4306-83-6

Basic information

• Product Name: 6,9-Difluoro-11,16,17,21-tetrahydroxypregna-1,4-diene-3,20-dione 21-acetate
• Synonyms: 6,9-Difluoro-11,16,17,21-tetrahydroxypregna-1,4-diene-3,20-dione 21-acetate
• CAS NO: 4306-83-6
• Molecular Formula: C₂₃H₂₈F₂O₇
• Molecular Weight: 454.46
• Mol File: 4306-83-6.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 6,9-Difluoro-11,16,17,21-tetrahydroxypregna-1,4-diene-3,20-dione 21-acetate(CAS DataBase Reference)
• NIST Chemistry Reference: 6,9-Difluoro-11,16,17,21-tetrahydroxypregna-1,4-diene-3,20-dione 21-acetate(4306-83-6)
• EPA Substance Registry System: 6,9-Difluoro-11,16,17,21-tetrahydroxypregna-1,4-diene-3,20-dione 21-acetate(4306-83-6)

Safety Data

• Hazardous Substances Data: 4306-83-6(Hazardous Substances Data)

Upstream product

• 127-08-2 potassium acetate 
• 75868-48-3 21-chloro-17-hydroxy-pregna-4,9⁽¹¹⁾-diene-3,20-dione 
• 2326-26-3 acetic acid 2-((6S,8S,9R,10S,11S,13S,14S)-6,9-difluoro-11-hydroxy-10,13-dimethyl-3-oxo-6,7,8,9,10,11,12,13,14,15-decahydro-3H-cyclopenta[a]phenanthrene-17-yl)-2-oxo-ethyl ester 
• 72498-89-6 17α, 21-diacetyloxy-9β,11β-epoxy-6α-fluoro-1,4-diene-3,20-dione 
• 3802-45-7 21-acetyloxy-9β,11β-epoxy-6α-fluoro-17α-hydroxy-1,4-diene-3,20-dione 
• 38680-83-0 21-acetyloxy-9β,11β-epoxy-17α-hydroxy-1,4-diene-3,20-dione 
• 4380-55-6 pregna-1,4,9(11)-triene-17α,21-diol-3,20-dione 21-acetate 
• 7753-60-8 anecortave 
• 358-23-6 trifluoromethylsulfonic anhydride 
• 356-12-7 fluocinonide 

Downstream Products

• 356-12-7 fluocinonide 
• 67-73-2 fluocinolone Acetonide 

Relevant articles and documents

Novel secosteroids arising from acid catalysed rearrangement of fluocinonide acetonide in the presence of Tf2O and TMSOTf

Treatment of 6α,9α-difluoro-11β,21-dihydroxy-3,20-dioxo-16α, 17α- isopropylidenedioxypregna-1,4-diene-21-yl acetate (fluocinonide acetonide) with trifluoromethanesulfonic anhydride in the presence of trimethylsilyl trifluoromethanesulfonate as catalyst gave the ketone 3 and furan 4 arising from cleavage of the C9-C10 bond and aromatisation of the A ring, and fluocinonide 5. The ketone 3 was shown to be an intermediate in the formation of furan 4.

Preparation method of fluocinonide

The invention relates to a preparation method of fluocinonide, in particular to preparation of fluocinonide. The preparation method of the fluocinonide comprises the following steps: taking chloride as an initiator; and successively carrying out 9,11-epoxy, 1,2-dehydrogenation, 17-dehydration, 6-fluorination, 9,11-ring-opening, 16,17-position double-bond dihydroxy oxidation, 21-position esterification and 16,17-position condensation to obtain the fluocinonide. The novel process has high industrial value, side effects can be controlled effectively, and reaction yield and quality are improved; high-risk reaction is not involved in technological design, and industrialization is easy to implement; and high-pollution reaction does not exist, and environmental protection treatment pressure is relieved.

Improved synthesis of fluocinolone acetonide and process research of 6α,9α-fluorination

An efficient and improved synthetic route of fluocinolone acetonide with combination of bio-fermentation was developed from 21-acetyloxy-17α-hydroxy-4,9(11)-diene-3,20-dione (1a). Process of the 6α and 9α fluorination steps was studied, and it was observe