N-(tert-butoxycarbonyl)-L-phenylalanyl-4-(2-tert-butyl-1,1-dioxido-3-oxo-2,3-dihydroisothiazol-5-yl)-L-phenylalaninamide

Base Information

Chemical Name:N-(tert-butoxycarbonyl)-L-phenylalanyl-4-(2-tert-butyl-1,1-dioxido-3-oxo-2,3-dihydroisothiazol-5-yl)-L-phenylalaninamide
CAS No.:850315-11-6
Molecular Formula:C₃₀H₃₈N₄O₇S
Molecular Weight:598.72
Hs Code.:

Synonyms:N-(tert-butoxycarbonyl)-L-phenylalanyl-4-(2-tert-butyl-1,1-dioxido-3-oxo-2,3-dihydroisothiazol-5-yl)-L-phenylalaninamide

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Chemical Property of N-(tert-butoxycarbonyl)-L-phenylalanyl-4-(2-tert-butyl-1,1-dioxido-3-oxo-2,3-dihydroisothiazol-5-yl)-L-phenylalaninamide

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Technology Process of N-(tert-butoxycarbonyl)-L-phenylalanyl-4-(2-tert-butyl-1,1-dioxido-3-oxo-2,3-dihydroisothiazol-5-yl)-L-phenylalaninamide

There total 7 articles about N-(tert-butoxycarbonyl)-L-phenylalanyl-4-(2-tert-butyl-1,1-dioxido-3-oxo-2,3-dihydroisothiazol-5-yl)-L-phenylalaninamide 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: 84.0%

: 4-(2-tert-butyl-1,1-dioxido-3-oxo-2,3-dihydroisothiazol-5-yl)-L-phenylalaninamide hydrochloride

: 13734-34-4
N-tert-butoxycarbonyl-L-phenylalanine

: 850315-11-6
N-(tert-butoxycarbonyl)-L-phenylalanyl-4-(2-tert-butyl-1,1-dioxido-3-oxo-2,3-dihydroisothiazol-5-yl)-L-phenylalaninamide

Guidance literature:: With 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In dichloromethane; N,N-dimethyl-formamide; at 25 ℃; for 16h;
DOI:10.1021/jm0504555

Reference yield:

: 850314-12-4
2-tert-butyl-5-chloro-isothiazol-3-one

: 850315-11-6
N-(tert-butoxycarbonyl)-L-phenylalanyl-4-(2-tert-butyl-1,1-dioxido-3-oxo-2,3-dihydroisothiazol-5-yl)-L-phenylalaninamide

Guidance literature:: Multi-step reaction with 4 steps

1: 40 percent / m-chloroperbenzoic acid / CH₂Cl₂ / 72 h / 25 °C

2: 78 percent / Pd(dppf)2Cl₂*CH₂Cl₂; K₂CO₃ / dioxane / 16 h / 80 °C

3: 98 percent / HCl / dioxane; CH₂Cl₂ / 1.5 h / 25 °C

4: 84 percent / N,N-diisopropylethylamine; 1-hydroxy-7-azabenzotriazole; N-(3-dimethylaminopropyl)-N'-ethylcarbodiimide hydrochloride / dimethylformamide; CH₂Cl₂ / 16 h / 25 °C

With hydrogenchloride; 1-hydroxy-7-aza-benzotriazole; 1,1'-bis(diphenylphosphino)ferrocene-palladium(II)dichloride dichloromethane complex; potassium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; In 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide; 2: Suzuki coupling;
DOI:10.1021/jm0504555

Reference yield:

: 850314-47-5
2-tert-butyl-5-chloro-1,1-dioxo-1,2-dihydro-1λ⁶-isothiazol-3-one

: 850315-11-6
N-(tert-butoxycarbonyl)-L-phenylalanyl-4-(2-tert-butyl-1,1-dioxido-3-oxo-2,3-dihydroisothiazol-5-yl)-L-phenylalaninamide

Guidance literature:: Multi-step reaction with 3 steps

1: 78 percent / Pd(dppf)2Cl₂*CH₂Cl₂; K₂CO₃ / dioxane / 16 h / 80 °C

2: 98 percent / HCl / dioxane; CH₂Cl₂ / 1.5 h / 25 °C

3: 84 percent / N,N-diisopropylethylamine; 1-hydroxy-7-azabenzotriazole; N-(3-dimethylaminopropyl)-N'-ethylcarbodiimide hydrochloride / dimethylformamide; CH₂Cl₂ / 16 h / 25 °C

With hydrogenchloride; 1-hydroxy-7-aza-benzotriazole; 1,1'-bis(diphenylphosphino)ferrocene-palladium(II)dichloride dichloromethane complex; potassium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide; 1: Suzuki coupling;
DOI:10.1021/jm0504555