(4-(2S)-3-amino-2-[(tert-butoxycarbonyl)amino]-3-oxopropylphenyl)boronic acid

Base Information

Chemical Name:(4-(2S)-3-amino-2-[(tert-butoxycarbonyl)amino]-3-oxopropylphenyl)boronic acid
CAS No.:850322-12-2
Molecular Formula:C₁₄H₂₁BN₂O₅
Molecular Weight:308.142
Hs Code.:

Synonyms:(4-(2S)-3-amino-2-[(tert-butoxycarbonyl)amino]-3-oxopropylphenyl)boronic acid

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Chemical Property of (4-(2S)-3-amino-2-[(tert-butoxycarbonyl)amino]-3-oxopropylphenyl)boronic acid

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Technology Process of (4-(2S)-3-amino-2-[(tert-butoxycarbonyl)amino]-3-oxopropylphenyl)boronic acid

There total 1 articles about (4-(2S)-3-amino-2-[(tert-butoxycarbonyl)amino]-3-oxopropylphenyl)boronic acid 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: 97.0%

: 119771-23-2
N-(tert-butoxycarbonyl)-4-(dihydroxyboryl)-1-phenylalanine

: 850322-12-2
(4-(2S)-3-amino-2-[(tert-butoxycarbonyl)amino]-3-oxopropylphenyl)boronic acid

Guidance literature:: With pyridine; di-tert-butyl dicarbonate; ammonium bicarbonate; In 1,4-dioxane; N,N-dimethyl-formamide; at 25 ℃; for 60h;
DOI:10.1021/jm0504555

Reference yield: 78.0%

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

: 850322-12-2
(4-(2S)-3-amino-2-[(tert-butoxycarbonyl)amino]-3-oxopropylphenyl)boronic acid

: 850322-13-3
tert-butyl (1S)-2-amino-1-[4-(2-tert-butyl-1,1-dioxido-3-oxo-2,3-dihydroisothiazol-5-yl)benzyl]-2-oxoethylcarbamate

Guidance literature:: With 1,1'-bis(diphenylphosphino)ferrocene-palladium(II)dichloride dichloromethane complex; potassium carbonate; In 1,4-dioxane; at 80 ℃; for 16h;
DOI:10.1021/jm0504555

Reference yield:

: 850322-12-2
(4-(2S)-3-amino-2-[(tert-butoxycarbonyl)amino]-3-oxopropylphenyl)boronic acid

: 850316-61-9
tert-butyl [(1S)-2-((1S)-2-amino-1-[4-(2-tert-butyl-1,1-dioxido-3-oxoisothiazolidin-5-yl)benzyl]-2-oxoethylamino)-1-benzyl-2-oxoethyl]carbamate

Guidance literature:: Multi-step reaction with 4 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

4: 96 percent / H₂ / Pd/C / methanol / 16 h / 2585.74 Torr

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