tert-butyl ((3aR,5R,6aR)-2-cinnamoyl-3a-(3-(trifluoromethyl)-5,6,7,8-tetrahydro-1,6-naphthyridine-6-carbonyl)octahydrocyclopenta[c]pyrrol-5-yl)carbamate

Base Information

• Chemical Name: tert-butyl ((3aR,5R,6aR)-2-cinnamoyl-3a-(3-(trifluoromethyl)-5,6,7,8-tetrahydro-1,6-naphthyridine-6-carbonyl)octahydrocyclopenta[c]pyrrol-5-yl)carbamate
• CAS No.: 1537881-87-0
• Molecular Formula: C₃₁H₃₅F₃N₄O₄
• Molecular Weight: 584.639
• Mol file: 1537881-87-0.mol

Synonyms:tert-butyl ((3aR,5R,6aR)-2-cinnamoyl-3a-(3-(trifluoromethyl)-5,6,7,8-tetrahydro-1,6-naphthyridine-6-carbonyl)octahydrocyclopenta[c]pyrrol-5-yl)carbamate

Chemical Property of tert-butyl ((3aR,5R,6aR)-2-cinnamoyl-3a-(3-(trifluoromethyl)-5,6,7,8-tetrahydro-1,6-naphthyridine-6-carbonyl)octahydrocyclopenta[c]pyrrol-5-yl)carbamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl ((3aR,5R,6aR)-2-cinnamoyl-3a-(3-(trifluoromethyl)-5,6,7,8-tetrahydro-1,6-naphthyridine-6-carbonyl)octahydrocyclopenta[c]pyrrol-5-yl)carbamate

There total 6 articles about tert-butyl ((3aR,5R,6aR)-2-cinnamoyl-3a-(3-(trifluoromethyl)-5,6,7,8-tetrahydro-1,6-naphthyridine-6-carbonyl)octahydrocyclopenta[c]pyrrol-5-yl)carbamate 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:

tert-butyl ((3aR,5R,6aR)-3a-(3-(trifluoromethyl)-5,6,7,8-tetrahydro-1,6-naphthyridine-6-carbonyl)octahydrocyclopenta[c]pyrrol-5-yl)carbamate (1537879-91-6) + Cinnamoyl chloride (102-92-1,17082-09-6) → tert-butyl ((3aR,5R,6aR)-2-cinnamoyl-3a-(3-(trifluoromethyl)-5,6,7,8-tetrahydro-1,6-naphthyridine-6-carbonyl)octahydrocyclopenta[c]pyrrol-5-yl)carbamate (1537881-87-0)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃; for 48h;

Reference yield:

methyl (3aR,5R,6aR)-2-benzyl-5-((tert-butoxycarbonyl)amino)octahydrocyclopenta[c]pyrrole-3a-carboxylate (1443232-24-3) → tert-butyl ((3aR,5R,6aR)-2-cinnamoyl-3a-(3-(trifluoromethyl)-5,6,7,8-tetrahydro-1,6-naphthyridine-6-carbonyl)octahydrocyclopenta[c]pyrrol-5-yl)carbamate (1537881-87-0)

Guidance literature:

Multi-step reaction with 6 steps

1: 5% Pd(OH)2/C; hydrogen / methanol / 2585.81 Torr

2: triethylamine / dichloromethane / 3 h / 0 - 20 °C / Inert atmosphere

3: potassium hydroxide; water / tetrahydrofuran / 20 °C

4: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol; triethylamine / tetrahydrofuran / 20 °C

5: hydrogen; palladium 10% on activated carbon / methanol / 1292.9 Torr / Inert atmosphere

6: triethylamine / dichloromethane / 48 h / 0 - 20 °C

With 5% Pd(OH)2/C; palladium 10% on activated carbon; water; hydrogen; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; potassium hydroxide; In tetrahydrofuran; methanol; dichloromethane;

Reference yield:

methyl (3aR,5R,6aR)-5-((tert-butoxycarbonyl)amino)octahydrocyclopenta[c]pyrrole-3a-carboxylate (1537879-99-4) → tert-butyl ((3aR,5R,6aR)-2-cinnamoyl-3a-(3-(trifluoromethyl)-5,6,7,8-tetrahydro-1,6-naphthyridine-6-carbonyl)octahydrocyclopenta[c]pyrrol-5-yl)carbamate (1537881-87-0)

Guidance literature:

Multi-step reaction with 5 steps

1: triethylamine / dichloromethane / 3 h / 0 - 20 °C / Inert atmosphere

2: potassium hydroxide; water / tetrahydrofuran / 20 °C

3: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol; triethylamine / tetrahydrofuran / 20 °C

4: hydrogen; palladium 10% on activated carbon / methanol / 1292.9 Torr / Inert atmosphere

5: triethylamine / dichloromethane / 48 h / 0 - 20 °C

With palladium 10% on activated carbon; water; hydrogen; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; potassium hydroxide; In tetrahydrofuran; methanol; dichloromethane;

upstream raw materials:

methyl (3aR,5R,6aR)-2-benzyl-5-((tert-butoxycarbonyl)amino)octahydrocyclopenta[c]pyrrole-3a-carboxylate

methyl (3aR,5R,6aR)-5-((tert-butoxycarbonyl)amino)octahydrocyclopenta[c]pyrrole-3a-carboxylate

(3aR,5R,6aR)-2-benzyl 3a-methyl 5-((tert-butoxycarbonyl)amino)hexahydrocyclopenta[c]pyrrole-2,3a(1H)-dicarboxylate

(3aR,5R,6aR)-2-((benzyloxy)carbonyl)-5-((tert-butoxycarbonyl)amino)octahydrocyclopenta[c]pyrrole-3a-carboxylic acid