HCID 18707044, compound → HCID 18706950, compound

Participants

Reaction Steps

The general synthetic pathway outlined in example 89, step 5, and example 91 have been applied to proper starting material in the preparation of dimethyl 3-(4-benzyloxyphenyl)-5-(tert-butyldimethylsilanyloxymethyl)pyrrolo[2,1,5-cd]indolizine-1,2-dicarboxylate. Dimethyl 3-(4-benzyloxyphenyl)-5-(tert-butyldimethylsilanyloxymethyl)pyrrolo[2,1,5-cd]indolizine-1,2-dicarboxylate (4.5 g, 7.7 mmol) was dissolved in 100 ml of methanol and 4 drops of sulfuric acid. The mixture was refluxed for 2 minutes, and cooled to room temperature. The yellow precipitate was filtered off to afford 3.24 g (89%) of dimethyl 3-(4benzyloxyphenyl)-5-hydroxymethylpyrrolo[2,1,5-cd]indolizine-1,2-dicarboxylate as yellow crystals. 1H-NMR (CDCl3, 300 MHz) δ: 3.93 (s, 3H); 3.97 (s, 3H); 5.12 (s, 2H); 5.20 (s, 2H); 7.03 (d, 2H); 7.31-7.50 (m, 6H); 7.62 (m, 2H); 7.72 (m, 1H); 8.07 (m, 1H).

Provenance & Evidence