Fmoc-(5-[(R)-amino]-1,2,4,5,6,7-hexahydroazepino[3,2,1-hi]indole-4-one-2-(S)-carboxylate)

Base Information

• Chemical Name: Fmoc-(5-[(R)-amino]-1,2,4,5,6,7-hexahydroazepino[3,2,1-hi]indole-4-one-2-(S)-carboxylate)
• CAS No.: 1147126-36-0
• Molecular Formula: C₂₈H₂₄N₂O₅
• Molecular Weight: 468.509
• Mol file: 1147126-36-0.mol

Synonyms:

Chemical Property of Fmoc-(5-[(R)-amino]-1,2,4,5,6,7-hexahydroazepino[3,2,1-hi]indole-4-one-2-(S)-carboxylate)

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Fmoc-(5-[(R)-amino]-1,2,4,5,6,7-hexahydroazepino[3,2,1-hi]indole-4-one-2-(S)-carboxylate)

There total 1 articles about Fmoc-(5-[(R)-amino]-1,2,4,5,6,7-hexahydroazepino[3,2,1-hi]indole-4-one-2-(S)-carboxylate) 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: 56.0%

N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide (82911-69-1) + 4,7-dioxo-5-(R)-(2,2,2-trifluoroacetylamino)-1,2,4,5,6,7-hexahydroazepino[3,2,1-hi]indole-2-(S)-carboxylic acid methyl ester (160726-07-8) → Fmoc-(5-[(R)-amino]-1,2,4,5,6,7-hexahydroazepino[3,2,1-hi]indole-4-one-2-(S)-carboxylate) (1147126-36-0,204326-24-9)

Guidance literature:

4,7-dioxo-5-(R)-(2,2,2-trifluoroacetylamino)-1,2,4,5,6,7-hexahydroazepino[3,2,1-hi]indole-2-(S)-carboxylic acid methyl ester; With palladium 10% on activated carbon; hydrogen; In acetic acid; at 20 ℃; for 24h; under 2585.81 Torr;

With lithium hydroxide; In tetrahydrofuran; water; for 2h;

N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide; In 1,4-dioxane; water; for 20h;

DOI:10.1021/jm801491w

Reference yield:

C19H19N2O4Pol + Fmoc-(5-[(R)-amino]-1,2,4,5,6,7-hexahydroazepino[3,2,1-hi]indole-4-one-2-(S)-carboxylate) (1147126-36-0,204326-24-9) + N-Fmoc-Tyr-OH (112883-29-1,92954-90-0) + N2-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-glutamine (71989-20-3) → Ac-pTyr-(5R)Haic-Gln-Thr-NH2 (1147126-12-2)

Guidance literature:

C₁₉H₁₉N₂O₄Pol; N₂-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-glutamine; With piperidine; benzotriazol-1-ol; diisopropyl-carbodiimide; In dichloromethane; N,N-dimethyl-formamide; solid phase reaction;

Fmoc-(5-[(R)-amino]-1,2,4,5,6,7-hexahydroazepino[3,2,1-hi]indole-4-one-2-(S)-carboxylate); With piperidine; benzotriazol-1-ol; diisopropyl-carbodiimide; In dichloromethane; N,N-dimethyl-formamide; solid phase reaction;

N-Fmoc-Tyr-OH; Further stages;

DOI:10.1021/jm801491w

upstream raw materials:

N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide

4,7-dioxo-5-(R)-(2,2,2-trifluoroacetylamino)-1,2,4,5,6,7-hexahydroazepino[3,2,1-hi]indole-2-(S)-carboxylic acid methyl ester

Downstream raw materials:

Ac-pTyr-(5R)Haic-Gln-Thr-NH₂