3-[2-[5-[[1-(tert-butoxycarbonyl)-2(S)-azetidinyl]methoxy]-3-pyridyl]ethyl]phenylmethyl azide

Base Information

Chemical Name:3-[2-[5-[[1-(tert-butoxycarbonyl)-2(S)-azetidinyl]methoxy]-3-pyridyl]ethyl]phenylmethyl azide
CAS No.:1222139-54-9
Molecular Formula:C₂₃H₂₉N₅O₃
Molecular Weight:423.515
Hs Code.:

Synonyms:3-[2-[5-[[1-(tert-butoxycarbonyl)-2(S)-azetidinyl]methoxy]-3-pyridyl]ethyl]phenylmethyl azide

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Chemical Property of 3-[2-[5-[[1-(tert-butoxycarbonyl)-2(S)-azetidinyl]methoxy]-3-pyridyl]ethyl]phenylmethyl azide

Chemical Property:

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Technology Process of 3-[2-[5-[[1-(tert-butoxycarbonyl)-2(S)-azetidinyl]methoxy]-3-pyridyl]ethyl]phenylmethyl azide

There total 7 articles about 3-[2-[5-[[1-(tert-butoxycarbonyl)-2(S)-azetidinyl]methoxy]-3-pyridyl]ethyl]phenylmethyl azide 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:

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

: 1222139-54-9
3-[2-[5-[[1-(tert-butoxycarbonyl)-2(S)-azetidinyl]methoxy]-3-pyridyl]ethyl]phenylmethyl azide

Guidance literature:: Multi-step reaction with 7 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

5: platinum(IV) oxide; hydrogen / ethyl acetate / 6.25 h / 20 °C

6: 2,6-dimethylpyridine; methanesulfonyl chloride; lithium chloride / N,N-dimethyl-formamide / 20 °C

7: sodium azide / ethyl acetate; N,N-dimethyl-formamide; toluene / 20 °C

With 2,6-dimethylpyridine; platinum(IV) oxide; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; sodium azide; di-isopropyl azodicarboxylate; hydrogen; methanesulfonyl chloride; triethylamine; triphenylphosphine; lithium chloride; potassium hydroxide; In tetrahydrofuran; methanol; hexane; ethyl acetate; N,N-dimethyl-formamide; toluene;

Reference yield:

: 1222139-52-7
3-[2-[5-[[1-(tert-butoxycarbonyl)-2(S)-azetidinyl]methoxy]-3-pyridyl]ethyl]phenylmethyl chloride

: 1222139-54-9
3-[2-[5-[[1-(tert-butoxycarbonyl)-2(S)-azetidinyl]methoxy]-3-pyridyl]ethyl]phenylmethyl azide

Guidance literature:: With sodium azide; In N,N-dimethyl-formamide;

Reference yield:

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

: 1222139-54-9
3-[2-[5-[[1-(tert-butoxycarbonyl)-2(S)-azetidinyl]methoxy]-3-pyridyl]ethyl]phenylmethyl azide

Guidance literature:: Multi-step reaction with 6 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

4: platinum(IV) oxide; hydrogen / ethyl acetate / 6.25 h / 20 °C

5: 2,6-dimethylpyridine; methanesulfonyl chloride; lithium chloride / N,N-dimethyl-formamide / 20 °C

6: sodium azide / ethyl acetate; N,N-dimethyl-formamide; toluene / 20 °C

With 2,6-dimethylpyridine; platinum(IV) oxide; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; sodium azide; hydrogen; methanesulfonyl chloride; triethylamine; triphenylphosphine; lithium chloride; potassium hydroxide; In methanol; hexane; ethyl acetate; N,N-dimethyl-formamide; toluene;