- 9-site dehalogenation preparation method of 9-halogenated steroid hormone compound
-
The invention discloses a 9-site dehalogenation method of a steroid hormone compound. The method comprises the following steps of: dissolving a 9-halogenated-11-hydroxy steroid compound or a 9-halogenated-11-hydroxy ester steroid compound into an organic solvent; heating to a certain temperature, slowly adding a proper amount of a dehalogenation reagent, carrying out a reaction for a period of time, carrying out detection, carrying out reduced pressure concentration to remove a part of the solvent after the reaction is completed, carrying out cooling crystallization or crystallization by adding water, separating out a solid, and filtering to obtain the target product that is a 11-carbonyl steroid compound or a 11-hydroxy ester steroid compound. The method has the advantages of simple operation, few reaction impurities, high yield, capability of avoiding of the use of a metal dehalogenation agent and mercaptofatty acid, reduction of three-waste pollution, and suitableness for industrialproduction.
- -
-
Paragraph 0032-0034
(2020/07/15)
-
- PROCESS FOR THE PREPARATION OF STEROIDAL DERIVATIVES
-
A subject matter of the present invention is a process for the preparation of certain steroidal derivatives alkylated in the 6 position, comprising a stage of alkylation, by an organometallic alkylating agent, of the corresponding compound halogenated in the 6 position.
- -
-
Page/Page column 22
(2016/10/08)
-
- Mild and selective deprotection method of acetylated steroids and diterpenes by dibutyltin oxide
-
Dibutyltin oxide (DBTO) was first utilized for the deacetylation of steroid and diterpene esters. The results showed the deprotection of acetylated steroids and diterpenes separately with moderate catalysis dibutyltin oxide in methanol selectively removed part acetyl groups of these substrates, whereas several functional groups of the steroids and diterpenes were retained and neither isomerization nor degradation of these substrates was observed. It seems that the acetyl groups with lower steric hindrance or near carbonyl, alkoxy, or hydroxyl groups can be cleaved by the reaction, whereas the acetyl groups with higher steric hindrance or without carbonyl, alkoxy, or hydroxyl groups neighboring were retained under the same conditions. One of the interesting results obtained was the selective hydrolysis of the 3β-O-acetyl group in the presence of the 6β group in 3β,6β-Di-O-acetyl-5α-hydroxypregn-16-en-20-one. This allows for subsequent introduction of one unit at C-3 and the other unit at C-6. This procedure is useful for the synthesis of a series of closely related isomers of 3β,5α,6β-trihydroxypregn-16-en-20-one and other widespread polyhydroxysteroids in marine organisms and some terrestrial species.
- Wang, Shao-Min,Zhang, Yan-Bing,Liu, Hong-Min,Yu, Guo-Bin,Wang, Ke-Rang
-
-
