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

Base Information

Chemical Name:N-[3-[2-[5-[[1-(tert-butoxycarbonyl)-2(S)-azetidinyl]methoxy]-3-pyridyl]ethyl]phenylmethyl]methanesulfonamide
CAS No.:1222135-57-0
Molecular Formula:C₂₄H₃₃N₃O₅S
Molecular Weight:475.609
Hs Code.:

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

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

Chemical Property:

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

There total 9 articles about N-[3-[2-[5-[[1-(tert-butoxycarbonyl)-2(S)-azetidinyl]methoxy]-3-pyridyl]ethyl]phenylmethyl]methanesulfonamide 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

: 1222135-57-0
N-[3-[2-[5-[[1-(tert-butoxycarbonyl)-2(S)-azetidinyl]methoxy]-3-pyridyl]ethyl]phenylmethyl]methanesulfonamide

Guidance literature:: Multi-step reaction with 9 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

8: platinum(IV) oxide; hydrogen / ethanol / 20 °C

9: triethylamine; 2,2'-iminobis[ethanol] / dichloromethane / Cooling with ice

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

Reference yield:

: 1222139-56-1
3-[2-[5-[[1-(tert-butoxycarbonyl)-(2S)-azetidinyl]methoxy]-3-pyridyl]ethyl]phenylmethylamine

: 124-63-0
methanesulfonyl chloride

: 1222135-57-0
N-[3-[2-[5-[[1-(tert-butoxycarbonyl)-2(S)-azetidinyl]methoxy]-3-pyridyl]ethyl]phenylmethyl]methanesulfonamide

Guidance literature:: With triethylamine; In dichloromethane; Cooling with ice;

Reference yield:

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

: 1222135-57-0
N-[3-[2-[5-[[1-(tert-butoxycarbonyl)-2(S)-azetidinyl]methoxy]-3-pyridyl]ethyl]phenylmethyl]methanesulfonamide

Guidance literature:: Multi-step reaction with 8 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

7: platinum(IV) oxide; hydrogen / ethanol / 20 °C

8: triethylamine; 2,2'-iminobis[ethanol] / dichloromethane / Cooling with ice

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