(4R)-1-[(2R)-2-azido-3-(1-chlorocyclopropyl)propanoyl]-N-[5-chloro-2-(1H-1,2,4-triazol-1-yl)benzyl]-4-fluoro-L-prolinamide

Base Information

Chemical Name:(4R)-1-[(2R)-2-azido-3-(1-chlorocyclopropyl)propanoyl]-N-[5-chloro-2-(1H-1,2,4-triazol-1-yl)benzyl]-4-fluoro-L-prolinamide
CAS No.:924901-55-3
Molecular Formula:C₂₀H₂₁Cl₂FN₈O₂
Molecular Weight:495.344
Hs Code.:

Synonyms:(4R)-1-[(2R)-2-azido-3-(1-chlorocyclopropyl)propanoyl]-N-[5-chloro-2-(1H-1,2,4-triazol-1-yl)benzyl]-4-fluoro-L-prolinamide

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Chemical Property of (4R)-1-[(2R)-2-azido-3-(1-chlorocyclopropyl)propanoyl]-N-[5-chloro-2-(1H-1,2,4-triazol-1-yl)benzyl]-4-fluoro-L-prolinamide

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Technology Process of (4R)-1-[(2R)-2-azido-3-(1-chlorocyclopropyl)propanoyl]-N-[5-chloro-2-(1H-1,2,4-triazol-1-yl)benzyl]-4-fluoro-L-prolinamide

There total 4 articles about (4R)-1-[(2R)-2-azido-3-(1-chlorocyclopropyl)propanoyl]-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: 57.0%

: (2R)-2-azido-3-(1-chlorocyclopropyl)propanoic acid

: (4R)-N-[5-chloro-2-(1H-1,2,4-triazol-1-yl)benzyl]-4-fluoro-L-prolinamide dihydrochloride

: 924901-55-3
(4R)-1-[(2R)-2-azido-3-(1-chlorocyclopropyl)propanoyl]-N-[5-chloro-2-(1H-1,2,4-triazol-1-yl)benzyl]-4-fluoro-L-prolinamide

Guidance literature:: With 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃; for 18h; pH=8;
DOI:10.1016/j.bmc.2006.06.040

Reference yield:

: 911831-65-7
Boc-(4R)-N-[5-chloro-2-(1H-1,2,4-triazol-1-yl)benzyl]-L-prolinamide

: 924901-55-3
(4R)-1-[(2R)-2-azido-3-(1-chlorocyclopropyl)propanoyl]-N-[5-chloro-2-(1H-1,2,4-triazol-1-yl)benzyl]-4-fluoro-L-prolinamide

Guidance literature:: Multi-step reaction with 2 steps

1: 100 percent / HCl / ethyl acetate; dioxane / 1 h / 20 °C

2: 57 percent / 1-ethyl-3-[3-(dimethylamino)propyl]carbodiimide HCl; 1-hydroxy-7-aza-1H-benzotriazole; Huenig's base / dimethylformamide / 18 h / 20 °C / pH 8

With hydrogenchloride; 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In 1,4-dioxane; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2006.06.040

Reference yield:

: 203866-14-2
(2S,4R)-1-[(tert-butoxy)carbonyl]-4-fluoropyrrolidine-2-carboxylic acid

: 924901-55-3
(4R)-1-[(2R)-2-azido-3-(1-chlorocyclopropyl)propanoyl]-N-[5-chloro-2-(1H-1,2,4-triazol-1-yl)benzyl]-4-fluoro-L-prolinamide

Guidance literature:: Multi-step reaction with 3 steps

1: 97 percent / 1-ethyl-3-[3-(dimethylamino)propyl]carbodiimide HCl; 1-hydroxy-7-aza-1H-benzotriazole / dimethylformamide / 2.5 h / 20 °C

2: 100 percent / HCl / ethyl acetate; dioxane / 1 h / 20 °C

3: 57 percent / 1-ethyl-3-[3-(dimethylamino)propyl]carbodiimide HCl; 1-hydroxy-7-aza-1H-benzotriazole; Huenig's base / dimethylformamide / 18 h / 20 °C / pH 8

With hydrogenchloride; 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In 1,4-dioxane; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2006.06.040