CAS No.5173-46-6,Estra-4,9-diene-3,17-dione Suppliers

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Basic Information

Molecular Structure:
CAS No.:	5173-46-6
Name:	Estra-4,9-diene-3,17-dione
Article Data:	28

Formula:	C₁₉H₂₀O₂
Molecular Weight:	270.371
Synonyms:	19-Norandrosta-4,9-diene-3,17-dione;
EINECS:	610-717-6
Density:	1.16 g/cm³
Melting Point:	131-134oC
Boiling Point:	466.5 °C at 760 mmHg
Flash Point:	173.4 °C
Appearance:	white or almost white crystalline powder
PSA:	34.14000
LogP:	3.76150

Synthetic route

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

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

Conditions

Conditions	Yield
With tetrapropylammonium perruthennate for 3h;	98%
With Jones reagent In acetone at 0℃; Jones Oxidation;	97%
With tert.-butylhydroperoxide; 3 A molecular sieve; zircornium(IV) n-propoxide In dichloromethane for 17h;	90%

: 2503-06-2
estra-4,9-diene-3,17-dione

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

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In toluene for 0.75h; Reflux;	61%
With toluene-4-sulfonic acid
With phosphoric acid In dichloromethane; water

: C17H24O4

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

B: 2503-06-2
estra-4,9-diene-3,17-dione

Conditions

Conditions	Yield
With piperdinium acetate In toluene for 16h; Reflux;	A 36.4% B 36.6%

: 33383-89-0, 40013-34-1, 40013-38-5, 65166-16-7
(3aS,7aS)-4-(3,7-Dioxo-octyl)-7a-methyl-hexahydro-indene-1,5-dione

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

Conditions

Conditions	Yield
With piperdinium acetate
Multi-step reaction with 2 steps 1: piperidine*AcOH 2: TsOH View Scheme

: 36668-14-1
3S,6aS,3-(4-oxo-1-pentyl)-6a-methyl-1,2,3,5,6,6a-hexahydrocyclopenta[f][1]benzopyran-7(8H)-one

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

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 2: piperidine*AcOH View Scheme
Multi-step reaction with 3 steps 2: piperidine*AcOH 3: TsOH View Scheme

: 5189-96-8
10β-hydroxy-19-norandrost-4-ene-3,17-dione

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

Conditions

Conditions	Yield
With phosphoric acid; sulfuric acid In dichloromethane; isopropyl alcohol

: (+)-3,3-dimethylpropylenedioxy-4,5-seco-estr-9-ene-5,17-dione

: 10582-53-3
(+)-4,5-seco-estr-9-ene-3,5,17-trione

: 865-47-4
potassium tert-butylate

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

Conditions

Conditions	Yield
With sodium chloride; sodium acetate; acetic acid In hexane; water; acetone; toluene; tert-butyl alcohol

...Expand

: 3-(tert-butyldimethylsilyloxy)-3a-methyl-6-(3-oxobutyl)-3,3a,4,5,8,9,9a,9b-octaammon-1H-cyclopentadiene[a]naphthalene-7(2Η)-one

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

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: potassium tert-butylate / toluene; tert-butyl alcohol / 5 h / 20 °C 2: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.5 h / 20 °C 3: Jones reagent / acetone / 0 °C View Scheme

: C24H38O2Si

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

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.5 h / 20 °C 2: Jones reagent / acetone / 0 °C View Scheme

: 17553-86-5
(S)-Halos-Parish ketone

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

Conditions

Conditions	Yield
Multi-step reaction with 11 steps 1.1: sodium tetrahydroborate / ethanol / 4 h / -15 °C 2.1: 1H-imidazole / N,N-dimethyl-formamide / 18 h / 0 - 20 °C 3.1: sodium hydride / mineral oil; dimethyl sulfoxide / 3 h / 50 °C 3.2: 2 h 4.1: sodium tetrahydroborate; nickel(II) chloride hexahydrate / methanol / 1 h / -90 - -70 °C 5.1: pyridinium p-toluenesulfonate / acetone; water / 5 h / 60 °C 6.1: sodium methylate / methanol / 1.5 h / Reflux 7.1: sodium hydride / mineral oil; dimethyl sulfoxide / 4 h / 20 °C 7.2: 17 h / 20 °C 8.1: pyridinium p-toluenesulfonate / acetone; water / 5 h / 60 °C 9.1: potassium tert-butylate / toluene; tert-butyl alcohol / 5 h / 20 °C 10.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.5 h / 20 °C 11.1: Jones reagent / acetone / 0 °C View Scheme
Multi-step reaction with 11 steps 1.1: sodium tetrahydroborate / ethanol / 4 h / -15 °C 2.1: 1H-imidazole / N,N-dimethyl-formamide / 18 h / 0 - 20 °C 3.1: sodium hydride / mineral oil; dimethyl sulfoxide / 4 h / 20 °C 3.2: 17 h / 20 °C 4.1: sodium tetrahydroborate; nickel(II) chloride hexahydrate / methanol / 1 h / -90 - -70 °C 5.1: pyridinium p-toluenesulfonate / acetone; water / 5 h / 60 °C 6.1: sodium methylate / methanol / 1.5 h / Reflux 7.1: sodium hydride / mineral oil; dimethyl sulfoxide / 4 h / 20 °C 7.2: 17 h / 20 °C 8.1: pyridinium p-toluenesulfonate / acetone; water / 5 h / 60 °C 9.1: potassium tert-butylate / toluene; tert-butyl alcohol / 5 h / 20 °C 10.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.5 h / 20 °C 11.1: Jones reagent / acetone / 0 °C View Scheme

Yield

Multi-step reaction with 11 steps
1.1: sodium tetrahydroborate / ethanol / 4 h / -15 °C
2.1: 1H-imidazole / N,N-dimethyl-formamide / 18 h / 0 - 20 °C
3.1: sodium hydride / mineral oil; dimethyl sulfoxide / 3 h / 50 °C
3.2: 2 h
4.1: sodium tetrahydroborate; nickel(II) chloride hexahydrate / methanol / 1 h / -90 - -70 °C
5.1: pyridinium p-toluenesulfonate / acetone; water / 5 h / 60 °C
6.1: sodium methylate / methanol / 1.5 h / Reflux
7.1: sodium hydride / mineral oil; dimethyl sulfoxide / 4 h / 20 °C
7.2: 17 h / 20 °C
8.1: pyridinium p-toluenesulfonate / acetone; water / 5 h / 60 °C
9.1: potassium tert-butylate / toluene; tert-butyl alcohol / 5 h / 20 °C
10.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.5 h / 20 °C
11.1: Jones reagent / acetone / 0 °C
View Scheme

Multi-step reaction with 11 steps
1.1: sodium tetrahydroborate / ethanol / 4 h / -15 °C
2.1: 1H-imidazole / N,N-dimethyl-formamide / 18 h / 0 - 20 °C
3.1: sodium hydride / mineral oil; dimethyl sulfoxide / 4 h / 20 °C
3.2: 17 h / 20 °C
4.1: sodium tetrahydroborate; nickel(II) chloride hexahydrate / methanol / 1 h / -90 - -70 °C
5.1: pyridinium p-toluenesulfonate / acetone; water / 5 h / 60 °C
6.1: sodium methylate / methanol / 1.5 h / Reflux
7.1: sodium hydride / mineral oil; dimethyl sulfoxide / 4 h / 20 °C
7.2: 17 h / 20 °C
8.1: pyridinium p-toluenesulfonate / acetone; water / 5 h / 60 °C
9.1: potassium tert-butylate / toluene; tert-butyl alcohol / 5 h / 20 °C
10.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.5 h / 20 °C
11.1: Jones reagent / acetone / 0 °C
View Scheme

Raw Materials

Downstream Products

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Chemistry

Molecule structure of Estra-4,9-diene-3,17-dione (CAS NO.5173-46-6):

Molecular Formula: C₁₉H₂₀O₂
Molecular Weight: 280.36 g/mol
Density: 1.16 g/cm³
Boiling Point: 466.5 °C at 760 mmHg
Flash Point: 173.4 °C
Index of Refraction: 1.575
Molar Refractivity: 76.55 cm³
Molar Volume: 231.6 cm³
Surface Tension: 44.8 dyne/cm
Enthalpy of Vaporization: 72.83 kJ/mol
Vapour Pressure: 7.03E-09 mmHg at 25 °C
InChI: InChI=1/C18H22O2/c1-18-9-8-14-13-5-3-12(19)10-11(13)2-4-15(14)16(18)6-7-17(18)20/h10,15-16H,2-9H2,1H3
InChIKey: BHTWZQKERRCPRZ-UHFFFAOYAS
Product Categories: Pharmaceutical Intermediates;Amino Acids; Intermediates & Fine Chemicals; Metabolites & Impurities; Pharmaceuticals; Steroids

Uses

Estra-4,9-diene-3,17-dione (CAS NO.5173-46-6) is a potential metabolitie of STS 557 (Dienogest). It is also a steroid with antiglucocorticoid activity. Estra-4,9-diene-3,17-dione can be used as pharmaceutical intermediates.

Specification

Estra-4,9-diene-3,17-dione (CAS NO.5173-46-6) is also named as 19-norandrosta-4,9-diene-3,17-dione . Estra-4,9-diene-3,17-dione (CAS NO.5173-46-6) is white or almost white crystalline powder.