- Enantioselective Synthesis of (S)-5-Aminopiperidin-2-one from (S)-Pyroglutaminol
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(5S)-5-aminopiperidin-2-one and several derivatives were synthesized from (S)-pyroglutaminol through ring opening and Mitsunobu reaction as the key steps.
- Panday, Sharad Kumar,Langlois, Nicole
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p. 8205 - 8208
(2007/10/02)
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- Competitive intramolecular aminolysis: Relative rates of 5-and 6-membered lactam ring closure
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Methyl 4,5-diaminopentanoate (4,5-Dape Me) undergoes competitive intramolecular aminolysis to 5-aminomethyl-2-pyrrolidinone (L5) and 5-amino-2-piperidinone (L6) in dilute alkaline aqueous solution at 25°C. Use of this single compound provides an ideal case for assessing the relative rates of 5- and 6-membered lactam ring closure. Assessments are also made using the intramolecular aminolysis of pairs of compounds: methyl 2,4-diaminobutanoate (2,4-Dab Me) and methyl 2,5-diaminopentanoate (2,5-Dape Me); methyl 4-aminobutanoate (4-Ab Me) and methyl 5-aminopentanoate (5-Ape Me).
- Patterson, Kevin H.,Depree, Gary J.,Zender, Johannes A.,Morris, Peter J.
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p. 281 - 284
(2007/10/02)
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