HCID 86744004, compound → HCID 23166601, compound

Participants

Reaction Steps

A mixture of ethyl (E)-3,5-dihydroxy-7-(3-isopropyl-1-phenylpyrrolo[2,1-a]isoquinolin-2-yl)hept-6-enoate (157 mg; prepared as described in Example 3), activated manganese dioxide (1.74 g) and diethyl ether (25 ml) was stirred at the ambient temperature under an argon atmosphere for 2 hours. The suspension was then filtered and the solid was extracted with diethyl ether (3×15 ml). The filtrate was combined with the extracts and evaporated in vacuo, to give ethyl (E)-3-hydroxy-7-(3-isopropyl-1-phenylpyrrolo[2,1-a]-isoquinolin-2-yl)-5-oxohept-6-enoate (80 mg), in the form of an orange gum. [N.M.R. (in CDCl3): 1.26 (3H, t, J=7 Hz), 1.55 (6H, d, J=7 Hz), 2.48 (2H, d, J=7 Hz), 2.55 (2H, d, J=7 Hz), 3.76 (1H, septet, J=7 Hz), 4.19 (2H, q, J=7 Hz), 4.41 (1H, quintet, J=7 Hz), 5.71 (1H, d, J=16 Hz), 6.73 (1H, d, J=8 Hz), 7.01-7.59 (9H, m), 7.03 (1H, d, J=8 Hz), 7.04 (1H, d, J=16 Hz); Mass spectrum (electron impact) m/e =469].

Provenance & Evidence