20-(1,3-Dioxolan-2-yl)-1alpha-acetoxy-3beta-(methoxymethyl)oxypregna-5,7-diene → 1alpha-Acetoxy-3beta-(methoxymethyl)oxypregna-5,7-diene-20carbaldehyde

Participants

Reaction Steps

In 10 ml of acetone was dissolved 100 mg of 20-(1,3-dioxolan-2-yl)-1α-acetoxy-3β-(methoxymethyl)oxypregna-5,7-diene, followed by addition of one drop of 70% perchloric acid, and the mixture was refluxed in an atmosphere of argon gas for 2 hours. The reaction mixture was then worked up in the same manner as Example 156 to give 40 mg of 1α-acetoxy-3β-(methoxymethyl)oxypregna-5,7-diene-20-carbaldehyde showing the following physical properties. 1H-NMR spectrum (90 MHz) δTMSCDCl 3: 0.66 (s, 3H), 1.00 (s, 3H), 1.16 (d, J=6.2 Hz, 3H), 2.07 (s, 3H), 3.35 (s, 3H), 4.30 (m, 1H), 4.65 (br. s, 2H), 4.99 (1H), 5.35 (m, 1H), 5.70 (m, 1H), 9.57 (d, J=3.5 Hz, 1 H) IR spectrum (KBr): 1735, 1725 cm-1

Provenance & Evidence