(7R,8aS)-7-{[5-(1-methylcyclopropyl)pyrazin-2-yl]oxy}-2-{[3-(trifluoromethyl)phenyl]sulfonyl}octahydropyrrolo[1,2-a]pyrazine

Base Information

• Chemical Name: (7R,8aS)-7-{[5-(1-methylcyclopropyl)pyrazin-2-yl]oxy}-2-{[3-(trifluoromethyl)phenyl]sulfonyl}octahydropyrrolo[1,2-a]pyrazine
• CAS No.: 1429199-52-9
• Molecular Formula: C₂₂H₂₅F₃N₄O₃S
• Molecular Weight: 482.527
• Mol file: 1429199-52-9.mol

Synonyms:(7R,8aS)-7-{[5-(1-methylcyclopropyl)pyrazin-2-yl]oxy}-2-{[3-(trifluoromethyl)phenyl]sulfonyl}octahydropyrrolo[1,2-a]pyrazine

Chemical Property of (7R,8aS)-7-{[5-(1-methylcyclopropyl)pyrazin-2-yl]oxy}-2-{[3-(trifluoromethyl)phenyl]sulfonyl}octahydropyrrolo[1,2-a]pyrazine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (7R,8aS)-7-{[5-(1-methylcyclopropyl)pyrazin-2-yl]oxy}-2-{[3-(trifluoromethyl)phenyl]sulfonyl}octahydropyrrolo[1,2-a]pyrazine

There total 9 articles about (7R,8aS)-7-{[5-(1-methylcyclopropyl)pyrazin-2-yl]oxy}-2-{[3-(trifluoromethyl)phenyl]sulfonyl}octahydropyrrolo[1,2-a]pyrazine 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: 28.0%

tert-butyl (7R,8aS)-7-{[5-(1-methylcyclopropyl)pyrazin-2-yl]oxy}-hexahydropyrrolo[1,2-a]pyrazine-2(1H)-carboxylate (1429200-14-5) + 3-(Trifluoromethyl)benzenesulfonyl chloride (777-44-6) → (7R,8aS)-7-{[5-(1-methylcyclopropyl)pyrazin-2-yl]oxy}-2-{[3-(trifluoromethyl)phenyl]sulfonyl}octahydropyrrolo[1,2-a]pyrazine (1429199-52-9)

Guidance literature:

tert-butyl (7R,8aS)-7-{[5-(1-methylcyclopropyl)pyrazin-2-yl]oxy}-hexahydropyrrolo[1,2-a]pyrazine-2(1H)-carboxylate; With hydrogenchloride; In 1,4-dioxane; at 20 ℃; for 1.5h;

3-(Trifluoromethyl)benzenesulfonyl chloride; With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 3h;

Reference yield:

L-4-hydroxyproline methyl ester hydrochloride (40216-83-9) → (7R,8aS)-7-{[5-(1-methylcyclopropyl)pyrazin-2-yl]oxy}-2-{[3-(trifluoromethyl)phenyl]sulfonyl}octahydropyrrolo[1,2-a]pyrazine (1429199-52-9)

Guidance literature:

Multi-step reaction with 8 steps

1.1: benzene / 5 h / Reflux

2.1: triethylamine / 2-ethoxy-ethanol / 12 h / Reflux

3.1: lithium aluminium tetrahydride / tetrahydrofuran / 78 h / 15 - 65 °C

4.1: hydrogen; 20% palladium hydroxide-activated charcoal / ethanol / 16 h / 50 °C / 1551.49 Torr

5.1: dichloromethane / 16 h / 20 °C

6.1: potassium tert-butylate / tetrahydrofuran / 0.33 h / 20 °C

6.2: 16 h / 20 °C

7.1: palladium diacetate / tetrahydrofuran; diethyl ether / 0 °C

8.1: hydrogenchloride / 1,4-dioxane / 1.5 h / 20 °C

8.2: 3 h / 20 °C

With hydrogenchloride; lithium aluminium tetrahydride; 20% palladium hydroxide-activated charcoal; potassium tert-butylate; hydrogen; palladium diacetate; triethylamine; In tetrahydrofuran; 1,4-dioxane; 2-ethoxy-ethanol; diethyl ether; ethanol; dichloromethane; benzene;

Reference yield:

(7R,8aS)-tert-butyl 7-hydroxyhexahydropyrrolo[1,2-a]pyrazine-2(1H)-carboxylate (1204603-42-8,1273564-60-5) → (7R,8aS)-7-{[5-(1-methylcyclopropyl)pyrazin-2-yl]oxy}-2-{[3-(trifluoromethyl)phenyl]sulfonyl}octahydropyrrolo[1,2-a]pyrazine (1429199-52-9)

Guidance literature:

Multi-step reaction with 3 steps

1.1: potassium tert-butylate / tetrahydrofuran / 0.33 h / 20 °C

1.2: 16 h / 20 °C

2.1: palladium diacetate / tetrahydrofuran; diethyl ether / 0 °C

3.1: hydrogenchloride / 1,4-dioxane / 1.5 h / 20 °C

3.2: 3 h / 20 °C

With hydrogenchloride; potassium tert-butylate; palladium diacetate; In tetrahydrofuran; 1,4-dioxane; diethyl ether;

upstream raw materials:

tert-butyl (7R,8aS)-7-{[5-(1-methylcyclopropyl)pyrazin-2-yl]oxy}-hexahydropyrrolo[1,2-a]pyrazine-2(1H)-carboxylate

3-(Trifluoromethyl)benzenesulfonyl chloride

(7R,8aS)-tert-butyl 7-hydroxyhexahydropyrrolo[1,2-a]pyrazine-2(1H)-carboxylate

tert-butyl (7R,8aS)-7-{[5-(prop-1-en-2-yl)pyrazin-2-yl]oxy}hexahydro-pyrrolo[1,2-a]pyrazine-2(1H)-carboxylate

Refernces