pd(PPh₃)4, CuI, diisopropylamine / benzene / 19 h / Ambient temperature

3: 4.4 g / pyridine / 2 h / 60 °C

4: 1.) BF₃*Et₂O, 2.) TBAF / 1.) CH₂Cl₂, RT, 4.5 h, 2.) THF, RT, 5 min

With pyridine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; diisopropylamine; In benzene;
DOI:10.1021/ja00050a006

Reference yield:

: 144182-04-7
3-iodo-5,6-dimethyl-2-(2-(trimethylsilyl)ethynyl)hydroquinone

: 144182-06-9
5,6-dimethyl-3-(6-hydroxy-1-hexynyl)-2-ethynylhydroquinone 1,4-dipivaloyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 88 percent / Pd(PPh₃)4, CuI, diisopropylamine / benzene / 19 h / Ambient temperature

2: 4.4 g / pyridine / 2 h / 60 °C

3: 1.) BF₃*Et₂O, 2.) TBAF / 1.) CH₂Cl₂, RT, 4.5 h, 2.) THF, RT, 5 min

With pyridine; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; diisopropylamine; In benzene;
DOI:10.1021/ja00050a006

Reference yield:

: 2,2-Dimethyl-propionic acid 2-[6-(tert-butyl-dimethyl-silanyloxy)-hex-1-ynyl]-4-(2,2-dimethyl-propionyloxy)-5,6-dimethyl-3-trimethylsilanylethynyl-phenyl ester

: 144182-06-9
5,6-dimethyl-3-(6-hydroxy-1-hexynyl)-2-ethynylhydroquinone 1,4-dipivaloyl ester

Guidance literature:: With boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; Yield given. Multistep reaction; 1.) CH₂Cl₂, RT, 4.5 h, 2.) THF, RT, 5 min;
DOI:10.1021/ja00050a006