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Name	Estradiene dione-3-keta	EINECS	427-230-8
CAS No.	5571-36-8	Density	1.2 g/cm³
PSA	35.53000	LogP	3.93550
Solubility	903μg/L at 25℃	Melting Point	152-154 °C
Formula	C₂₀H₂₆O₃	Boiling Point	488.1 °C at 760 mmHg
Molecular Weight	314.425	Flash Point	241.2 °C
Transport Information	N/A	Appearance	off-white solid
Safety		Risk Codes	N/A
Molecular Structure		Hazard Symbols	N/A
Synonyms	Estra-5(10),9(11)-diene-3,17-dione,cyclic 3-(ethylene acetal) (7CI,8CI);Spiro[3H-cyclopenta[a]phenanthrene-3,2'-[1,3]dioxolane],estra-5(10),9(11)-diene-3,17-dione deriv.;3,3-(Ethylenedioxy)estra-5(10),9(11)-dien-17-one;Estra-5(10),9(11)-diene-3,17-dione,cyclic 3-(1,2-ethanediyl acetal);	Article Data	2

Estradiene dione-3-keta Synthetic route

: 53303-91-6
(8S,13S,14S,17S)-13-methyl-1,2,4,6,7,8,12,13,14,15,16,17-dodecahydrospiro[cyclopenta[a]phenanthrene-3,2'-[1,3]dioxolan]-17-ol

: 5571-36-8
ethylene deltenone

Conditions

Conditions	Yield
With tetrapropylammonium perruthennate; 4-methylmorpholine N-oxide In dichloromethane for 0.25h; Ambient temperature;	99.3%

: 107-21-1
ethylene glycol

: 17-hydroxy-estra-4,9-dien-3-one

: 5571-36-8
ethylene deltenone

Conditions

Conditions	Yield
With toluene-4-sulfonic acid; orthoformic acid triethyl ester; pyridinium chlorochromate 2.) CH2Cl2; Yield given. Multistep reaction;

: 5173-46-6
4,9-Androstadiene-3,17-dione

: 5571-36-8
ethylene deltenone

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: NaBH4 / tetrahydrofuran; methanol / -10 °C 2: 1.) (EtO)3CH, pTsOH, 2.) pyridinium chlorochromate / 2.) CH2Cl2 View Scheme

: 6218-29-7
17β-hydroxyestra-4,9-dien-3-one

: 5571-36-8
ethylene deltenone

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 92 percent / H2SO4 / benzene; CH2Cl2 / 2.5 h / Heating 2: 99.3 percent / N-methylmorpholine N-oxide, (nC3H7)4NRuO4 / CH2Cl2 / 0.25 h / Ambient temperature View Scheme

: 5571-36-8
ethylene deltenone

: 53303-91-6
(8S,13S,14S,17S)-13-methyl-1,2,4,6,7,8,12,13,14,15,16,17-dodecahydrospiro[cyclopenta[a]phenanthrene-3,2'-[1,3]dioxolan]-17-ol

Conditions

Conditions	Yield
With sodium tetrahydroborate In tetrahydrofuran; methanol at 0 - 25℃; for 1.5h; Inert atmosphere;	100%
With sodium tetrahydroborate In methanol for 0.25h; Ambient temperature;	98%
With sodium hydroxide; sodium tetrahydroborate In methanol; water at 2℃; for 2.08333h;
With potassium borohydride; butan-1-ol at 30℃; Reagent/catalyst; Temperature;	9.3 g
With sodium tetrahydroborate In tetrahydrofuran; methanol at 0 - 20℃; for 1.5h;

: 37595-74-7
N,N-phenylbistrifluoromethane-sulfonimide

: 5571-36-8
ethylene deltenone

: 866004-28-6
17-[[(trifluoromethyl)sulfonyl]oxy]estra-5(10),9(11),16-trien-3-one cyclic 1,2-ethanediyl acetal

Conditions

Conditions	Yield
Stage #1: ethylene deltenone With lithium hexamethyldisilazane In tetrahydrofuran at -15℃; for 0.5h; Stage #2: N,N-phenylbistrifluoromethane-sulfonimide In tetrahydrofuran at 0℃; for 3h; Further stages.;	100%
Stage #1: ethylene deltenone With lithium hexamethyldisilazane In tetrahydrofuran at -40 - -15℃; for 0.5h; Stage #2: N,N-phenylbistrifluoromethane-sulfonimide In tetrahydrofuran at -15 - 0℃; for 3h; Stage #3: With sodium hydrogencarbonate In tetrahydrofuran; water	100%

: sodium acetylide

: 5571-36-8
ethylene deltenone

: 5490-76-6
(8S,13S,14S,17R)-17-ethynyl-13-methyl-1,2,4,6,7,8,12,13,14,15,16,17-dodecahydrospiro[cyclopenta[a]phenanthrene-3,2’-[1,3]dioxolan]-17-ol

Conditions

Conditions	Yield
In tetrahydrofuran at 0℃;	100%

: 5571-36-8
ethylene deltenone

: (8S,13S,14S)-13-methyl-1,2,4,6,7,8,12,13,14,15,16,17-dodecahydrospiro[cyclopenta[a]phenanthrene-3,2’-[1,3] dioxolan]-17-ol

Conditions

Conditions	Yield
With methanol; sodium tetrahydroborate at 20℃;	100%
With methanol; sodium tetrahydroborate In tetrahydrofuran at 0 - 20℃; for 1.5h;	100%
With methanol; sodium tetrahydroborate In tetrahydrofuran at 0 - 20℃; for 1.5h;

: 1066-26-8
sodium acetylide

: 5571-36-8
ethylene deltenone

: 5490-76-6
(8S,13S,14S,17R)-17-ethynyl-13-methyl-1,2,4,6,7,8,12,13,14,15,16,17-dodecahydrospiro[cyclopenta[a]phenanthrene-3,2’-[1,3]dioxolan]-17-ol

Conditions

Conditions	Yield
In tetrahydrofuran at -2 - 0℃; for 6.5h; Inert atmosphere; Industrial scale;	99%
In tetrahydrofuran at -2 - 0℃; for 6h; Inert atmosphere; Large scale;	99%
In tetrahydrofuran at 0℃; for 1h; Inert atmosphere;	95%

: 354-64-3
Pentafluoroethyl iodide

: 5571-36-8
ethylene deltenone

: 1421036-65-8
3,3-ethylenedioxy-17β-hydroxy-17-(1,1,2,2,2-pentafluoroethyl)-estra-5(10),9(11)-diene

Conditions

Conditions	Yield
Stage #1: Pentafluoroethyl iodide; ethylene deltenone In toluene at -78℃; for 0.166667h; Stage #2: With methyllithium lithium bromide In diethyl ether; toluene at -78 - 0℃; for 2.08333h;	85%

Estradiene dione-3-keta Specification

Estradiene dione-3-keta(CAS NO.5571-36-8), its Synonyms are Cyclic-3-(1,2-ethanediyl acetal)-estra-5(10),9(11)-dien-3,17-dione; 3-Ethylenedioxy-estra-5(10),9(11)-diene-17-one; Estradiene. It is off-white solid. Estradiene dione-3-keta is used as mifepristone intermediate; antiprogestational antiglucocorticoid antagonist steroidal spirooxazole.

Physical properties about Estradiene dione-3-keta are: (1)ACD/LogP: 1.717; (2)ACD/LogD (pH 5.5): 1.72; (3)ACD/LogD (pH 7.4): 1.72; (4)ACD/BCF (pH 5.5): 11.88; (5)ACD/BCF (pH 7.4): 11.88; (6)ACD/KOC (pH 5.5): 204.68; (7)ACD/KOC (pH 7.4): 204.68; (8)#H bond acceptors: 3; (9)Index of Refraction: 1.582 ; (10)Molar Refractivity: 87.151 cm3; (11)Molar Volume: 261.018 cm3; (12)Polarizability: 34.549 10-24cm3; (13)Surface Tension: 46.6419982910156 dyne/cm ; (14)Density: 1.205 g/cm3; (15)Flash Point: 241.25 °C; (16)Enthalpy of Vaporization: 75.417 kJ/mol; (17)Boiling Point: 488.126 °C at 760 mmHg

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