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KMID : 0043320180410030259
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Archives of Pharmacal Research
2018 Volume.41 No. 3 p.259 ~ p.264
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An efficient synthetic protocol for amide derivatives of Boc-2-aminoisobutyrate
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Jo Min-Mi
Won Sun-Woo
Lee Dong-Guk
Jung Jae-Kyung
Kim Sun-Hong
Kwak Young-Shin
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Abstract
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Aminoisobutyric acid (AIB) is an important building block widely incorporated by medicinal chemists in molecular design. Owing to the steric challenge, elaborating AIB’s carboxylic acid using conventional amidation protocols is often problematic. We discovered that an amidation protocol utilizing methyl Boc-aminoisobutyrate and magnesium amidates of various reactivities produces the corresponding amide derivatives in good to excellent yields.
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KEYWORD
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Methyl Boc-aminoisobutyrate, Transmidation, t-butylmagnesiumchloride, Steric challenge
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