(S)-N-Boc-α-氨基庚(辛)二酸单酯和双酯的制备

以(S)-N-Boc焦谷氨酸乙酯为原料, 经DIBAL-H还原得到半缩醛, 然后经Wittig反应得到相应的烯烃, 最后氢化制得(S)-N-Boc-α-氨基庚二酸二(单)酯, 总收率为85.1%(二酯)和86.1%(单酯). 另外, 以(S)-N-Boc-哌啶-2-甲酸为原料经酯化和氧化得内酰胺, 然后经还原、Wittig反应、氢化得到(S)-N-Boc-α-氨基辛二酸二(单)酯, 总收率为72.5%(二酯)和72.4%(单酯). 产品用¹H NMR, MS表征.

Synthesis of (S)-N-Boc-α-aminopimelic and (S)-N-Boc-α-aminosuberic Monoester and Diester

A practical synthesis of (S)-N-Boc-α-aminopimelate starting from (S)-N-Boc-pyroglutamate in three steps including a reduction, a Wittig reaction and a hydrogenation with the overall yields of 85.1% (diester) and 86.1% (monoester) was developed. Meanwhile, a practical synthesis of (S)-N-Boc-α-aminosuberate starting from (S)-N-Boc-piperidine-2-carboxylic acid in five steps including an esterification, an oxygena-tion, a reduction, a Wittig reaction and a hydrogenation with the overall yields of 72.5% (diester) and 72.4% (monoester) was also developed.