N-[(R)-2-[3-(4-hydroxybutoxy)-3-o-tolylazetidin-1-yl]-1-(4-methoxybenzyl)-2-oxoethyl]-3-(-1H-imidazol-4-yl)propionamide

Base Information

Chemical Name:N-[(R)-2-[3-(4-hydroxybutoxy)-3-o-tolylazetidin-1-yl]-1-(4-methoxybenzyl)-2-oxoethyl]-3-(-1H-imidazol-4-yl)propionamide
CAS No.:1417342-68-7
Molecular Formula:C₃₀H₃₈N₄O₅
Molecular Weight:534.656
Hs Code.:

Synonyms:N-[(R)-2-[3-(4-hydroxybutoxy)-3-o-tolylazetidin-1-yl]-1-(4-methoxybenzyl)-2-oxoethyl]-3-(-1H-imidazol-4-yl)propionamide

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Chemical Property of N-[(R)-2-[3-(4-hydroxybutoxy)-3-o-tolylazetidin-1-yl]-1-(4-methoxybenzyl)-2-oxoethyl]-3-(-1H-imidazol-4-yl)propionamide

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Technology Process of N-[(R)-2-[3-(4-hydroxybutoxy)-3-o-tolylazetidin-1-yl]-1-(4-methoxybenzyl)-2-oxoethyl]-3-(-1H-imidazol-4-yl)propionamide

There total 7 articles about N-[(R)-2-[3-(4-hydroxybutoxy)-3-o-tolylazetidin-1-yl]-1-(4-methoxybenzyl)-2-oxoethyl]-3-(-1H-imidazol-4-yl)propionamide 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: 67.0%

: 1417342-81-4
N-[(R)-2-[3-(4-benzyloxybutoxy)-3-o-tolylazetidin-1-yl]-1-(4-methoxybenzyl)-2-oxoethyl]-3-(1H-imidazol-4-yl)propionamide

: 1417342-68-7
N-[(R)-2-[3-(4-hydroxybutoxy)-3-o-tolylazetidin-1-yl]-1-(4-methoxybenzyl)-2-oxoethyl]-3-(-1H-imidazol-4-yl)propionamide

Guidance literature:: With palladium on carbon; hydrogen; In acetic acid; at 20 ℃; for 1h;

Reference yield:

: 3-(4-benzyloxybutoxy)-3-o-tolylazetidine trifluoroacetate

: 1417342-68-7
N-[(R)-2-[3-(4-hydroxybutoxy)-3-o-tolylazetidin-1-yl]-1-(4-methoxybenzyl)-2-oxoethyl]-3-(-1H-imidazol-4-yl)propionamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 0.25 h

1.2: 0.25 h / 20 °C

1.3: 2 h / 20 °C

2.1: dichloromethane / 1 h / 20 °C

3.1: triethylamine; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate / N,N-dimethyl-formamide / 72 h / 20 °C

4.1: hydrogen; palladium on carbon / acetic acid / 1 h / 20 °C

With palladium on carbon; hydrogen; benzotriazol-1-ol; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In dichloromethane; acetic acid; N,N-dimethyl-formamide;

Reference yield:

: 33872-80-9
o-tolyl magnesium chloride

: 1417342-68-7
N-[(R)-2-[3-(4-hydroxybutoxy)-3-o-tolylazetidin-1-yl]-1-(4-methoxybenzyl)-2-oxoethyl]-3-(-1H-imidazol-4-yl)propionamide

Guidance literature:: Multi-step reaction with 7 steps

1.1: tetrahydrofuran / 1.5 h / -78 °C

2.1: N,N-dimethyl-formamide; mineral oil / 0.25 h / 20 °C

2.2: 15 h / 20 °C

3.1: dichloromethane / 1 h / 20 °C

4.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 0.25 h

4.2: 0.25 h / 20 °C

4.3: 2 h / 20 °C

5.1: dichloromethane / 1 h / 20 °C

6.1: triethylamine; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate / N,N-dimethyl-formamide / 72 h / 20 °C

7.1: hydrogen; palladium on carbon / acetic acid / 1 h / 20 °C

With palladium on carbon; hydrogen; benzotriazol-1-ol; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In tetrahydrofuran; dichloromethane; acetic acid; N,N-dimethyl-formamide; mineral oil;