2823-42-9

Usage

Chemical Properties

White Solid

InChI:InChI=1/C24H30F2O6/c1-12-7-15-16-9-18(25)17-8-14(29)5-6-21(17,3)23(16,26)19(30)10-22(15,4)24(12,20(31)11-27)32-13(2)28/h5-6,8,12,15-16,18-19,27,30H,7,9-11H2,1-4H3/t12-,15+,16?,18+,19+,21?,22?,23+,24+/m1/s1

Upstream product

• 4571-51-1 9β,11-epoxy-6α-fluoro-16α-methyl-17,21-dihydroxy-1,4-diene-3,20-dione 21-acetate 
• 144-55-8 sodium hydrogencarbonate 
• 3862-45-1 21-acetoxy-3,3-ethanediyldioxy-6β-fluoro-16α-methyl-5α-pregn-17(20)t-ene-5,11β-diol 
• 1524-93-2 21-acetoxy-6α-fluoro-11β,17-dihydroxy-16α-methyl-pregn-4-ene-3,20-dione 
• 2358-07-8 21-acetoxy-6α,9-difluoro-11β,17-dihydroxy-16α-methyl-pregn-4-ene-3,20-dione 
• 1597-82-6 paramethasone acetate 

Relevant academic research and scientific papers

Ring opening and fluoridation method and device of steroidal epoxy compound

The invention discloses a method of preparing a compound II, which is as shown as the following reaction formula as shown in the specification. A 9 alpha-fluorine-11 beta -hydroxyl steroidal compound II is prepared via epoxy compound ring opening and fluoridation of a steroidal epoxy compound I by taking hydrogen fluoride as a fluorination reagent in a solvent consisting of arene and water. In the formula, R is CH3, CH2OH or CH2OAc; R1 is OH; R2 is alpha-CH3 or beta-CH3; and R3 is F or H. A continuous reaction device as shown in Figure 1 can be used in the method.

Process of preparation of flumethasone 21-acetate, or flumethasone and its 17-carboxyl androsten analogue

A process for the preparation of high purity flumethasone in high yield involves C3 protecting 9,11β-epoxy-17α,21-dihydroxy-16α-methylpregna-1,4-diene-3,20-dione,21-acetate, fluorinating at 6α, removing the C3 protecting group, fluorinating the 9,11-epoxy group. The resulting flumethasone 21-acetate is treated with the methanolic potassium hydroxide in the presence of an oxidation agent, causing a simultaneous hydrolyzation and degradative oxidation, resulting in the formation of 6α,9α-difluoro-11β,17α-dihydroxy-16α-methyl-17β-carboxy-androsta-1,4-diene-3-one in high yield. Flumethasone 21-acetate is alternatively hydrolyzed to yield flumethasone free alcohol.

Method for the preparation of 6alpha-fluoro corticosteroids

A method for producing a 6α-fluorinated corticosteroid or derivative thereof by reacting a 17-hydroxy-21-ester epoxide of Formula II with a stereoselective fluorinating agent to stereoselectively form a 21-ester-17-hydroxy 6α-fluorinated compound of Formula VII R1 can be OC(O)—Rd; R4 can be C(O)—Rd; R3 can be H or Rd. Each Rd may be the same or different and is independently selected from (C1-4)alkyl, aryl and heteroaryl. The dashed line can be a single or a double bond. R4 may be, for example, acetyl; R3 may be, for example, alpha or beta methyl; R4 may be, for example, acetate or propionate. The stereoselective fluorinating agent used in the reaction may be, for example, a fluoropyridinium or fluoroquinuclidium compound, for example, Selectfluor?.

Process for production of 6α,9α-difluoro-11β,17α-dihydroxy-16α-methyl-4-pregnene-3,20-dione and its derivatives

6α,9α-difluoro-11β,17α-dihydroxy-16α-methyl-4-pregnene-3,20-dione and its derivatives of general formula I STR1 wherein symbolizes a single bond or a double bond, and X is H, Br, I or alkanoyloxy with 1-8 carbon atoms, are prepared by a novel process from 3β,17α-dihydroxy-16α-methyl-5-pregnen-20-one. The resultant pregnene derivatives are useful as intermediates in the production of flumethasone.

Process and intermediates for the preparation of 17 alphahydroxyprogesterones and corticoids from an enol steroid

This invention discloses an improved process for the production of corticoids from 17α-hydroxy steroids utilizing peroxymonosulfate.

Selective epoxidation of steroidal bromohydrins

Vicinal steroidal epoxides are prepared by reacting the corresponding vicinal steroidal bromohydrin with a heterocyclic base such as 1,5-diazabicyclo[4.3.0]non-5-ene or 1,5-diazabicyclo[5.4.0]-undec-5-ene.