Trestolone supplier | CasNO.3764-87-2

Name
Trestolone
EINECS
CAS No. 3764-87-2
Article Data9
CAS DataBase
Density 1.119 g/cm³
Solubility 92mg/L(37 oC)
Melting Point 145-146 °C
Formula C₁₉H₂₈O₂
Boiling Point 439.4 °C at 760 mmHg
Molecular Weight 288.43
Flash Point 187.3°C
Transport Information
Appearance
Safety
Risk Codes
Molecular Structure
Hazard Symbols
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;
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Yield

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

Conditions	Yield
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

Conditions	Yield
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

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

...Expand

: 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

Conditions	Yield
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;

...Expand

: 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

Conditions	Yield
Multistep reaction;

...Expand

: 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

Conditions	Yield
With sodium acetate; toluene-4-sulfonic acid; ethylenediamine; pyridinium chlorochromate Multistep reaction. Title compound not separated from byproducts;

...Expand

: 3764-87-2
7α-methyl-19-nortestosterone

: 917-54-4
methyllithium

: (7S,8R,9S,10R,13S,14S,17S)-3,7,13-Trimethyl-2,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-ol

Conditions

Conditions	Yield
(i) THF, Et2O, (ii) aq. HCl, acetone; Multistep reaction;

: 3764-87-2
7α-methyl-19-nortestosterone

: (7S,8R,9S,10R,13S,14S,17S)-7,13-Dimethyl-2,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-ol

Conditions

Conditions	Yield
(i) LiAlH4, THF, (ii) aq. HCl, acetone; Multistep reaction;

: 3764-87-2
7α-methyl-19-nortestosterone

: 591-51-5
phenyllithium

: (7S,8R,9S,10R,13S,14S,17S)-7,13-Dimethyl-3-phenyl-2,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-ol

Conditions

Conditions	Yield
(i) THF, Et2O, (ii) aq. HCl, acetone; Multistep reaction;

: 3350-78-5
3,3-Dimethylacryloyl chloride

: 3764-87-2
7α-methyl-19-nortestosterone

: 3-Methyl-but-2-enoic acid (7R,8R,9S,10R,13S,14S,17S)-7,13-dimethyl-3-oxo-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl ester

Conditions

Conditions	Yield
With pyridine at 20℃;

: 112-77-6
(Z)-9-octadecenoyl chloride

: 3764-87-2
7α-methyl-19-nortestosterone

: (Z)-Octadec-9-enoic acid (7R,8R,9S,10R,13S,14S,17S)-7,13-dimethyl-3-oxo-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl ester

Conditions

Conditions	Yield
With pyridine at 20℃;

: 4524-93-0
Cyclopentanecarboxylic acid chloride

: 3764-87-2
7α-methyl-19-nortestosterone

: Cyclopentanecarboxylic acid (7R,8R,9S,10R,13S,14S,17S)-7,13-dimethyl-3-oxo-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl ester

Conditions

Conditions	Yield
With pyridine at 20℃;

: 112-16-3
n-dodecanoyl chloride

: 3764-87-2
7α-methyl-19-nortestosterone

: Dodecanoic acid (7R,8R,9S,10R,13S,14S,17S)-7,13-dimethyl-3-oxo-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl ester

Conditions

Conditions	Yield
With pyridine at 20℃;

: 764-85-2
Nonanoyl chloride

: 3764-87-2
7α-methyl-19-nortestosterone

: Nonanoic acid (7R,8R,9S,10R,13S,14S,17S)-7,13-dimethyl-3-oxo-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl ester

Conditions

Conditions	Yield
With pyridine at 20℃;

: 38460-95-6
undec-10-enoyl chloride

: 3764-87-2
7α-methyl-19-nortestosterone

: Undec-10-enoic acid (7R,8R,9S,10R,13S,14S,17S)-7,13-dimethyl-3-oxo-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl ester

Conditions

Conditions	Yield
With pyridine at 20℃;

: 110232-46-7
(E)-dec-2-enoyl chloride

: 3764-87-2
7α-methyl-19-nortestosterone

: (E)-Dec-2-enoic acid (7R,8R,9S,10R,13S,14S,17S)-7,13-dimethyl-3-oxo-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl ester

Conditions

Conditions	Yield
With pyridine at 20℃;

: 625-35-4, 3488-22-0, 10487-71-5
trans-chrotonyl chloride

: 3764-87-2
7α-methyl-19-nortestosterone

: (E)-But-2-enoic acid (7R,8R,9S,10R,13S,14S,17S)-7,13-dimethyl-3-oxo-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl ester

Conditions

Conditions	Yield
With pyridine at 20℃;

: 7065-46-5
3,3-dimethylbutanoic acid chloride

: 3764-87-2
7α-methyl-19-nortestosterone

: 3,3-Dimethyl-butyric acid (7R,8R,9S,10R,13S,14S,17S)-7,13-dimethyl-3-oxo-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl ester

Conditions

Conditions	Yield
With pyridine at 20℃;

: 39716-58-0
pent-4-enoyl chloride

: 3764-87-2
7α-methyl-19-nortestosterone

: Pent-4-enoic acid (7R,8R,9S,10R,13S,14S,17S)-7,13-dimethyl-3-oxo-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl ester

Conditions

Conditions	Yield
With pyridine at 20℃;

: 2736-40-5
chlorure d'acide ethyl-2 butyrique

: 3764-87-2
7α-methyl-19-nortestosterone

: 2-Ethyl-butyric acid (7R,8R,9S,10R,13S,14S,17S)-7,13-dimethyl-3-oxo-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl ester

Conditions

Conditions	Yield
With pyridine at 20℃;

: 17746-05-3
undecanoyl chloride

: 3764-87-2
7α-methyl-19-nortestosterone

: (7α,17β)-7-methyl-17-[(1-oxoundecyl)oxy]estr-4-en-3-one

Conditions

Conditions	Yield
With pyridine at 20℃;
With sulfuric acid In ethyl acetate

: 40480-10-2
heptadecanoyl chloride

: 3764-87-2
7α-methyl-19-nortestosterone

: Heptadecanoic acid (7R,8R,9S,10R,13S,14S,17S)-7,13-dimethyl-3-oxo-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl ester

Conditions

Conditions	Yield
With pyridine at 20℃;

: 104-97-2
cyclopentanepropanoyl chloride

: 3764-87-2
7α-methyl-19-nortestosterone

: 3-Cyclopentyl-propionic acid (7R,8R,9S,10R,13S,14S,17S)-7,13-dimethyl-3-oxo-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl ester

Conditions

Conditions	Yield
With pyridine at 20℃;

: 19810-31-2
Benzyloxyacetyl chloride

: 3764-87-2
7α-methyl-19-nortestosterone

: Benzyloxy-acetic acid (7R,8R,9S,10R,13S,14S,17S)-7,13-dimethyl-3-oxo-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl ester

Conditions

Conditions	Yield
With pyridine at 20℃;

: 50606-96-7
4-heptylbenzoyl chloride

: 3764-87-2
7α-methyl-19-nortestosterone

: 4-Heptyl-benzoic acid (7R,8R,9S,10R,13S,14S,17S)-7,13-dimethyl-3-oxo-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl ester

Conditions

Conditions	Yield
With pyridine at 20℃;

: 16331-45-6
p-ethylbenzoyl chloride

: 3764-87-2
7α-methyl-19-nortestosterone

: 4-Ethyl-benzoic acid (7R,8R,9S,10R,13S,14S,17S)-7,13-dimethyl-3-oxo-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl ester

Conditions

Conditions	Yield
With pyridine at 20℃;

: 52710-27-7
4-propylbenzoyl chloride

: 3764-87-2
7α-methyl-19-nortestosterone

: 4-Propyl-benzoic acid (7R,8R,9S,10R,13S,14S,17S)-7,13-dimethyl-3-oxo-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl ester

Conditions

Conditions	Yield
With pyridine at 20℃;

: 28788-62-7
4-butylbenzoyl chloride

: 3764-87-2
7α-methyl-19-nortestosterone

: 4-Butyl-benzoic acid (7R,8R,9S,10R,13S,14S,17S)-7,13-dimethyl-3-oxo-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl ester

Conditions

Conditions	Yield
With pyridine at 20℃;

: 49763-65-7
4-pentylbenzoyl chloride

: 3764-87-2
7α-methyl-19-nortestosterone

: 4-Pentyl-benzoic acid (7R,8R,9S,10R,13S,14S,17S)-7,13-dimethyl-3-oxo-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl ester

Conditions

Conditions	Yield
With pyridine at 20℃;

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 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^-9mmHg 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

Product Name

Trestolone

Synthetic route

Trestolone Specification

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