| 摘要 |
A process is provided for the making of estetrol starting from a 3-A-oxy-estra-1,3,5(10),15-tetraen-17-one, wherein A is an C1-C5 alkyl group, preferably a methyl group, or a C7-C12 benzylic group, preferably a benzyl group. This process is particularly suitable to industry. |
| 主权项 |
1. A process for the preparation of estra-1,3,5(10)-trien-3,15α,16α,17β-tetraol, comprising:
(a) converting estrone into 3-A-oxy-estra-1,3,5(10),15-tetraen-17-one, wherein A is a protecting group; (b) reducing the 17-keto group of 3-A-oxy-estra-1,3,5(10),15-tetraen-17-one to 3-A-oxy-estra-1,3,5(10),15-tetraen-17β-ol; (c) protecting the 17-OH group of 3-A-oxy-estra-1,3,5(10),15-tetraen-17β-ol to 3-A-oxy-17-C-oxy-estra-1,3,5(10),15-tetraene, wherein C is a protecting group; (d) oxidizing the carbon-carbon double bond of ring D of 3-A-oxy-17-C-oxy-estra-1,3,5(10),15-tetraene to protected estetrol; and (e) removing the protecting groups, wherein preferably protecting group A is removed first to form 17-OC protected estetrol and subsequently protecting group C is removed to form estetrol; wherein the protecting group A is selected from an C1-C5 alkyl group or a C7-C12 benzylic group and the protecting group C is selected from monofunctional aliphatic hydroxyl protecting groups. |
