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Methylene boldenone
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Name

Methylene boldenone

 EINECS N/A
CAS No. 122370-91-6 Density 1.14g/cm3
PSA 37.30000 LogP 3.82130
Solubility N/A Melting Point 134-136℃
Formula C20H26O2 Boiling Point 454.94 °C at 760 mmHg
Molecular Weight 298.425 Flash Point 193.73 °C
Transport Information N/A Appearance N/A
Safety Risk Codes N/A
Molecular Structure Molecular Structure of 122370-91-6 (Methylene boldenone) Hazard Symbols N/A
Synonyms

17-Hydroexemestane;Hydroexemestane;

Article Data 5

Methylene boldenone Synthetic route

1160599-91-6

6-methyleneandrosta-1,4-dien-3-one 17β-acetate

122370-91-6

17β-hydroxy-6-methylen- androsta-1,4-dien-3-one

Conditions
ConditionsYield
With sodium hydroxide In methanol at 20℃; Inert atmosphere;95%
With methanol; sodium hydroxide for 2h; Product distribution / selectivity;
3347-73-7

17β-hydroxy-6-methyleneandrosta-4-ene-3-one

122370-91-6

17β-hydroxy-6-methylen- androsta-1,4-dien-3-one

Conditions
ConditionsYield
With N,O-Bis(trimethylsilyl)trifluoroacetamide; chloranil; trifluorormethanesulfonic acid In toluene at 108 - 110℃; for 4h; Product distribution / selectivity; Heating / reflux;68.4%
With trifluorormethanesulfonic acid; N,O-Bis(trimethylsilyl)trifluoroacetamide; chloranil In toluene Inert atmosphere; Reflux;68%
With 2,3-dicyano-5,6-dichloro-p-benzoquinone; benzoic acid In benzene at 80 - 82℃; for 5h; Product distribution / selectivity; Heating / reflux;14%
With 2,3-dicyano-5,6-dichloro-p-benzoquinone In 1,4-dioxane; ethyl acetate
107868-30-4

exemestane

A

6-methylandrosta-1,4,6-trien-17β-ol

B

122370-91-6

17β-hydroxy-6-methylen- androsta-1,4-dien-3-one

Conditions
ConditionsYield
With sodium tetrahydroborate; acetic acid; trifluoroacetic acid In dichloromethane; acetonitrile at 20℃; for 11h; Inert atmosphere;A 11.3 mg
B 39%
50-00-0

formaldehyd

846-48-0

1-dehydrotestosterone

122370-91-6

17β-hydroxy-6-methylen- androsta-1,4-dien-3-one

Conditions
ConditionsYield
With N,N-dimethylammonium chloride 1.) isoamyl alcohol, reflux, 2 h, 2.) isoamyl alcohol, reflux, 15 h; Multistep reaction;
122370-91-6

17β-hydroxy-6-methylen- androsta-1,4-dien-3-one

107868-30-4

exemestane

Conditions
ConditionsYield
With Jones reagent In acetone at -20℃; Jones oxidation; Inert atmosphere;100%
With jones reagent In acetone at -20℃; for 0.25h;85%
With Jones reagent In acetone at 0℃; Product distribution / selectivity;
52-90-4

L-Cysteine

122370-91-6

17β-hydroxy-6-methylen- androsta-1,4-dien-3-one

6-methylcysteinylandrosta-1,4-diene-17β-hydroxy-3-one

Conditions
ConditionsYield
With potassium hydroxide In methanol at 20℃; for 24h; Inert atmosphere;13%
122370-91-6

17β-hydroxy-6-methylen- androsta-1,4-dien-3-one

17β-hydroxy-6α/β-spirooxiranandrosta-1,4-dien-3-one

Conditions
ConditionsYield
With 3-chloro-benzenecarboperoxoic acid In dichloromethane for 48h; Ambient temperature; Yield given;
122370-91-6

17β-hydroxy-6-methylen- androsta-1,4-dien-3-one

17β-hydroxy-6-hydroxymethylandrosta-1,4,6-triene-3-one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 50percent m-chloroperbenzoic acid / CH2Cl2 / 48 h / Ambient temperature
2: 35 percent / 20percent aq. HClO4 / tetrahydrofuran / 3 h / Ambient temperature
View Scheme
122370-91-6

17β-hydroxy-6-methylen- androsta-1,4-dien-3-one

6-Hydroxymethylexemestane

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 85 percent / Jones reagent / acetone / 0.25 h / -20 °C
2: 80 percent / 50percent m-chloroperbenzoic acid / CH2Cl2 / 48 h / Ambient temperature
3: 38 percent / 20percent aq. HClO4 / tetrahydrofuran / 3 h / Ambient temperature
View Scheme
122370-91-6

17β-hydroxy-6-methylen- androsta-1,4-dien-3-one

6α/β,17β-dihydroxy-6α/β-hydroxymethylandrosta-1,4-diene-3-one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 50percent m-chloroperbenzoic acid / CH2Cl2 / 48 h / Ambient temperature
2: 45 percent / 20percent aq. HClO4 / tetrahydrofuran / 3 h / Ambient temperature
View Scheme

Methylene boldenone Specification

The Methylene boldenone, with CAS registry number 122370-91-6, belongs to the following product categories: (1)Intermediates & Fine Chemicals; (2)Metabolites & Impurities; (3)Pharmaceuticals; (4)Steroids. It has the systematic name of (8R,10R,13S,17S)-17-hydroxy-10,13-dimethyl-6-methylene-8,9,11,12,14,15,16,17-octahydro-7H-cyclopenta[a]phenanthren-3-one. And this chemical is a kind of off-white solid.

Physical properties of Methylene boldenone: (1)ACD/LogP: 3.08; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 3.075; (4)ACD/LogD (pH 7.4): 3.075; (5)ACD/BCF (pH 5.5): 127.923; (6)ACD/BCF (pH 7.4): 127.923; (7)ACD/KOC (pH 5.5): 1121.406; (8)ACD/KOC (pH 7.4): 1121.406; (9)#H bond acceptors: 2; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 1; (12)Polar Surface Area: 37.3 Å2; (13)Index of Refraction: 1.581; (14)Molar Refractivity: 87.194 cm3; (15)Molar Volume: 261.655 cm3; (16)Polarizability: 34.566×10-24cm3; (17)Surface Tension: 44.744 dyne/cm; (18)Enthalpy of Vaporization: 82.435 kJ/mol; (19)Vapour Pressure: 0 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES: C[C@]12CCC3[C@H](C1CC[C@@H]2O)CC(=C)C4=CC(=O)C=C[C@]34C
(2)InChI: InChI=1/C20H26O2/c1-12-10-14-15-4-5-18(22)20(15,3)9-7-16(14)19(2)8-6-13(21)11-17(12)19/h6,8,11,14-16,18,22H,1,4-5,7,9-10H2,2-3H3/t14-,15?,16?,18-,19+,20-/m0/s1
(3)InChIKey: NFDPYPMRHKQTDM-UDPADUBZBM
(4)Std. InChI: InChI=1S/C20H26O2/c1-12-10-14-15-4-5-18(22)20(15,3)9-7-16(14)19(2)8-6-13(21)11-17(12)19/h6,8,11,14-16,18,22H,1,4-5,7,9-10H2,2-3H3/t14-,15?,16?,18-,19+,20-/m0/s1
(5)Std. InChIKey: NFDPYPMRHKQTDM-UDPADUBZSA-N

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