6030-91-7

Usage

InChI:InChI=1/C20H20O3/c1-12(21)23-14-4-6-15-13(11-14)3-5-17-16(15)9-10-20(2)18(17)7-8-19(20)22/h3-6,11,18H,7-10H2,1-2H3

Upstream product

• 1758-24-3 3-acetoxy-estra-1,3,5⁽¹⁰⁾,6-tetraen-17-one 
• 517-09-9 equilenin 
• 75-36-5 acetyl chloride 
• 108-24-7 acetic anhydride 
• 474-86-2 equilin 
• 187025-00-9 Acetic acid (7R,8R,9R,13S,14R)-13-methyl-17-oxo-6,7,9,11,12,13,14,15,16,17-decahydro-20-oxa-cyclopropa[7,8]cyclopenta[a]phenanthren-3-yl ester 
• 43085-97-8 estra-1,3,5⁽¹⁰⁾,7-tetraene-17-one-3-acetate 

Downstream Products

• 517-09-9 equilenin 

Relevant academic research and scientific papers

The hydroxylation and amidation of equilenin acetate catalyzed by chloro[5,10,15,20-tetrakis(pentafluorophenyl)porphyrinato]manganese(III)

The aromatic steroid equilenin acetate undergoes regioselective and stereoselective hydroxylation and amidation catalyzed by a manganese porphyrin using iodosobenzene (PhIO) and N-tosyliminophenyliodinane (PhINTs) as the oxygen and nitrogen donor, respectively.

Regioselective oxidations of equilenin derivatives catalyzed by a rhodium(III) porphyrin complex - Contrast with the manganese(III) porphyrin

Equilenin acetate and dihydroequilenin acetate were oxidized with iodosobenzene and a rhodium(III) porphyrin catalyst. The selectivity of the reactions differs from that with the corresponding Mn(III) catalyst, or from that of free radical chain oxidation. (C) 2000 Published by Elsevier Science Ltd.

An effective approach to B-ring aromatization of equilin

Epoxidation of equilin followed by rearrangement-elimination catalyzed by either proton acids or Lewis acids generates an estrogen with an aromatic B-ring. This procedure represents an effective method for the conversion of an equilin nucleus to an equilenin nucleus.

Ketol Formation by Peracid Oxidation of Tricyclic Styrene

Oxidation of 17β-hydroxy-5-methoxy-de-A-oestra-5,7,9,14-tetraene (1) with m-chloroperbenzoic acid or monoperphthalic acid yields the epimeric ketols, 14α- and 14β,17β-dihydroxy-5-methoxy-de-A-oestra-5,7,9-trien-15-one, (2) and (3) in ratio of 6:1.The configurations at C-14 of these ketols were assigned by 1H n.m.r. spectral comparison with AB-aromatic steroids, and the structure of the major product (2) was confirmed by an X-ray crystallographic analysis.The 14α-ketol (2) gives the 17β-acetate (14) with acetic anhydride in pyridine, whereas the 14β-ketol (3) gives the 16-en-15-one (15)