ethyl 2-(1-(3-[(4R,6S)-8-chloro-6-(2,3-dimethoxyphenyl)-4H,6H-pyrrolo[1,2-a][4,1]benzoxazepin-4-yl]propanoyl)-3-azetidinyl)acetate

Base Information

Chemical Name:ethyl 2-(1-(3-[(4R,6S)-8-chloro-6-(2,3-dimethoxyphenyl)-4H,6H-pyrrolo[1,2-a][4,1]benzoxazepin-4-yl]propanoyl)-3-azetidinyl)acetate
CAS No.:937055-20-4
Molecular Formula:C₃₀H₃₃ClN₂O₆
Molecular Weight:553.055
Hs Code.:

Synonyms:ethyl 2-(1-(3-[(4R,6S)-8-chloro-6-(2,3-dimethoxyphenyl)-4H,6H-pyrrolo[1,2-a][4,1]benzoxazepin-4-yl]propanoyl)-3-azetidinyl)acetate

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Chemical Property of ethyl 2-(1-(3-[(4R,6S)-8-chloro-6-(2,3-dimethoxyphenyl)-4H,6H-pyrrolo[1,2-a][4,1]benzoxazepin-4-yl]propanoyl)-3-azetidinyl)acetate

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Technology Process of ethyl 2-(1-(3-[(4R,6S)-8-chloro-6-(2,3-dimethoxyphenyl)-4H,6H-pyrrolo[1,2-a][4,1]benzoxazepin-4-yl]propanoyl)-3-azetidinyl)acetate

There total 12 articles about ethyl 2-(1-(3-[(4R,6S)-8-chloro-6-(2,3-dimethoxyphenyl)-4H,6H-pyrrolo[1,2-a][4,1]benzoxazepin-4-yl]propanoyl)-3-azetidinyl)acetate 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: 96.0%

: 712317-32-3
ethyl 2-(3-azetidinyl)acetate hydrochloride

: 937054-53-0
3-[(4R,6S)-8-chloro-6-(2,3-dimethoxyphenyl)-4H,6H-pyrrolo[1,2-a][4,1]benzoxazepin-4-yl]propionic acid

: 937055-20-4
ethyl 2-(1-(3-[(4R,6S)-8-chloro-6-(2,3-dimethoxyphenyl)-4H,6H-pyrrolo[1,2-a][4,1]benzoxazepin-4-yl]propanoyl)-3-azetidinyl)acetate

Guidance literature:: With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In ethanol; dichloromethane; at 20 ℃;
DOI:10.1016/j.bmc.2012.02.054

Reference yield:

: 158602-32-5
ethyl 2-[1-(diphenylmethyl)azetidin-3-ylidene]acetate

: 937055-20-4
ethyl 2-(1-(3-[(4R,6S)-8-chloro-6-(2,3-dimethoxyphenyl)-4H,6H-pyrrolo[1,2-a][4,1]benzoxazepin-4-yl]propanoyl)-3-azetidinyl)acetate

Guidance literature:: Multi-step reaction with 2 steps

1: hydrogenchloride; palladium 10% on activated carbon; hydrogen / ethanol; water / 14 h / 3800.26 Torr

2: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / ethanol; dichloromethane / 20 °C

With hydrogenchloride; palladium 10% on activated carbon; hydrogen; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In ethanol; dichloromethane; water;
DOI:10.1016/j.bmc.2012.02.054

Reference yield:

: 937057-49-3
1-[4-chloro-2-(2,3-dimethoxybenzoyl)phenyl]-1H-pyrrole-2-carbaldehyde

: 937055-20-4
ethyl 2-(1-(3-[(4R,6S)-8-chloro-6-(2,3-dimethoxyphenyl)-4H,6H-pyrrolo[1,2-a][4,1]benzoxazepin-4-yl]propanoyl)-3-azetidinyl)acetate

Guidance literature:: Multi-step reaction with 9 steps

1.1: toluene / 7 h / 100 °C

2.1: sodium tetrahydroborate / methanol / 1 h / 20 °C

3.1: trifluoroacetic acid / dichloromethane / 8 h / 20 °C

4.1: CHIRALCEL OD column / hexane; isopropyl alcohol / Resolution of racemate

5.1: lithium aluminium tetrahydride / tetrahydrofuran / 3 h / 0 °C

6.1: triethylamine / dichloromethane / 3 h / 0 °C

7.1: dimethyl sulfoxide / 13 h / 50 °C

8.1: water; sodium hydroxide / isopropyl alcohol / 96 h / Reflux

8.2: Cooling with ice

9.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / ethanol; dichloromethane / 20 °C

With sodium tetrahydroborate; lithium aluminium tetrahydride; water; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; trifluoroacetic acid; sodium hydroxide; In tetrahydrofuran; methanol; ethanol; hexane; dichloromethane; dimethyl sulfoxide; isopropyl alcohol; toluene; 1.1: Wittig reaction / 3.1: Michael reaction;
DOI:10.1016/j.bmc.2012.02.054