3-[[5-[[1-(tert-butoxycarbonyl)-2(S)-azetidinyl]methoxy]-3-pyridyl]ethynyl]phenylmethanol

Base Information

Chemical Name:3-[[5-[[1-(tert-butoxycarbonyl)-2(S)-azetidinyl]methoxy]-3-pyridyl]ethynyl]phenylmethanol
CAS No.:1222139-48-1
Molecular Formula:C₂₃H₂₆N₂O₄
Molecular Weight:394.47
Hs Code.:

Synonyms:3-[[5-[[1-(tert-butoxycarbonyl)-2(S)-azetidinyl]methoxy]-3-pyridyl]ethynyl]phenylmethanol

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Chemical Property of 3-[[5-[[1-(tert-butoxycarbonyl)-2(S)-azetidinyl]methoxy]-3-pyridyl]ethynyl]phenylmethanol

Chemical Property:

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Technology Process of 3-[[5-[[1-(tert-butoxycarbonyl)-2(S)-azetidinyl]methoxy]-3-pyridyl]ethynyl]phenylmethanol

There total 4 articles about 3-[[5-[[1-(tert-butoxycarbonyl)-2(S)-azetidinyl]methoxy]-3-pyridyl]ethynyl]phenylmethanol 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: 82.0%

: 1222139-46-9
(S)-tert-butyl 2-((5-ethynylpyridin-3-yloxy)methyl)azetidine-1-carboxylate

: 57455-06-8
3-iodobenzylalcohol

: 1222139-48-1
3-[[5-[[1-(tert-butoxycarbonyl)-2(S)-azetidinyl]methoxy]-3-pyridyl]ethynyl]phenylmethanol

Guidance literature:: bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; at 20 ℃; for 18.5h;

Reference yield:

: 74115-13-2
5-bromopyridine-3-ol

: 1222139-48-1
3-[[5-[[1-(tert-butoxycarbonyl)-2(S)-azetidinyl]methoxy]-3-pyridyl]ethynyl]phenylmethanol

Guidance literature:: Multi-step reaction with 4 steps

1: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran; toluene / 0.5 h / Cooling with ice; Inert atmosphere

2: bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; triphenylphosphine / 16 h / Reflux; Inert atmosphere

3: potassium hydroxide / methanol; hexane / 3 h / 20 °C

4: bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide / hexane; ethyl acetate / 18.5 h / 20 °C / Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; di-isopropyl azodicarboxylate; triethylamine; triphenylphosphine; potassium hydroxide; In tetrahydrofuran; methanol; hexane; ethyl acetate; toluene;

Reference yield:

: 186593-31-7
(S)-2-(5-bromo-pyridin-3-yloxymethyl)-azetidine-1-carboxylic acid tert-butyl ester

: 1222139-48-1
3-[[5-[[1-(tert-butoxycarbonyl)-2(S)-azetidinyl]methoxy]-3-pyridyl]ethynyl]phenylmethanol

Guidance literature:: Multi-step reaction with 3 steps

1: bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; triphenylphosphine / 16 h / Reflux; Inert atmosphere

2: potassium hydroxide / methanol; hexane / 3 h / 20 °C

3: bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide / hexane; ethyl acetate / 18.5 h / 20 °C / Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; triphenylphosphine; potassium hydroxide; In methanol; hexane; ethyl acetate;