Trestolone acetate supplier

Name
Trestolone acetate
EINECS
CAS No. 6157-87-5
Article Data10
CAS DataBase
Density 1.117 g/cm³
Solubility
Melting Point 111-114 °C
Formula C₂₁H₃₀O₃
Boiling Point 447.571 °C at 760 mmHg
Molecular Weight 330.467
Flash Point 194.228 °C
Transport Information
Appearance
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms 19-Nortestosterone, 7alpha-methyl-, acetate;Estr-4-en-3-one, 17beta-hydroxy-7alpha-methyl-, acetate (8CI);17beta-Hydroxy-7alpha-methylestr-4-en-3-one acetate;19-Nortestosterone, 7.alpha.-methyl-, acetate;7.alpha.-Methyl-19-nortestosterone acetate;Estr-4-en-3-one, 17-(acetyloxy)-7-methyl-, (7.alpha.,17.beta.)-;Orgasteron acetate;(7,13-dimethyl-3-oxo-2,6,7,8,9,10,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl) acetate;[(7R,8R,9R,13S,14S,17S)-7,13-dimethyl-3-oxo-2,6,7,8,9,10,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl] acetate;Estr-4-en-3-one, 17.beta.-hydroxy-7.alpha.-methyl-, acetate;7-Methyl-3-oxoestr-4-en-17-yl acetate;Estr-4-en-3-one, 17-(acetyloxy)-7-methyl-, (7alpha,17beta)-;Estr-4-en-3-one, 17- (acetyloxy)-7-methyl-, (7.alpha.,17.beta.)-;[(7R,9R,14S,17S)-7,13-dimethyl-3-oxo-2,6,7,8,9,10,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl] acetate;17.beta.-Hydroxy-7.alpha.-methylestr-4-en-3-one acetate;
PSA 43.37000
LogP 4.30590

Synthetic route

: 2590-41-2
6-dehydro-19-nortestosterone acetate

: 676-58-4
methylmagnesium chloride

: 6157-87-5
7alpha-Methyl-19-nortestosterone acetate

Conditions

Conditions	Yield
Stage #1: 6-dehydro-19-nortestosterone acetate; methylmagnesium chloride; copper diacetate In tetrahydrofuran at -45 - -35℃; for 3h; Stage #2: With hydrogenchloride In tetrahydrofuran; water at 10℃; for 0.5h;	78%
Stage #1: 6-dehydro-19-nortestosterone acetate; methylmagnesium chloride; copper(l) chloride In tetrahydrofuran at -30℃; for 3 - 4h; Stage #2: With sulfuric acid; water In tetrahydrofuran for 1.33333h;

7alpha-Methyl-19-nortestosterone acetate: 7alpha-Methyl-19-nortestosterone acetate

Conditions

Conditions	Yield
Stage #1: zirconocene methyl chloride With silver trifluoromethanesulfonate; copper(l) chloride; (3,5-dioxa-4-phospha-cyclohepta[2,1-a;3,4-a']dinaphthalen-4-yl)-bis-(1-phenyl-ethyl)-amine In diethyl ether; dichloromethane at 20℃; for 0.166667h; Darkness; Inert atmosphere; Stage #2: 6-dehydro-19-nortestosterone acetate With chloro-trimethyl-silane In diethyl ether; dichloromethane at 20℃; for 15h; Inert atmosphere; Darkness; stereoselective reaction;	61%

Yield

Stage #1: zirconocene methyl chloride With silver trifluoromethanesulfonate; copper(l) chloride; (3,5-dioxa-4-phospha-cyclohepta[2,1-a;3,4-a']dinaphthalen-4-yl)-bis-(1-phenyl-ethyl)-amine In diethyl ether; dichloromethane at 20℃; for 0.166667h; Darkness; Inert atmosphere;
Stage #2: 6-dehydro-19-nortestosterone acetate With chloro-trimethyl-silane In diethyl ether; dichloromethane at 20℃; for 15h; Inert atmosphere; Darkness; stereoselective reaction;

61%

: 2590-41-2
6-dehydro-19-nortestosterone acetate

: 676-58-4
methylmagnesium chloride

: 6157-87-5
7alpha-Methyl-19-nortestosterone acetate

Conditions

Conditions	Yield
Stage #1: 6-dehydro-19-nortestosterone acetate; methylmagnesium chloride; copper diacetate In tetrahydrofuran at -45 - -35℃; for 3h; Stage #2: With hydrogenchloride In tetrahydrofuran; water at 10℃; for 0.5h;	78%
Stage #1: 6-dehydro-19-nortestosterone acetate; methylmagnesium chloride; copper(l) chloride In tetrahydrofuran at -30℃; for 3 - 4h; Stage #2: With sulfuric acid; water In tetrahydrofuran for 1.33333h;

: zirconocene methyl chloride

: 2590-41-2
6-dehydro-19-nortestosterone acetate

: 6157-87-5
7alpha-Methyl-19-nortestosterone acetate

Conditions

Conditions	Yield
Stage #1: zirconocene methyl chloride With silver trifluoromethanesulfonate; copper(l) chloride; (3,5-dioxa-4-phospha-cyclohepta[2,1-a;3,4-a']dinaphthalen-4-yl)-bis-(1-phenyl-ethyl)-amine In diethyl ether; dichloromethane at 20℃; for 0.166667h; Darkness; Inert atmosphere; Stage #2: 6-dehydro-19-nortestosterone acetate With chloro-trimethyl-silane In diethyl ether; dichloromethane at 20℃; for 15h; Inert atmosphere; Darkness; stereoselective reaction;	61%

Yield

61%

: 54793-00-9
17β-hydroxy-7α-methyl-estr-5-en-3-one acetate

: 6157-87-5
7alpha-Methyl-19-nortestosterone acetate

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In benzene

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

: 75-36-5
acetyl chloride

: 6157-87-5
7alpha-Methyl-19-nortestosterone acetate

Conditions

Conditions	Yield
With pyridine at 20℃;

: 434-22-0
19-nortestosterone

: 6157-87-5
7alpha-Methyl-19-nortestosterone acetate

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: AcCl 2: (i) NBS, Py, aq. NaOAc, AcOH, acetone, (ii) LiBr, Li2CO3, DMF 3: (i) CuI, Et2O, (ii) /BRN= 3121674/, THF 4: TsOH / benzene View Scheme

: 4999-76-2
3,17β-diacetoxy-estra-3,5-diene

: 6157-87-5
7alpha-Methyl-19-nortestosterone acetate

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: (i) NBS, Py, aq. NaOAc, AcOH, acetone, (ii) LiBr, Li2CO3, DMF 2: (i) CuI, Et2O, (ii) /BRN= 3121674/, THF 3: TsOH / benzene View Scheme

: 2590-41-2
6-dehydro-19-nortestosterone acetate

: 6157-87-5
7alpha-Methyl-19-nortestosterone acetate

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: (i) CuI, Et2O, (ii) /BRN= 3121674/, THF 2: TsOH / benzene View Scheme

: C24H38O3Si

: 6157-87-5
7alpha-Methyl-19-nortestosterone acetate

Conditions

Conditions	Yield
With water In tetrahydrofuran at 20℃; for 24h; Inert atmosphere;

: 6157-87-5
7alpha-Methyl-19-nortestosterone acetate

: 2061-47-4
17β-acetoxy-4-chloro-7α-methylestr-4-en-3-one

Conditions

Conditions	Yield
With pyridine; sulfuryl dichloride for 1h; Ambient temperature;	80%

: 67-56-1
methanol

: 6157-87-5
7alpha-Methyl-19-nortestosterone acetate

: 15506-01-1
3-methoxy-7α-methylestra-1,3,5(10)-trien-17β-ol

Conditions

Conditions	Yield
Stage #1: methanol; 7alpha-Methyl-19-nortestosterone acetate With copper(ll) bromide In toluene at 17 - 23℃; Industry scale; Stage #2: With potassium hydroxide In water Heating / reflux; Industry scale;	80%

: 6157-87-5
7alpha-Methyl-19-nortestosterone acetate

: 14507-68-7
3-hydroxy-7α-methylestra-1,3,5(10)-trien-17β-yl acetate

Conditions

Conditions	Yield
With lithium bromide; copper(ll) bromide In acetonitrile for 2.5h; Ambient temperature;	77%

: 6157-87-5
7alpha-Methyl-19-nortestosterone acetate

: 917-54-4
methyllithium

: Acetic acid (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-yl ester

Conditions

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

: 6157-87-5
7alpha-Methyl-19-nortestosterone acetate

: 800-09-9
17β-Acetoxy-3-brom-androsta-3,5-dien

Conditions

Conditions	Yield
With phosphorus(V) oxybromide In acetic acid

: 6157-87-5
7alpha-Methyl-19-nortestosterone acetate

: Acetic acid (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-yl ester

Conditions

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

: 6157-87-5
7alpha-Methyl-19-nortestosterone acetate

: 137576-19-3
4-chloro-7α-methyl-17β-estradiol

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 80 percent / pyridine, SO2Cl2 / 1 h / Ambient temperature 2: 85 percent / SeO2 / 2-methyl-propan-2-ol / 15 h / Heating 3: 85 percent / 5percent KOH / methanol / 1 h / Heating View Scheme
Multi-step reaction with 4 steps 1: 80 percent / pyridine, SO2Cl2 / 1 h / Ambient temperature 2: 80 percent / pyridine / acetic anhydride / 3 h / Heating 3: 60 percent / N-bromosuccinimide, water / dimethylformamide / 0.5 h / 0 °C 4: 1) HCl, 2) 5percent KOH / 1) acetone, reflux 2.5 h, 2) MeOH, reflux, 1 h View Scheme

: 6157-87-5
7alpha-Methyl-19-nortestosterone acetate

: 137576-22-8
4-chloro-7α-methylestrone

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: 80 percent / pyridine, SO2Cl2 / 1 h / Ambient temperature 2: 85 percent / SeO2 / 2-methyl-propan-2-ol / 15 h / Heating 3: 85 percent / 5percent KOH / methanol / 1 h / Heating 4: 80 percent / Jones' reagent / acetone / 0.33 h / Ambient temperature View Scheme
Multi-step reaction with 5 steps 1: 80 percent / pyridine, SO2Cl2 / 1 h / Ambient temperature 2: 80 percent / pyridine / acetic anhydride / 3 h / Heating 3: 60 percent / N-bromosuccinimide, water / dimethylformamide / 0.5 h / 0 °C 4: 1) HCl, 2) 5percent KOH / 1) acetone, reflux 2.5 h, 2) MeOH, reflux, 1 h 5: 80 percent / Jones' reagent / acetone / 0.33 h / Ambient temperature View Scheme

: 6157-87-5
7alpha-Methyl-19-nortestosterone acetate

: 137576-23-9
4-chloro-17α-ethynyl-7α-methyl-17β-estradiol

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1: 80 percent / pyridine, SO2Cl2 / 1 h / Ambient temperature 2: 85 percent / SeO2 / 2-methyl-propan-2-ol / 15 h / Heating 3: 85 percent / 5percent KOH / methanol / 1 h / Heating 4: 80 percent / Jones' reagent / acetone / 0.33 h / Ambient temperature 5: 75 percent / dimethylsulfoxide / 72 h / Ambient temperature View Scheme
Multi-step reaction with 6 steps 1: 80 percent / pyridine, SO2Cl2 / 1 h / Ambient temperature 2: 80 percent / pyridine / acetic anhydride / 3 h / Heating 3: 60 percent / N-bromosuccinimide, water / dimethylformamide / 0.5 h / 0 °C 4: 1) HCl, 2) 5percent KOH / 1) acetone, reflux 2.5 h, 2) MeOH, reflux, 1 h 5: 80 percent / Jones' reagent / acetone / 0.33 h / Ambient temperature 6: 75 percent / dimethylsulfoxide / 72 h / Ambient temperature View Scheme

Yield

Multi-step reaction with 5 steps
1: 80 percent / pyridine, SO2Cl2 / 1 h / Ambient temperature
2: 85 percent / SeO2 / 2-methyl-propan-2-ol / 15 h / Heating
3: 85 percent / 5percent KOH / methanol / 1 h / Heating
4: 80 percent / Jones' reagent / acetone / 0.33 h / Ambient temperature
5: 75 percent / dimethylsulfoxide / 72 h / Ambient temperature
View Scheme

Multi-step reaction with 6 steps
1: 80 percent / pyridine, SO2Cl2 / 1 h / Ambient temperature
2: 80 percent / pyridine / acetic anhydride / 3 h / Heating
3: 60 percent / N-bromosuccinimide, water / dimethylformamide / 0.5 h / 0 °C
4: 1) HCl, 2) 5percent KOH / 1) acetone, reflux 2.5 h, 2) MeOH, reflux, 1 h
5: 80 percent / Jones' reagent / acetone / 0.33 h / Ambient temperature
6: 75 percent / dimethylsulfoxide / 72 h / Ambient temperature
View Scheme

: 6157-87-5
7alpha-Methyl-19-nortestosterone acetate

: 137576-18-2
17β-acetoxy-4-chloro-7α-methyl-17β-estradiol

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 80 percent / pyridine, SO2Cl2 / 1 h / Ambient temperature 2: 85 percent / SeO2 / 2-methyl-propan-2-ol / 15 h / Heating View Scheme

: 6157-87-5
7alpha-Methyl-19-nortestosterone acetate

: 137576-21-7
17β-acetoxy-6β-bromo-4-chloro-7α-methylestr-4-en-3-one

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 80 percent / pyridine, SO2Cl2 / 1 h / Ambient temperature 2: 80 percent / pyridine / acetic anhydride / 3 h / Heating 3: 60 percent / N-bromosuccinimide, water / dimethylformamide / 0.5 h / 0 °C View Scheme

: 6157-87-5
7alpha-Methyl-19-nortestosterone acetate

: 137576-20-6
4-chloro-7α-methylestra-3,5(6)-diene-3,17β-diyl diacetate

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 80 percent / pyridine, SO2Cl2 / 1 h / Ambient temperature 2: 80 percent / pyridine / acetic anhydride / 3 h / Heating View Scheme

: 6157-87-5
7alpha-Methyl-19-nortestosterone acetate

: 60397-54-8
3-bromo-androsta-3,5-dien-17β-ol

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: POBr3 / acetic acid 2: aq. NaOH / methanol View Scheme

: 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;

Trestolone acetate Specification

The Trestolone acetate, with the CAS registry number 6157-87-5, is also known as 7α-Methyl-19-nortestosterone acetate. This chemical's molecular formula is C₂₁H₃₀O₃ and molecular weight is 330.47. What's more, its systematic name is called (7α,17β)-7-Methyl-3-oxoestr-4-en-17-yl acetate.

Physical properties about Trestolone acetate are: (1)ACD/LogP: 4.399; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 4.40; (4)ACD/LogD (pH 7.4): 4.40; (5)ACD/BCF (pH 5.5): 1297.76; (6)ACD/BCF (pH 7.4): 1297.76; (7)ACD/KOC (pH 5.5): 5888.75; (8)ACD/KOC (pH 7.4): 5888.75; (9)#H bond acceptors: 3; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 2; (12)Polar Surface Area: 43.37 Å²; (13)Index of Refraction: 1.539; (14)Molar Refractivity: 92.643 cm³; (15)Molar Volume: 295.841 cm³; (16)Polarizability: 36.727×10^-24cm³; (17)Surface Tension: 41.729 dyne/cm; (18)Density: 1.117 g/cm³; (19)Flash Point: 194.228 °C; (20)Enthalpy of Vaporization: 70.593 kJ/mol; (21)Boiling Point: 447.571 °C at 760 mmHg; (22)Vapour Pressure: 0 mmHg at 25 °C.

You can still convert the following datas into molecular structure:
(1) SMILES: O=C4\C=C2/[C@@H]([C@H]1CC[C@@]3([C@@H](OC(=O)C)CC[C@H]3[C@@H]1[C@H](C)C2)C)CC4
(2) InChI: InChI=1S/C21H30O3/c1-12-10-14-11-15(23)4-5-16(14)17-8-9-21(3)18(20(12)17)6-7-19(21)24-13(2)22/h11-12,16-20H,4-10H2,1-3H3/t12-,16+,17-,18+,19+,20-,21+/m1/s1
(3) InChIKey: IVCRCPJOLWECJU-XQVQQVTHSA-N

Product Name

Trestolone acetate

Synthetic route

Trestolone acetate Specification

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