Identification | Back Directory | [Name]
(2S)-2-[N-(tert-buto×ycarbonyl)aMino]-3-phenyl-O-(4-Methylphenylsulfonyl)propan-1-ol | [CAS]
141403-49-8 | [Synonyms]
(R)-2-(Boc-aMino)-3-phenylpropyl 4-Methylbenzenesulfonate (S)-2-((tert-Butoxycarbonyl)amino)-3-phenylpropyl 4-methylbenzenesulfonate (2S)-2-[N-(tert-buto×ycarbonyl)aMino]-3-phenyl-O-(4-Methylphenylsulfonyl)propan-1-ol (2S)-2-[N-(tert-butoxycarbonyl)amino]-3-phenyl-O-(4-methylphenylsulfonyl)propan-1-ol Carbamic acid, [1-[[[(4-methylphenyl)sulfonyl]oxy]methyl]-2-phenylethyl]-, 1,1-dimethylethyl ester, (R)- (9CI) | [Molecular Formula]
C21H27NO5S | [MDL Number]
MFCD22571764 | [MOL File]
141403-49-8.mol | [Molecular Weight]
405.51 |
Hazard Information | Back Directory | [Synthesis]
General procedure for the synthesis of (S)-2-(tert-butoxyamino)benzenepropanol p-toluenesulfonate from tert-butyl (S)-(1-hydroxy-3-phenylpropan-2-yl)carbamate (1 g, 3.98 mmol) and p-toluenesulfonyl chloride: tert-butyl (S)-(1-hydroxy-3-phenylpropan-2-yl)carbamate was dissolved in dichloromethane. To this solution, triethylamine and p-toluenesulfonyl chloride were slowly added at 0 °C. Subsequently, the reaction mixture was stirred at room temperature overnight. Upon completion of the reaction, the dichloromethane was removed by evaporation and the crude product was purified by column chromatography. The pure product (S)-2-tert-butoxyamidophenylpropanol p-toluenesulfonate (13a) was obtained as a white fluffy solid in 78% yield (1.26 g); and another pure product (13b) as a white solid in 81% yield. | [References]
[1] Tetrahedron Letters, 1995, vol. 36, # 14, p. 2505 - 2508 [2] Tetrahedron, 1997, vol. 53, # 13, p. 4769 - 4778 [3] European Journal of Medicinal Chemistry, 1989, vol. 24, # 5, p. 503 - 510 [4] Heterocycles, 2009, vol. 77, # 2, p. 865 - 872 [5] Organic and Biomolecular Chemistry, 2014, vol. 12, # 23, p. 3976 - 3985 |
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