(8S,11R,13S,14S,17R)-17-Acetyl-13-ethyl-17-hydroxy-11-(4-methylsulfanyl-phenyl)-1,2,6,7,8,11,12,13,14,15,16,17-dodecahydro-cyclopenta[a]phenanthren-3-one

Base Information

Chemical Name:(8S,11R,13S,14S,17R)-17-Acetyl-13-ethyl-17-hydroxy-11-(4-methylsulfanyl-phenyl)-1,2,6,7,8,11,12,13,14,15,16,17-dodecahydro-cyclopenta[a]phenanthren-3-one
CAS No.:202062-97-3
Molecular Formula:C₂₈H₃₄O₃S
Molecular Weight:450.642
Hs Code.:

(8S,11R,13S,14S,17R)-17-Acetyl-13-ethyl-17-hydroxy-11-(4-methylsulfanyl-phenyl)-1,2,6,7,8,11,12,13,14,15,16,17-dodecahydro-cyclopenta[a]phenanthren-3-one

Synonyms:(8S,11R,13S,14S,17R)-17-Acetyl-13-ethyl-17-hydroxy-11-(4-methylsulfanyl-phenyl)-1,2,6,7,8,11,12,13,14,15,16,17-dodecahydro-cyclopenta[a]phenanthren-3-one

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Chemical Property of (8S,11R,13S,14S,17R)-17-Acetyl-13-ethyl-17-hydroxy-11-(4-methylsulfanyl-phenyl)-1,2,6,7,8,11,12,13,14,15,16,17-dodecahydro-cyclopenta[a]phenanthren-3-one

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Technology Process of (8S,11R,13S,14S,17R)-17-Acetyl-13-ethyl-17-hydroxy-11-(4-methylsulfanyl-phenyl)-1,2,6,7,8,11,12,13,14,15,16,17-dodecahydro-cyclopenta[a]phenanthren-3-one

There total 9 articles about (8S,11R,13S,14S,17R)-17-Acetyl-13-ethyl-17-hydroxy-11-(4-methylsulfanyl-phenyl)-1,2,6,7,8,11,12,13,14,15,16,17-dodecahydro-cyclopenta[a]phenanthren-3-one which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 63.6%

: 202062-95-1
3,20-bis-ethylenedioxy-13β-ethyl-5α,17α-dihydroxy-11β-[4-(methylthio)phenyl]-18,19-dinorpregn-9-ene

: 202062-97-3
(8S,11R,13S,14S,17R)-17-Acetyl-13-ethyl-17-hydroxy-11-(4-methylsulfanyl-phenyl)-1,2,6,7,8,11,12,13,14,15,16,17-dodecahydro-cyclopenta[a]phenanthren-3-one

Guidance literature:: With sulfuric acid; In ethanol; for 0.75h; Heating;
DOI:10.1016/S0039-128X(97)00119-0

Reference yield:

: 24881-79-6
13β-ethyl-17β-hydroxy-18,19-dinor-17α-pregna-4,9-dien-20-yn-3-one

: 202062-97-3
(8S,11R,13S,14S,17R)-17-Acetyl-13-ethyl-17-hydroxy-11-(4-methylsulfanyl-phenyl)-1,2,6,7,8,11,12,13,14,15,16,17-dodecahydro-cyclopenta[a]phenanthren-3-one

Guidance literature:: Multi-step reaction with 7 steps

1: AcONO₂ / CH₂Cl₂ / 1 h / -15 °C

2: Hg(OAC)2 / dimethylformamide / 5.5 h / Ambient temperature

3: 89 percent / 0.5 M aq. KHCO₃ / methanol / a) RT, overnight, b) reflux, 1 h

4: 84 percent / TsOH*H₂O, triethylorthoformate / CH₂Cl₂ / Ambient temperature

5: 38 percent / 30percent aq. H₂O₂, (CF₃)2CO*3H₂O, Na₂HPO₄ / CH₂Cl₂ / a) 0 deg C, 3 h, b) 4 deg C, overnight

6: 1.) Mg, I₂, 2.) CuCl / 1.) THF, dibromoethane, RT, 1 h, 2.) THF, dibromoethane, RT, 2 h

7: 63.6 percent / 8.5percent H₂SO₄ / ethanol / 0.75 h / Heating

With disodium hydrogenphosphate; nitro acetate; sulfuric acid; mercury(II) diacetate; dihydrogen peroxide; iodine; potassium hydrogencarbonate; toluene-4-sulfonic acid; magnesium; orthoformic acid triethyl ester; Hexafluoroacetone; copper(l) chloride; In methanol; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0039-128X(97)00119-0

Reference yield:

: 19914-67-1
13β-ethyl-17β-hydroxy-18,19-dinor-17α-pregn-5(10)-en-20-yn-3-one

: 202062-97-3
(8S,11R,13S,14S,17R)-17-Acetyl-13-ethyl-17-hydroxy-11-(4-methylsulfanyl-phenyl)-1,2,6,7,8,11,12,13,14,15,16,17-dodecahydro-cyclopenta[a]phenanthren-3-one

Guidance literature:: Multi-step reaction with 8 steps

1: 66.8 percent / pyridinium bromide perbromide / pyridine / 1 h / 85 - 90 °C

2: AcONO₂ / CH₂Cl₂ / 1 h / -15 °C

3: Hg(OAC)2 / dimethylformamide / 5.5 h / Ambient temperature

4: 89 percent / 0.5 M aq. KHCO₃ / methanol / a) RT, overnight, b) reflux, 1 h

5: 84 percent / TsOH*H₂O, triethylorthoformate / CH₂Cl₂ / Ambient temperature

6: 38 percent / 30percent aq. H₂O₂, (CF₃)2CO*3H₂O, Na₂HPO₄ / CH₂Cl₂ / a) 0 deg C, 3 h, b) 4 deg C, overnight

7: 1.) Mg, I₂, 2.) CuCl / 1.) THF, dibromoethane, RT, 1 h, 2.) THF, dibromoethane, RT, 2 h

8: 63.6 percent / 8.5percent H₂SO₄ / ethanol / 0.75 h / Heating

With disodium hydrogenphosphate; nitro acetate; sulfuric acid; mercury(II) diacetate; dihydrogen peroxide; iodine; pyridinium hydrobromide perbromide; potassium hydrogencarbonate; toluene-4-sulfonic acid; magnesium; orthoformic acid triethyl ester; Hexafluoroacetone; copper(l) chloride; In pyridine; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0039-128X(97)00119-0