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<p>Two accesses to <i>N</i>-Boc-(<i>S</i>)-prolinonitrile (<i>tert</i>-butyl (<i>S</i>)-2-cyanopyrrolidine-1-carboxylate) from (<i>S</i>)-<span>l</span>-proline, namely, a three-step procedure that involves synthesis of intermediate <i>N</i>-Boc-<span>l</span>-Pro-NH<sub>2</sub> and a six-step procedure that excludes the synthesis of this intermediate, were compared. The second approach despite more steps is easier to accomplish and provides the target compound in 47% yield based on the starting <span>l</span>-proline.</p>

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Synthesis of N-protected (S)-prolinonitrile

  • 期刊论文

  • 发表日期：

    2025年9月1日

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  • N. S. Volkova,
  • D. V. Nazarova,
  • E. K. Beloglazkina,
  • A. E. Machulkin

摘要

Two accesses to N-Boc-(S)-prolinonitrile (tert-butyl (S)-2-cyanopyrrolidine-1-carboxylate) from (S)-l-proline, namely, a three-step procedure that involves synthesis of intermediate N-Boc-l-Pro-NH2 and a six-step procedure that excludes the synthesis of this intermediate, were compared. The second approach despite more steps is easier to accomplish and provides the target compound in 47% yield based on the starting l-proline.