Boc-(4S)-N-[5-chloro-2-(1H-1,2,4-triazol-1-yl)benzyl]-4-fluoro-L-prolinamide

Base Information

• Chemical Name: Boc-(4S)-N-[5-chloro-2-(1H-1,2,4-triazol-1-yl)benzyl]-4-fluoro-L-prolinamide
• CAS No.: 911831-67-9
• Molecular Formula: C₁₉H₂₃ClFN₅O₃
• Molecular Weight: 423.875
• Mol file: 911831-67-9.mol

Synonyms:

Chemical Property of Boc-(4S)-N-[5-chloro-2-(1H-1,2,4-triazol-1-yl)benzyl]-4-fluoro-L-prolinamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Boc-(4S)-N-[5-chloro-2-(1H-1,2,4-triazol-1-yl)benzyl]-4-fluoro-L-prolinamide

There total 1 articles about Boc-(4S)-N-[5-chloro-2-(1H-1,2,4-triazol-1-yl)benzyl]-4-fluoro-L-prolinamide 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:

(2S,4S)-1-(tert-butoxycarbonyl)-4-fluoropyrrolidine-2-carboxylic acid (203866-13-1) + 5-Chloro-2-[1,2,4]triazol-1-yl-benzylamine (404922-72-1) → Boc-(4S)-N-[5-chloro-2-(1H-1,2,4-triazol-1-yl)benzyl]-4-fluoro-L-prolinamide (911831-67-9)

Guidance literature:

With 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; at 20 ℃; for 2.5h;

DOI:10.1016/j.bmc.2006.06.040

Reference yield:

Boc-(4S)-N-[5-chloro-2-(1H-1,2,4-triazol-1-yl)benzyl]-4-fluoro-L-prolinamide (911831-67-9) → (4S)-N-[5-chloro-2-(1H-1,2,4-triazol-1-yl)benzyl]-4-fluoro-L-prolinamide dihydrochloride

Guidance literature:

With hydrogenchloride; In dichloromethane; for 2h;

DOI:10.1016/j.bmc.2006.06.040

Reference yield:

Boc-(4S)-N-[5-chloro-2-(1H-1,2,4-triazol-1-yl)benzyl]-4-fluoro-L-prolinamide (911831-67-9) → (4S)-3-(1-methylcyclopropyl)-D-alanyl-N-[5-chloro-2-(1H-1,2,4-triazol-1-yl)benzyl]-4-fluoro-L-prolinamide bis(trifluoroacetate)

Guidance literature:

Multi-step reaction with 3 steps

1: HCl / CH₂Cl₂ / 2 h

2: 1-ethyl-3-[3-(dimethylamino)propyl]carbodiimide HCl; 1-hydroxy-7-aza-1H-benzotriazole; Huenig's base / dimethylformamide / 18 h / 20 °C / pH 6 - 8

3: 28 mg / CH₂Cl₂ / 1 h

With hydrogenchloride; 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/j.bmc.2006.06.040

upstream raw materials:

(2S,4S)-1-(tert-butoxycarbonyl)-4-fluoropyrrolidine-2-carboxylic acid

5-Chloro-2-[1,2,4]triazol-1-yl-benzylamine

Refernces