2363-59-9

Basic information

• Product Name: Boldenone 17-acetate
• Synonyms: 1,4-ANDROSTADIEN-17B-OL-3-ONEACETATE;1,4-ANDROSTADIEN-17-BETA-OL-3-ONE ACETATE;1,4-ANDROSTADIEN-17BETA-OL-3-ONE-17-ACETATE;1-DEHYDROTESTOSTERONE ACETATE;(17beta)-hydroxyandrosta-1,4-dien-3-one acetate;ANDROSTADIENOLONE ACETATE;DELTA-1-TESTOSTERONE ACETATE;BOLDENON 17-ACETATE
• CAS NO: 2363-59-9
• Molecular Formula: C₂₁H₂₈O₃
• Molecular Weight: 328.45
• EINECS: 219-112-8
• Product Categories: Steroids;Steroid and Hormone;API;boldenone
• Mol File: 2363-59-9.mol

Chemical Properties

• Melting Point: 149-151 °C
• Boiling Point: 443.6 °C at 760 mmHg
• Flash Point: 192.7 °C
• Appearance: /
• Density: 1.13 g/cm³
• Vapor Pressure: 4.58E-08mmHg at 25°C
• Refractive Index: 1.555
• CAS DataBase Reference: Boldenone 17-acetate(CAS DataBase Reference)
• NIST Chemistry Reference: Boldenone 17-acetate(2363-59-9)
• EPA Substance Registry System: Boldenone 17-acetate(2363-59-9)

Safety Data

• Hazard Codes: Xn
• Statements: 40-48-48/22
• Safety Statements: 22-24/25
• Hazardous Substances Data: 2363-59-9(Hazardous Substances Data)

Usage

Uses

Used in Veterinary Medicine:
Boldenone 17-acetate is used as a veterinary drug for promoting weight gain, appetite stimulation, and muscle growth in animals, particularly horses. Its anabolic and androgenic effects help improve the overall health and performance of the animals.
Used in Human Performance Enhancement:
Boldenone 17-acetate is used as a performance-enhancing drug by athletes and bodybuilders for its anabolic effects, which include increased protein synthesis, muscle growth, and strength. Its androgenic properties also contribute to improved physical performance.
Used in Pharmaceutical Industry:
Boldenone 17-acetate is used as an active pharmaceutical ingredient in the development of medications aimed at treating conditions related to muscle wasting, anemia, and other diseases where increased protein synthesis and red blood cell production are beneficial.

InChI:InChI=1/C21H28O3/c1-13(22)24-19-7-6-17-16-5-4-14-12-15(23)8-10-20(14,2)18(16)9-11-21(17,19)3/h8,10,12,16-19H,4-7,9,11H2,1-3H3

Synthetic route

2,4,6-trimethyl-pyridine (108-75-8) + 17β-acetoxy-2β,4β-dibromo-5β-androstan-3-one (82926-51-0) → 17β-acetoxy-androsta-1,4-dien-3-one (2363-59-9) + 17β-acetoxy-2-bromo-5β-androst-1-en-3-one (111687-29-7)

17β-acetoxy-2β,4β-dibromo-5β-androstan-3-one (82926-51-0) → 17β-acetoxy-androsta-1,4-dien-3-one (2363-59-9)

Conditions	Yield
With lithium carbonate; lithium bromide

17β-acetoxy-2β,4β-dibromo-5β-androstan-3-one (82926-51-0) → 17β-acetoxy-androsta-1,4-dien-3-one (2363-59-9) + 17β-acetoxy-2-bromo-5β-androst-1-en-3-one (111687-29-7)

Conditions	Yield
With 2,4,6-trimethyl-pyridine

17β-Acetoxy-3-oxo-Δ1,5-androstadien (15359-18-9) + acetic anhydride (108-24-7) → 17β-acetoxy-androsta-1,4-dien-3-one (2363-59-9)

Conditions	Yield
(i) (UV-irradiation), EtOH, (ii) KOH, MeOH, (iii) /BRN= 385737/, Py; Multistep reaction;

testosterone acetate (1045-69-8) → 17β-acetoxy-androsta-1,4-dien-3-one (2363-59-9)

Conditions	Yield
With thallium(III) acetate In acetic acid
With 2,6-dichloro-3,5-dicyano-1,4-benzoquinone

2α.4α-dibromo-17β-acetoxy-androstanone-(3) → 17β-acetoxy-androsta-1,4-dien-3-one (2363-59-9) + 17β-acetoxy-androstadien-(4.6)-one-(3)

Conditions	Yield
With 2,3,5-trimethyl-pyridine

17β-acetoxy-2β,4β-dibromo-5β-androstan-3-one (82926-51-0) + N,N-dimethyl-formamide (68-12-2, 33513-42-7) + LiBr + Li2CO3 → 17β-acetoxy-androsta-1,4-dien-3-one (2363-59-9)

Conditions	Yield
60 min;

testosterone (58-22-0) + <2,4,6-triiodo-phenoxy>-acetyl chloride → 17β-acetoxy-androsta-1,4-dien-3-one (2363-59-9)

Conditions	Yield
Multi-step reaction with 2 steps 1: 2,6-dichloro-3,5-dicyano-1,4-benzoquinone View Scheme

17β-acetoxy-5β-androstan-3-one (1164-92-7) → 17β-acetoxy-androsta-1,4-dien-3-one (2363-59-9)

Conditions	Yield
Multi-step reaction with 2 steps 1: acetic acid; bromine 2: 2,4,6-trimethyl-pyridine View Scheme

Acetic acid (8R,9S,10R,13S,14S,17S)-6-bromo-10,13-dimethyl-3-oxo-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-3H-cyclopenta[a]phenanthren-17-yl ester → 17β-acetoxy-androsta-1,4-dien-3-one (2363-59-9)

Conditions	Yield
Multi-step reaction with 2 steps 1: Zn / aq. ethanol 2: (i) (UV-irradiation), EtOH, (ii) KOH, MeOH, (iii) /BRN= 385737/, Py View Scheme

17β-acetoxy-androsta-1,4-dien-3-one (2363-59-9) + trimethylaluminum (75-24-1) → 17β-acetyloxy-1α-methylandrost-4-en-3-one (5824-29-3)

Conditions	Yield
copper(I) bromide In 1,4-dioxane; water; toluene	75.58%

17β-acetoxy-androsta-1,4-dien-3-one (2363-59-9) → 17β-acetoxyandrosta-1,4-diene-3-thione (84871-43-2)

Conditions	Yield
With Lawessons reagent In tetrahydrofuran for 1h; Ambient temperature;	60%

17β-acetoxy-androsta-1,4-dien-3-one (2363-59-9) → testosterone acetate (1045-69-8)

Conditions	Yield
With thallium(III) nitrate trihydrate In diethylene glycol dimethyl ether for 24h; Ambient temperature;	34%

17β-acetoxy-androsta-1,4-dien-3-one (2363-59-9) → androsta-1,4-diene-11α,17β-diol-3-one, 17-acetate (97455-04-4)

Conditions	Yield
for 72h; Rhizopus arrhizus ATCC 11145;	15%

17β-acetoxy-androsta-1,4-dien-3-one (2363-59-9) → 17β-acetoxy-2-methyl-estra-1,3,5(10)-trien-4-ol (6223-90-1)

Conditions	Yield
With 1,4-dioxane Irradiation.UV-Licht;
In 1,4-dioxane for 9h; Irradiation;
In methanol Heating; Irradiation;
Multi-step reaction with 2 steps 1: dioxane / Irradiation 2: dioxane / Irradiation View Scheme

17β-acetoxy-androsta-1,4-dien-3-one (2363-59-9) → 17β-acetoxy-2-hydroxy-4-methyl-19-norpregna-1,3,5(10)-triene (1855-85-2)

Conditions	Yield
With 1,4-dioxane Irradiation.UV-Licht;
In 1,4-dioxane for 9h; Irradiation;
With acetic acid Heating; Irradiation;

17β-acetoxy-androsta-1,4-dien-3-one (2363-59-9) → 17β-acetoxy-1-hydroxy-4-methylestra-1,3,5(10)-triene (2242-09-3)

Conditions	Yield
With 1,4-dioxane Irradiation.UV-Licht;
In 1,4-dioxane for 9h; Irradiation;

17β-acetoxy-androsta-1,4-dien-3-one (2363-59-9) → 17β-acetoxy-1-methyl-estra-1,3,5(10)-trien-3-ol (2456-11-3)

Conditions	Yield
With 1,4-dioxane Irradiation.UV-Licht;
In 1,4-dioxane for 9h; Irradiation;
In methanol Heating; Irradiation;
Multi-step reaction with 2 steps 1: dioxane / Irradiation 2: dioxane / Irradiation View Scheme

17β-acetoxy-androsta-1,4-dien-3-one (2363-59-9) → (1Ξ,6Ξ,3'aS)-6't-acetoxy-4,5'a-dimethyl-(3'ar,5'at,8'ac,8'bt)-decahydro-spiro[bicyclo[3.1.0]hex-3-ene-6,3'-As-indacen]-2-one (2383-80-4, 2587-20-4) + 17β-acetoxy-1β,5β-cyclo-10α-androst-3-en-2-one (2363-60-2, 2506-73-2, 114029-64-0)

Conditions	Yield
With 1,4-dioxane Irradiation.UV-Licht;

17β-acetoxy-androsta-1,4-dien-3-one (2363-59-9) → (1Ξ,3'aS)-6't-acetoxy-4,5'a-dimethyl-(3'ar,5'at,8'ac,8'bt)-decahydro-spiro[cyclohexa-3,5-diene-1,3'-As-indacen]-2-one (14407-07-9, 14532-16-2) + (1Ξ,3'aS)-6't-acetoxy-2,5'a-dimethyl-(3'ar,5'at,8'ac,8'bt)-decahydro-spiro[cyclohexa-2,5-diene-1,3'-As-indacen]-4-one (2456-09-9, 6173-73-5)

Conditions	Yield
With 1,4-dioxane Irradiation.UV-Licht;

17β-acetoxy-androsta-1,4-dien-3-one (2363-59-9) → 17β-acetoxy-6β-bromo-androsta-1,4-dien-3-one (41982-55-2, 95118-63-1)

Conditions	Yield
With N-Bromosuccinimide; dibenzoyl peroxide

17β-acetoxy-androsta-1,4-dien-3-one (2363-59-9) → (1Ξ,6Ξ,3'aS)-6't-acetoxy-4,5'a-dimethyl-(3'ar,5'at,8'ac,8'bt)-decahydro-spiro[bicyclo[3.1.0]hex-3-ene-6,3'-As-indacen]-2-one (2383-80-4, 2587-20-4)

Conditions	Yield
In 1,4-dioxane for 1.5h; Irradiation;

17β-acetoxy-androsta-1,4-dien-3-one (2363-59-9) → 2-Oxo-17β-acetoxy-1α.5β-cyclo-Δ3-10α-androsten (2363-60-2)

Conditions	Yield
In 1,4-dioxane for 1.5h; Irradiation;
With acetic acid Heating; Irradiation;

17β-acetoxy-androsta-1,4-dien-3-one (2363-59-9) → (1Ξ,3'aS)-6't-acetoxy-4,5'a-dimethyl-(3'ar,5'at,8'ac,8'bt)-decahydro-spiro[cyclohexa-3,5-diene-1,3'-As-indacen]-2-one (14407-07-9, 14532-16-2)

Conditions	Yield
In 1,4-dioxane for 1.5h; Irradiation;

17β-acetoxy-androsta-1,4-dien-3-one (2363-59-9) → (1Ξ,3'aS)-6't-acetoxy-2,5'a-dimethyl-(3'ar,5'at,8'ac,8'bt)-decahydro-spiro[cyclohexa-2,5-diene-1,3'-As-indacen]-4-one (2456-09-9, 6173-73-5)

Conditions	Yield
In 1,4-dioxane for 1.5h; Irradiation;

17β-acetoxy-androsta-1,4-dien-3-one (2363-59-9) + acetic anhydride (108-24-7) → 17β-acetoxy-4-methylestra-1,3,5(10)-triene (798-35-6)

Conditions	Yield
(i) LiAlH4, Et2O, (ii) /BRN= 385737/, Py; Multistep reaction;

17β-acetoxy-androsta-1,4-dien-3-one (2363-59-9) + triethyl phosphite (122-52-1) → 1-Diaethoxyphosphinyl-testosteron-acetat (14413-08-2)

Conditions	Yield
With phenol

17β-acetoxy-androsta-1,4-dien-3-one (2363-59-9) → 17β-acetoxy-2-chloroandrosta-1,4-diene-3-one (977-83-3) + 17β-acetoxy-4-chloroandrosta-1,4-diene-3-one (62799-78-4)

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

17β-acetoxy-androsta-1,4-dien-3-one (2363-59-9) → 17β-acetoxy-4ξ,5ξ-dihydroxy-1-androsten-3-one + 17β-acetoxy-1ξ,2ξ-dihydroxy-4-androsten-3-one

Conditions	Yield
With osmium(VIII) oxide; potassium chlorate In water; tert-butyl alcohol for 600h; Ambient temperature; Yield given. Yields of byproduct given;

N-Methylhydroxylamine (593-77-1) + 17β-acetoxy-androsta-1,4-dien-3-one (2363-59-9) → (Z)-17β-acetoxy-3-methylimino-1,4-androstadiene N-oxide (84871-34-1, 84871-35-2) + (E)-17β-acetoxy-3-methylimino-1,4-androstadiene N-oxide (84871-34-1, 84871-35-2)

Conditions	Yield
With pyridine at 40℃; Yield given. Yields of byproduct given;

17β-acetoxy-androsta-1,4-dien-3-one (2363-59-9) → 3-Oxo-17β-acetoxy-Δ1:10.19-1(10->5)-abeo-5α-androstadien

Conditions	Yield
With acetic acid Heating; Irradiation;

17β-acetoxy-androsta-1,4-dien-3-one (2363-59-9) → 3-Oxo-10β-hydroxy-17β-acetoxy-Δ1-1(10->5)-abeo-5α-androsten (73398-07-9)

Conditions	Yield
With acetic acid Heating; Irradiation;

17β-acetoxy-androsta-1,4-dien-3-one (2363-59-9) → 3β,5aβ-Dimethyl-6β-acetoxy-(3aα,8aα,8bβ)-perhydro-cyclopent-inden-3α-carbonsaeure (15267-01-3)

Conditions	Yield
(i) O3, AcOEt, (ii) aq. H2O2; Multistep reaction;

17β-acetoxy-androsta-1,4-dien-3-one (2363-59-9) → 3-Oxo-17β-acetoxy-Δ1.9-1(10->5)-abeo-5α-androstadien

Conditions	Yield
With acetic acid Heating; Irradiation;

17β-acetoxy-androsta-1,4-dien-3-one (2363-59-9) → 1-Oxo-4α-methyl-17β-acetoxy-4β.10β-cyclo-(9(10-5β)-abeo-Δ2-10αH-oestren (2242-10-6)

Conditions	Yield
In 1,4-dioxane Irradiation;

17β-acetoxy-androsta-1,4-dien-3-one (2363-59-9) → 1-Oxo-3-methyl-17β-acetoxy-4α.10α-cyclo-(9(10-5β)-abeo-Δ2-10βH-oestren

Conditions	Yield
In 1,4-dioxane Irradiation;

Upstream product

• 108-75-8 2,4,6-trimethyl-pyridine 
• 82926-51-0 17β-acetoxy-2β,4β-dibromo-5β-androstan-3-one 
• 15359-18-9 17β-Acetoxy-3-oxo-Δ^1,5-androstadien 
• 108-24-7 acetic anhydride 
• 1045-69-8 testosterone acetate 
• 68-12-2 N,N-dimethyl-formamide 
• 58-22-0 testosterone 
• 1164-92-7 17β-acetoxy-5β-androstan-3-one 

Downstream Products

• 2456-11-3 1-Methyl-17-o-acetyl-oestradiol 
• 2383-80-4 (1Ξ,6Ξ,3'aS)-6't-acetoxy-4,5'a-dimethyl-(3'ar,5'at,8'ac,8'bt)-decahydro-spiro[bicyclo[3.1.0]hex-3-ene-6,3'-As-indacen]-2-one 
• 2363-60-2 17β-acetoxy-1β,5β-cyclo-10α-androst-3-en-2-one 
• 2363-60-2 2-Oxo-17β-acetoxy-1α.5β-cyclo-Δ³-10α-androsten 
• 1045-69-8 testosterone acetate 
• 2242-10-6 1-Oxo-4α-methyl-17β-acetoxy-4β.10β-cyclo-(9(10-5β)-abeo-Δ²-10αH-oestren 
• 939-48-0 isopropyl benzoate 
• 84871-54-5 Acetic acid (8R,9S,10S,13S,14S,17S)-10,13-dimethyl-3-[(Z)-methylimino]-2-(toluene-4-sulfonyloxy)-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-3H-cyclopenta[a]phenanthren-17-yl ester 
• 42224-78-2 17β-acetoxyandrost-1,4,6-trien-3-one 
• 2587-18-0 1-Oxo-4α-methyl-17β-acetoxy-4β.10β-cyclo-9(10-5β)-abeo-10αH-oestran 
• 15359-61-2 Acetic acid (3S,3aS,5aS,6S,8aS,8bS)-6-benzylsulfanylcarbonyl-3a,6-dimethyl-dodecahydro-as-indacen-3-yl ester 

Relevant articles and documents

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