SYNTHESIS OF ETOPOSIDE LACTAM VIA A MITSUNOBU REACTION SEQUENCE

DOI: 10.1016/S0040-4039(00)99226-8

Source and publish data:

Tetrahedron Letters p. 3299 - 3302 (1989)

Update date:2022-08-04

Topics:

Authors:

Kadow, J. F.

Vyas, D. M.

Doyle, T. W.

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Article abstract of DOI:10.1016/S0040-4039(00)99226-8

A novel chemical sequence for the conversion of a lactone antitumor agent 1 (etoposide) to the corresponding lactam 2 is described.The key steps involve a Mitsunobu cyclization (Ph3P, DEAD) of the γ-hydroxymethyl acyl benzaldehyde hydrazone 6 to a lactam derivative 7 followed by reductive cleavage (Ra-Ni) to lactam 2.

Full text of DOI:10.1016/S0040-4039(00)99226-8

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