2-(1-{2-[(4R,6S)-8-chloro-6-(2,3-dimethoxyphenyl)-4H,6H-pyrrolo[1,2-a][4,1]benzoxazepin-4-yl]ethyl}-1H-1,2,3-triazol-4-yl)acetic acid

Base Information

• Chemical Name: 2-(1-{2-[(4R,6S)-8-chloro-6-(2,3-dimethoxyphenyl)-4H,6H-pyrrolo[1,2-a][4,1]benzoxazepin-4-yl]ethyl}-1H-1,2,3-triazol-4-yl)acetic acid
• CAS No.: 937055-53-3
• Molecular Formula: C₂₆H₂₅ClN₄O₅
• Molecular Weight: 508.961

Synonyms:2-(1-{2-[(4R,6S)-8-chloro-6-(2,3-dimethoxyphenyl)-4H,6H-pyrrolo[1,2-a][4,1]benzoxazepin-4-yl]ethyl}-1H-1,2,3-triazol-4-yl)acetic acid

Chemical Property of 2-(1-{2-[(4R,6S)-8-chloro-6-(2,3-dimethoxyphenyl)-4H,6H-pyrrolo[1,2-a][4,1]benzoxazepin-4-yl]ethyl}-1H-1,2,3-triazol-4-yl)acetic acid

Chemical Property:

Purity/Quality:

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Technology Process of 2-(1-{2-[(4R,6S)-8-chloro-6-(2,3-dimethoxyphenyl)-4H,6H-pyrrolo[1,2-a][4,1]benzoxazepin-4-yl]ethyl}-1H-1,2,3-triazol-4-yl)acetic acid

There total 15 articles about 2-(1-{2-[(4R,6S)-8-chloro-6-(2,3-dimethoxyphenyl)-4H,6H-pyrrolo[1,2-a][4,1]benzoxazepin-4-yl]ethyl}-1H-1,2,3-triazol-4-yl)acetic acid 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: 88.0%

2-(1-{2-[(4R,6S)-8-chloro-6-(2,3-dimethoxyphenyl)-4H,6H-pyrrolo[1,2-a][4,1]benzoxazepin-4-yl]ethyl}-1H-1,2,3-triazol-4-yl)acetonitrile (937057-95-9) → 2-(1-{2-[(4R,6S)-8-chloro-6-(2,3-dimethoxyphenyl)-4H,6H-pyrrolo[1,2-a][4,1]benzoxazepin-4-yl]ethyl}-1H-1,2,3-triazol-4-yl)acetic acid (937055-53-3)

Guidance literature:

2-(1-{2-[(4R,6S)-8-chloro-6-(2,3-dimethoxyphenyl)-4H,6H-pyrrolo[1,2-a][4,1]benzoxazepin-4-yl]ethyl}-1H-1,2,3-triazol-4-yl)acetonitrile; With water; sodium hydroxide; In isopropyl alcohol; Reflux;

With hydrogenchloride; In water; Cooling with ice;

DOI:10.1016/j.bmc.2012.02.054

Reference yield:

(1-{2-[(4R,6S)-8-chloro-6-(2,3-dimethoxyphenyl)-4H,6H-pyrrolo[1,2-a][4,1]benzoxazepin-4-yl]ethyl}-1H-1,2,3-triazol-4-yl)methyl methanesulfonate (937057-93-7) → 2-(1-{2-[(4R,6S)-8-chloro-6-(2,3-dimethoxyphenyl)-4H,6H-pyrrolo[1,2-a][4,1]benzoxazepin-4-yl]ethyl}-1H-1,2,3-triazol-4-yl)acetic acid (937055-53-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: dimethyl sulfoxide / Heating

2.1: water; sodium hydroxide / isopropyl alcohol / Reflux

2.2: Cooling with ice

With water; sodium hydroxide; In dimethyl sulfoxide; isopropyl alcohol;

DOI:10.1016/j.bmc.2012.02.054

Reference yield:

[5-chloro-2-(1H-pyrrol-1-yl)phenyl](2,3-dimethoxyphenyl)methanone (937057-48-2) → 2-(1-{2-[(4R,6S)-8-chloro-6-(2,3-dimethoxyphenyl)-4H,6H-pyrrolo[1,2-a][4,1]benzoxazepin-4-yl]ethyl}-1H-1,2,3-triazol-4-yl)acetic acid (937055-53-3)

Guidance literature:

Multi-step reaction with 14 steps

1.1: trichlorophosphate / 20 °C / Cooling with ice

1.2: 3 h / 50 °C

2.1: toluene / 7 h / 100 °C

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

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

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

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

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

8.1: sodium azide / water; N,N-dimethyl-formamide / 6 h / 80 °C

9.1: toluene / Reflux

10.1: potassium carbonate / tetrahydrofuran; methanol; water / 20 °C / Heating

11.1: lithium aluminium tetrahydride / tetrahydrofuran / Cooling with ice

12.1: triethylamine / dichloromethane / Cooling with ice

13.1: dimethyl sulfoxide / Heating

14.1: water; sodium hydroxide / isopropyl alcohol / Reflux

14.2: Cooling with ice

With sodium tetrahydroborate; lithium aluminium tetrahydride; sodium azide; water; potassium carbonate; triethylamine; trifluoroacetic acid; sodium hydroxide; trichlorophosphate; In tetrahydrofuran; methanol; hexane; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; isopropyl alcohol; toluene; 1.1: Vilsmeier reaction / 1.2: Vilsmeier reaction / 2.1: Wittig reaction / 4.1: Michael reaction;

DOI:10.1016/j.bmc.2012.02.054

upstream raw materials:

2-(1-{2-[(4R,6S)-8-chloro-6-(2,3-dimethoxyphenyl)-4H,6H-pyrrolo[1,2-a][4,1]benzoxazepin-4-yl]ethyl}-1H-1,2,3-triazol-4-yl)acetonitrile

(1-{2-[(4R,6S)-8-chloro-6-(2,3-dimethoxyphenyl)-4H,6H-pyrrolo[1,2-a][4,1]benzoxazepin-4-yl]ethyl}-1H-1,2,3-triazol-4-yl)methyl methanesulfonate

[5-chloro-2-(1H-pyrrol-1-yl)phenyl](2,3-dimethoxyphenyl)methanone

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

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