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

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Chemical Name:(8R,9aR)-8-[(5-cyclopropylpyrazin-2-yl)oxy]-2-[4-(trifluoromethoxy)benzyl]octahydro-5H-pyrrolo[1,2-a][1,4]diazepin-5-one
CAS No.:1613628-42-4
Molecular Formula:C₂₃H₂₅F₃N₄O₃
Molecular Weight:462.472
Hs Code.:

Synonyms:(8R,9aR)-8-[(5-cyclopropylpyrazin-2-yl)oxy]-2-[4-(trifluoromethoxy)benzyl]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-[4-(trifluoromethoxy)benzyl]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-[4-(trifluoromethoxy)benzyl]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-[4-(trifluoromethoxy)benzyl]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: 50.0%

: 659-28-9
p-trifluoromethoxybenzaldehyde

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

: 1613628-42-4
(8R,9aR)-8-[(5-cyclopropylpyrazin-2-yl)oxy]-2-[4-(trifluoromethoxy)benzyl]octahydro-5H-pyrrolo[1,2-a][1,4]diazepin-5-one

Guidance literature:: p-trifluoromethoxybenzaldehyde; (8R,9aR)-8-[(5-cyclopropylpyrazin-2-yl)oxy]octahydro-5H-pyrrolo[1,2-a][1,4]diazepin-5-one hydrochloride; With triethylamine; In dichloromethane; for 0.166667h;

With sodium tris(acetoxy)borohydride; In dichloromethane; at 20 ℃; for 4h;

Reference yield:

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

: 1613628-42-4
(8R,9aR)-8-[(5-cyclopropylpyrazin-2-yl)oxy]-2-[4-(trifluoromethoxy)benzyl]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 / dichloromethane / 0.17 h

6.2: 4 h / 20 °C

With 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;

Reference yield:

: 40350-83-2,54631-82-2,54631-81-1
(2S,4R)-4-(benzyloxy)-1-(tert-butoxycarbonyl)pyrrolidine-2-carboxylic acid

: 1613628-42-4
(8R,9aR)-8-[(5-cyclopropylpyrazin-2-yl)oxy]-2-[4-(trifluoromethoxy)benzyl]octahydro-5H-pyrrolo[1,2-a][1,4]diazepin-5-one

Guidance literature:: Multi-step reaction with 7 steps

1.1: isobutyl chloroformate; 4-methyl-morpholine / tetrahydrofuran / 0.5 h / -10 °C

1.2: 0.5 h / 0 °C

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

2.2: 0.5 h / -78 - 0 °C

3.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / 16 h / 10 - 25 °C

3.2: 0.5 h / 10 - 25 °C

3.3: 22 h / 5 - 25 °C

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

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

5.2: 16 h / 20 °C

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

7.1: triethylamine / dichloromethane / 0.17 h

7.2: 4 h / 20 °C

With 4-methyl-morpholine; 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; isobutyl chloroformate; In tetrahydrofuran; methanol; ethanol; dichloromethane;