Journal
SYNLETT
Volume -, Issue 18, Pages 2647-2652Publisher
GEORG THIEME VERLAG KG
DOI: 10.1055/s-0032-1317415
Keywords
ingenol; ingenol 3-angelate; PEP005; angeloylation; isomerization; tiglate
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A high-yielding method was developed for the preparation of ingenol 3-angelate (PEP005, ingenol mebutate) via the corresponding 5,20-acetonide without concomitant isomerization of the angelate (Z-form) to the corresponding tiglate (E-form). The general scope of the stereoconservative esterification method was further evaluated on several different alcohols, giving the angelates in up to quantitative yield without isomerization to the tiglate.
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