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
• Article Data: 3

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

Description

Boldenone 17-acetate is a white or white solid powder, belongs to the hormone class.

Uses

The parent of 17-acetate bodanone is a derivative of testosterone and thus inherits most of its properties, such as androgenic ability and protein synthesis.

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

• 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 
• 68-12-2 N,N-dimethyl-formamide 
• 1164-92-7 17β-acetoxy-5β-androstan-3-one 
• 58-22-0 testosterone 
• 1045-69-8 testosterone acetate 
• 108-75-8 2,4,6-trimethyl-pyridine 

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 
• 939-48-0 isopropyl benzoate 
• 15359-61-2 Acetic acid (3S,3aS,5aS,6S,8aS,8bS)-6-benzylsulfanylcarbonyl-3a,6-dimethyl-dodecahydro-as-indacen-3-yl ester 
• 2587-18-0 1-Oxo-4α-methyl-17β-acetoxy-4β.10β-cyclo-9(10-5β)-abeo-10αH-oestran 
• 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 
• 2242-10-6 1-Oxo-4α-methyl-17β-acetoxy-4β.10β-cyclo-(9(10-5β)-abeo-Δ²-10αH-oestren 
• 1045-69-8 testosterone acetate 
• 2363-60-2 2-Oxo-17β-acetoxy-1α.5β-cyclo-Δ³-10α-androsten 
• 42224-78-2 17β-acetoxyandrost-1,4,6-trien-3-one 

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