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3764-87-2

Basic Information
CAS No.: 3764-87-2
Name: Trestolone
Article Data: 9
Molecular Structure:
Molecular Structure of 3764-87-2 (Trestolone)
Formula: C19H28O2
Molecular Weight: 288.43
Synonyms: Estr-4-en-3-one,17b-hydroxy-7a-methyl- (7CI,8CI);17b-Hydroxy-7a-methylestr-4-en-3-one;17b-Hydroxy-7a-methylestr-4-enone;19-Nor-7a-methyltestosterone;7a-Methyl-17b-hydroxy-4-estren-3-one;7a-Methyl-19-nortestosterone;7a-Methyl-3-oxo-4-estren-17b-ol;7a-Methylnandrolone;MENT;NSC 142229;RU 27333;
Density: 1.119 g/cm3
Melting Point: 145-146 °C
Boiling Point: 439.4 °C at 760 mmHg
Flash Point: 187.3°C
Solubility: 92mg/L(37 oC)
PSA: 37.30000
LogP: 3.73510
Synthetic route

17β-[(tert-butyldimethylsilyl)oxy]-7α-methylestr-4-en-3-one

3764-87-2

7α-methyl-19-nortestosterone

Conditions
ConditionsYield
With water; sulfuric acid In acetone at 20℃; for 48h;85%

C21H30O3

A

7beta-Methyl-19-nortestosterone

B

3764-87-2

7α-methyl-19-nortestosterone

Conditions
ConditionsYield
With water; potassium hydroxide In methanol; toluene at 40℃; for 2h; Inert atmosphere;A 3%
B 60.5%
6157-87-5

7alpha-Methyl-19-nortestosterone acetate

3764-87-2

7α-methyl-19-nortestosterone

Conditions
ConditionsYield
Stage #1: 7alpha-Methyl-19-nortestosterone acetate With methanol; potassium hydroxide for 3 - 4h;
Stage #2: With citric acid pH=6;
434-22-0

19-nortestosterone

A

7beta-Methyl-19-nortestosterone

B

3764-87-2

7α-methyl-19-nortestosterone

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: perchloric acid / ethyl acetate; water / 8 h / 18 °C / Inert atmosphere
2.1: N-Bromosuccinimide / water; N,N-dimethyl-formamide / 1.17 h / 0 - 7 °C / Inert atmosphere
2.2: 1.58 h / 110 °C / Inert atmosphere
3.1: copper(l) iodide / tetrahydrofuran; Dimethyl ether / 0.5 h / 0 - 10 °C / Inert atmosphere
4.1: potassium hydroxide; water / methanol; toluene / 2 h / 40 °C / Inert atmosphere
View Scheme
4999-76-2

3,17β-diacetoxy-estra-3,5-diene

A

7beta-Methyl-19-nortestosterone

B

3764-87-2

7α-methyl-19-nortestosterone

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: N-Bromosuccinimide / water; N,N-dimethyl-formamide / 1.17 h / 0 - 7 °C / Inert atmosphere
1.2: 1.58 h / 110 °C / Inert atmosphere
2.1: copper(l) iodide / tetrahydrofuran; Dimethyl ether / 0.5 h / 0 - 10 °C / Inert atmosphere
3.1: potassium hydroxide; water / methanol; toluene / 2 h / 40 °C / Inert atmosphere
View Scheme
3764-87-2

7α-methyl-19-nortestosterone

107-21-1

ethylene glycol

141664-11-1

7α-methyl-3,3-(ethylenedioxy)-5(10)-estren-7-ol

Conditions
ConditionsYield
With toluene-4-sulfonic acid; orthoformic acid triethyl ester In benzene at 72℃; for 1.5h;
3764-87-2

7α-methyl-19-nortestosterone

107-21-1

ethylene glycol

A

141664-11-1

7α-methyl-3,3-(ethylenedioxy)-5(10)-estren-7-ol

B

C21H32O3

Conditions
ConditionsYield
With toluene-4-sulfonic acid In benzene for 43h; Heating; Title compound not separated from byproducts;
3764-87-2

7α-methyl-19-nortestosterone

107-21-1

ethylene glycol

A

141664-12-2

7α-methyl-3,3-(ethylenedioxy)-5(10)-estren-17-one

B

3,3-ethylenedioxy-7α-methyl-5-estren-17-one

Conditions
ConditionsYield
With sodium acetate; toluene-4-sulfonic acid; pyridinium chlorochromate 1.) benzene, reflux, 43 h, 2.) CH2Cl2, RT, 5.5 h; Yield given. Multistep reaction;
With sodium acetate; toluene-4-sulfonic acid; pyridinium chlorochromate 1.) benzene, reflux, 43 h, 2.) CH2Cl2, RT, 5.5 h; Yield given. Multistep reaction. Title compound not separated from byproducts;
3764-87-2

7α-methyl-19-nortestosterone

107-21-1

ethylene glycol

70277-75-7

lithium acetylide

1162-60-3

7α-methyl-17α-ethinyl-17β-hydroxy-4-estren-3-one

Conditions
ConditionsYield
Multistep reaction;
3764-87-2

7α-methyl-19-nortestosterone

107-21-1

ethylene glycol

70277-75-7

lithium acetylide

A

677299-58-0

7α-methylnorethynodrel ethylene ketal

B

C23H32O3

Conditions
ConditionsYield
With sodium acetate; toluene-4-sulfonic acid; ethylenediamine; pyridinium chlorochromate Multistep reaction. Title compound not separated from byproducts;
Raw Materials
6157-87-5
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    Chinese Name: Trotolone English Name: Trestolone English alias: Trestolone CAS No. 3764-87-2 Molecular formula: C19H28O2 Molecular weight: 288.4244 Molecular structure: tratolone 3764-87-2 Dens

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    Trestolone Specification The Trestolone with the cas number 3764-87-2 is also called 17b-Hydroxy-7a-methylestr-4-en-3-one. The systematic name is (7alpha)-17-hydroxy-7-methylestr-4-en-3-one. Its molecular formula is C19H28O2. It is androge

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    Vapor Pressure:1.44E-09mmHg at 25°C Melting Point:145-146 °C Refractive Index:1.557 Boiling Point:439.4 °C at 760 mmHg PKA:15.06±0.60(Predicted) Flash Point:187.3°C PSA:37.30000 Density:1.119 g/cm3 LogP:3.7351

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Specification

The Trestolone with the cas number 3764-87-2 is also called 17b-Hydroxy-7a-methylestr-4-en-3-one. The systematic name is (7alpha)-17-hydroxy-7-methylestr-4-en-3-one. Its molecular formula is C19H28O2. It is androgens and assimilation hormonal drugs.

The properties of the chemical are: (1)ACD/LogP: 3.49; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 3.49; (4)ACD/LogD (pH 7.4): 3.49; (5)ACD/BCF (pH 5.5): 263.69; (6)ACD/BCF (pH 7.4): 263.69; (7)ACD/KOC (pH 5.5): 1882; (8)ACD/KOC (pH 7.4): 1882; (9)#H bond acceptors: 2; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 1; (12)Polar Surface Area: 26.3 Å2; (13)Index of Refraction: 1.557; (14)Molar Refractivity: 83.05 cm3; (15)Molar Volume: 257.7 cm3; (16)Polarizability: 32.92×10-24cm3; (17)Surface Tension: 43.8 dyne/cm; (18)Enthalpy of Vaporization: 80.38 kJ/mol; (19)Vapour Pressure: 1.44×10-9 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C4\C=C3/C(C2CCC1(C(CCC1O)C2[C@H](C)C3)C)CC4
(2)InChI: InChI=1/C19H28O2/c1-11-9-12-10-13(20)3-4-14(12)15-7-8-19(2)16(18(11)15)5-6-17(19)21/h10-11,14-18,21H,3-9H2,1-2H3/t11-,14?,15?,16?,17?,18?,19?/m1/s1
(3)InChIKey: YSGQGNQWBLYHPE-BRIGUCEYBX