Pentanoic acid, 4-oxo-3-[[(2S)-1-oxo-2-[[(phenylMethoxy)carbonyl]aMino]propyl]aMino]-5-(2,3,5,6-tetrafluorophenoxy)-, 1,1-diMethylethyl ester, (3S)- synthesis
- Product Name:Pentanoic acid, 4-oxo-3-[[(2S)-1-oxo-2-[[(phenylMethoxy)carbonyl]aMino]propyl]aMino]-5-(2,3,5,6-tetrafluorophenoxy)-, 1,1-diMethylethyl ester, (3S)-
- CAS Number:868565-57-5
- Molecular formula:C26H28F4N2O7
- Molecular Weight:556.5
![Pentanoic acid, 5-broMo-4-oxo-3-[[(2S)-1-oxo-2-[[(phenylMethoxy)carbonyl]aMino]propyl]aMino]-, 1,1-diMethylethyl ester, (3S)-](/CAS/GIF/868565-55-3.gif)
Yield:-
Reaction Conditions:
with potassium fluoride in N,N-dimethyl-formamide at 20; for 4 h;Inert atmosphere;
Steps:
1.E Part E: (3S,4RS)-3-[(N-Benzyloxycarbonyl)Alaninyl]Amino-5-(2′,3′,5′,6′-Tetrafluorophenoxy)-4-Oxopentanoic Acid tert-Butyl Ester
Part E: (3S,4RS)-3-[(N-Benzyloxycarbonyl)Alaninyl]Amino-5-(2′,3′,5′,6′-Tetrafluorophenoxy)-4-Oxopentanoic Acid tert-Butyl Ester (0161) To a solution of (3S)-3-[(N-benzyloxycarbonyl)alaninyl]amino-5-bromo-4-oxopentanoic acid tert-butyl ester (0.167 g, 0.355 mmol) and 2,3,5,6-tetrafluorophenol (0.071 g, 0.426 mmol) in N,N-dimethylformamide (2 mL) at room temperature under nitrogen was added potassium fluoride (0.082 g, 1.42 mmol). After stirring at room temperature for 4 hrs, the mixture was diluted with ethyl acetate, washed with saturated sodium bicarbonate and saturated sodium chloride solutions, dried over anhydrous sodium sulfate and evaporated to dryness. The crude material (0.144 g) was taken on to the next step without purification.
References:
US2016/213736,2016,A1 Location in patent:Paragraph 0161
3057-74-7
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![L-Aspartic acid, N-[(phenylMethoxy)carbonyl]-L-alanyl-, 24-(1,1-diMethylethyl) ester (9CI)](/CAS/20180808/GIF/3408-50-2.gif)
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