(S)-N-Boc-α-氨基庚(辛)二酸单酯和双酯的制备

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

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1HNMR,MS表征.

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 oxygenation, a reduction, a Wittig reaction and a hydrogenation with the overall yields of 72.5% （diester） and 72.4% （monoester） was also developed.