3-[(2(S)-azetidinyl)methoxy]-5-[3-(2(S)-methoxy-3-phenylpropyl)phenyl]pyridine

Base Information

Chemical Name:3-[(2(S)-azetidinyl)methoxy]-5-[3-(2(S)-methoxy-3-phenylpropyl)phenyl]pyridine
CAS No.:1222135-38-7
Molecular Formula:C₂₅H₂₈N₂O₂
Molecular Weight:388.51
Hs Code.:

Synonyms:3-[(2(S)-azetidinyl)methoxy]-5-[3-(2(S)-methoxy-3-phenylpropyl)phenyl]pyridine

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Chemical Property of 3-[(2(S)-azetidinyl)methoxy]-5-[3-(2(S)-methoxy-3-phenylpropyl)phenyl]pyridine

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Technology Process of 3-[(2(S)-azetidinyl)methoxy]-5-[3-(2(S)-methoxy-3-phenylpropyl)phenyl]pyridine

There total 10 articles about 3-[(2(S)-azetidinyl)methoxy]-5-[3-(2(S)-methoxy-3-phenylpropyl)phenyl]pyridine 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: 51.0%

: 1222139-38-9
3-[[1-(tert-butoxycarbonyl)-2(S)-azetidinyl]methoxy]-5-[3-(2(S)-methoxy-3-phenylpropyl)phenyl]pyridine

: 1222135-38-7
3-[(2(S)-azetidinyl)methoxy]-5-[3-(2(S)-methoxy-3-phenylpropyl)phenyl]pyridine

Guidance literature:: 3-[[1-(tert-butoxycarbonyl)-2(S)-azetidinyl]methoxy]-5-[3-(2(S)-methoxy-3-phenylpropyl)phenyl]pyridine; With water; trifluoroacetic acid; In dichloromethane; at 0 - 20 ℃;

With sodium hydrogencarbonate; In water; pH=8.0;

Reference yield:

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

: 1222135-38-7
3-[(2(S)-azetidinyl)methoxy]-5-[3-(2(S)-methoxy-3-phenylpropyl)phenyl]pyridine

Guidance literature:: Multi-step reaction with 3 steps

1: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / toluene / 27 h / 90 °C / Inert atmosphere

2: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; tri-tert-butyl phosphine; cesium fluoride / 1-methyl-pyrrolidin-2-one; hexane / 3 h / 80 °C / Inert atmosphere

3: trifluoroacetic acid / dichloromethane; water / 0 - 20 °C / pH 8 / Inert atmosphere

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; tetrakis(triphenylphosphine) palladium⁽⁰⁾; tri-tert-butyl phosphine; cesium fluoride; trifluoroacetic acid; In 1-methyl-pyrrolidin-2-one; hexane; dichloromethane; water; toluene;

Reference yield:

: 20312-36-1
L-3-phenyllactic acid

: 1222135-38-7
3-[(2(S)-azetidinyl)methoxy]-5-[3-(2(S)-methoxy-3-phenylpropyl)phenyl]pyridine

Guidance literature:: Multi-step reaction with 5 steps

1.1: borane-THF / tetrahydrofuran / 20 °C / Cooling with ice; Inert atmosphere

2.1: hydrogenchloride; triethylamine; p-toluenesulfonyl chloride / dichloromethane / 0 - 20 °C / Inert atmosphere

2.2: 2 h / 0 °C / Inert atmosphere

3.1: isopropylmagnesium chloride / tetrahydrofuran; hexane / 3 h / -40 °C / Inert atmosphere

3.2: 2 h / -20 - -5 °C

4.1: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; tri-tert-butyl phosphine; cesium fluoride / 1-methyl-pyrrolidin-2-one; hexane / 3 h / 80 °C / Inert atmosphere

5.1: trifluoroacetic acid / dichloromethane; water / 0 - 20 °C / pH 8 / Inert atmosphere

With hydrogenchloride; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; borane-THF; tri-tert-butyl phosphine; isopropylmagnesium chloride; triethylamine; p-toluenesulfonyl chloride; cesium fluoride; trifluoroacetic acid; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; hexane; dichloromethane; water;