(8R,9aR)-8-[(5-cyclopropylpyrazin-2-yl)oxy]-2-[3-(trifluoromethyl)benzoyl]octahydro-5H-pyrrolo[1,2-a][1,4]diazepin-5-one

Base Information

Chemical Name:(8R,9aR)-8-[(5-cyclopropylpyrazin-2-yl)oxy]-2-[3-(trifluoromethyl)benzoyl]octahydro-5H-pyrrolo[1,2-a][1,4]diazepin-5-one
CAS No.:1613628-43-5
Molecular Formula:C₂₃H₂₃F₃N₄O₃
Molecular Weight:460.456
Hs Code.:

Synonyms:(8R,9aR)-8-[(5-cyclopropylpyrazin-2-yl)oxy]-2-[3-(trifluoromethyl)benzoyl]octahydro-5H-pyrrolo[1,2-a][1,4]diazepin-5-one

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Chemical Property of (8R,9aR)-8-[(5-cyclopropylpyrazin-2-yl)oxy]-2-[3-(trifluoromethyl)benzoyl]octahydro-5H-pyrrolo[1,2-a][1,4]diazepin-5-one

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Technology Process of (8R,9aR)-8-[(5-cyclopropylpyrazin-2-yl)oxy]-2-[3-(trifluoromethyl)benzoyl]octahydro-5H-pyrrolo[1,2-a][1,4]diazepin-5-one

There total 8 articles about (8R,9aR)-8-[(5-cyclopropylpyrazin-2-yl)oxy]-2-[3-(trifluoromethyl)benzoyl]octahydro-5H-pyrrolo[1,2-a][1,4]diazepin-5-one 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: 64.0%

: 1613630-35-5
(8R,9aR)-8-[(5-cyclopropylpyrazin-2-yl)oxy]octahydro-5H-pyrrolo[1,2-a][1,4]diazepin-5-one hydrochloride

: 2251-65-2
3-(Trifluoromethyl)benzoyl chloride

: 1613628-43-5
(8R,9aR)-8-[(5-cyclopropylpyrazin-2-yl)oxy]-2-[3-(trifluoromethyl)benzoyl]octahydro-5H-pyrrolo[1,2-a][1,4]diazepin-5-one

Guidance literature:: With dmap; triethylamine; In dichloromethane; at 20 ℃;

Reference yield:

: 136024-61-8
(4R)-benzyloxy-(2S)-formylpyrrolidine-1-carboxylic acid tert-butyl ester

: 1613628-43-5
(8R,9aR)-8-[(5-cyclopropylpyrazin-2-yl)oxy]-2-[3-(trifluoromethyl)benzoyl]octahydro-5H-pyrrolo[1,2-a][1,4]diazepin-5-one

Guidance literature:: Multi-step reaction with 5 steps

1.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / 16 h / 10 - 25 °C

1.2: 0.5 h / 10 - 25 °C

1.3: 22 h / 5 - 25 °C

2.1: hydrogen; 20% palladium hydroxide-activated charcoal / ethanol / 4 h / 50 °C / 1551.49 Torr / Autoclave

3.1: potassium tert-butylate / tetrahydrofuran / 0.08 h / 20 °C

3.2: 16 h / 20 °C

4.1: acetyl chloride / methanol / 0.5 h / 0 - 60 °C

5.1: triethylamine; dmap / dichloromethane / 20 °C

With dmap; 20% palladium hydroxide-activated charcoal; potassium tert-butylate; hydrogen; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; acetyl chloride; In tetrahydrofuran; methanol; ethanol; dichloromethane;

Reference yield:

: 109953-95-9
tert-butyl (2S,4R)-4-(benzyloxy)-2-(hydroxymethyl)pyrrolidine-1-carboxylate

: 1613628-43-5
(8R,9aR)-8-[(5-cyclopropylpyrazin-2-yl)oxy]-2-[3-(trifluoromethyl)benzoyl]octahydro-5H-pyrrolo[1,2-a][1,4]diazepin-5-one

Guidance literature:: Multi-step reaction with 6 steps

1.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 0.25 h / -78 °C

1.2: 0.5 h / -78 - 0 °C

2.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / 16 h / 10 - 25 °C

2.2: 0.5 h / 10 - 25 °C

2.3: 22 h / 5 - 25 °C

3.1: hydrogen; 20% palladium hydroxide-activated charcoal / ethanol / 4 h / 50 °C / 1551.49 Torr / Autoclave

4.1: potassium tert-butylate / tetrahydrofuran / 0.08 h / 20 °C

4.2: 16 h / 20 °C

5.1: acetyl chloride / methanol / 0.5 h / 0 - 60 °C

6.1: triethylamine; dmap / dichloromethane / 20 °C

With dmap; oxalyl dichloride; 20% palladium hydroxide-activated charcoal; potassium tert-butylate; hydrogen; dimethyl sulfoxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; acetyl chloride; In tetrahydrofuran; methanol; ethanol; dichloromethane;