210691-75-1Relevant academic research and scientific papers
A synthesis of mycalamide B
Kocienski, Philip J.,Narquizian, Robert,Raubo, Piotr,Smith, Christopher,Boyle, F. Thomas
, p. 869 - 872 (1998)
Mycalamide B, a potent antitumour agent, was synthesised from cheap, readily available starting materials: ethyl lactate, ethyl isobutyrate, 4-chlorobutanal, and 4-chlorobutanoyl chloride. The trioxabicyclo[4.4.0]decane ring system was created by reaction of a methoxymethyl ether with a silyloxyoxirane induced by phosphorus pentoxide.
Synthetic studies on the pederin family of antitumour agents. Syntheses of mycalamide B, theopederin D and pederin
Kocienski, Philip,Narquizian, Robert,Raubo, Piotr,Smith, Christopher,Farrugia, Louis J.,Muir, Kenneth,Boyle, F. Thomas
, p. 2357 - 2384 (2007/10/03)
The synthesis of mycalamide B, theopederin D and pederin, which are antitumour agents was discussed. All three compounds were prepared from 6-lithio-2,3-dimethyl-4-phenylselenomethyl-3,4-dihydro-2H-pyran and 2-(3-chloropropyl)-3,3-dimethyl-3,4-dihydro-2H-pyran-4-one. Ground state conformational models were proposed to explain the stereoselectivity of the reactions. The absolute and relative stereochemistry of the compounds has been established by X-ray crystallography and NMR studies.
