CAS No.53-39-4,Oxandrolone Suppliers

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Synthetic route

: 17-β-hydroxy-17-α-methyl-1-oxo-1,2-seco-A-nor-5-α-androstan-2-oic acid

: 53-39-4
oxandrolone

Conditions

Conditions	Yield
Stage #1: 17-β-hydroxy-17-α-methyl-1-oxo-1,2-seco-A-nor-5-α-androstan-2-oic acid With sodium hydroxide In ethanol; water at 8 - 9℃; Inert atmosphere; Stage #2: With sodium tetrahydroborate In ethanol; water at 5 - 7℃; for 1h; Stage #3: With hydrogenchloride In ethanol; water at 1 - 9℃; for 8.75h;	94%

: 1219000-90-4
(4aS,4bS,6aS,7S,9aS,9bR,11aS)-7-(methoxymethoxy)-4a,6a,7-trimethyltetradeca-hydroindeno[4,5-h]isochromen-2(1H)-one

: 53-39-4
oxandrolone

Conditions

Conditions	Yield
With 1-thiopropane; zinc dibromide In dichloromethane at 20℃; for 0.116667h; Inert atmosphere;	91%

: ((3S,3aS,5aS,6S,7S,9aR,9bS)-6-Acetoxymethyl-3-hydroxy-3,3a,6-trimethyl-dodecahydro-cyclopenta[a]naphthalen-7-yl)-acetic acid

: 53-39-4
oxandrolone

Conditions

Conditions	Yield
With potassium hydroxide In methanol; water at 50℃; for 3h;	0.06 g

: 7745-45-1
17α-methyl-1,3-seco-2-nor-5α-androstane-1,3,17α-triol

: 53-39-4
oxandrolone

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: 90 percent / pyridine / 20 °C 2: 85 percent / Candida antarctica B lipase / ethanol / 3 h / 30 °C 3: Jones reagent / acetone 4: 0.06 g / KOH / methanol; H2O / 3 h / 50 °C View Scheme

: 624740-15-4
17β-hydroxy-17α-methyl-1,3-seco-2-nor-5α-androstane-1,3-diacid 1,3-dimethylester

: 53-39-4
oxandrolone

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1: 95 percent / LiAlH4 / tetrahydrofuran / 2 h / 20 °C 2: 90 percent / pyridine / 20 °C 3: 85 percent / Candida antarctica B lipase / ethanol / 3 h / 30 °C 4: Jones reagent / acetone 5: 0.06 g / KOH / methanol; H2O / 3 h / 50 °C View Scheme

: 141691-35-2
(3S,3aS,5aS,6S,7S,9aS,9bS)-7-Carboxymethyl-3-hydroxy-3,3a,6-trimethyl-dodecahydro-cyclopenta[a]naphthalene-6-carboxylic acid

: 53-39-4
oxandrolone

Conditions

Conditions	Yield
Multi-step reaction with 6 steps 1: methanol; diethyl ether 2: 95 percent / LiAlH4 / tetrahydrofuran / 2 h / 20 °C 3: 90 percent / pyridine / 20 °C 4: 85 percent / Candida antarctica B lipase / ethanol / 3 h / 30 °C 5: Jones reagent / acetone 6: 0.06 g / KOH / methanol; H2O / 3 h / 50 °C View Scheme

: 624740-17-6
Acetic acid (3S,3aS,5aS,6S,7S,9aR,9bS)-3-hydroxy-7-(2-hydroxy-ethyl)-3,3a,6-trimethyl-dodecahydro-cyclopenta[a]naphthalen-6-ylmethyl ester

: 53-39-4
oxandrolone

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: Jones reagent / acetone 2: 0.06 g / KOH / methanol; H2O / 3 h / 50 °C View Scheme

: 7745-12-2
17α-methyl-1,3-seco-2-nor-5α-androstane-1,3,17α-triol 1,3-diacetate

: 53-39-4
oxandrolone

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 85 percent / Candida antarctica B lipase / ethanol / 3 h / 30 °C 2: Jones reagent / acetone 3: 0.06 g / KOH / methanol; H2O / 3 h / 50 °C View Scheme

: 313047-21-1
17β-hydroxy-17α-methyl-2-oxa-5α-androstane-1,3-dione

: 53-39-4
oxandrolone

Conditions

Conditions	Yield
With sodium borohydrid; sulfuric acid In water; N,N-dimethyl-formamide	6.1 g (75.2%)

: 521-11-9
mestanolone

: 53-39-4
oxandrolone

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1.1: pyridinium hydrobromide perbromide / ethanol; water / 5.25 h / 24 - 27 °C / Inert atmosphere; Large scale 2.1: lithium carbonate; lithium bromide / N,N-dimethyl-formamide / 3 h / 110 - 115 °C / Inert atmosphere 3.1: ozone / methanol / 6 h / -40 - -30 °C / Inert atmosphere; Large scale 4.1: sodium hydroxide / ethanol; water / 8 - 9 °C / Inert atmosphere 4.2: 1 h / 5 - 7 °C 4.3: 8.75 h / 1 - 9 °C View Scheme

Yield

Multi-step reaction with 4 steps
1.1: pyridinium hydrobromide perbromide / ethanol; water / 5.25 h / 24 - 27 °C / Inert atmosphere; Large scale
2.1: lithium carbonate; lithium bromide / N,N-dimethyl-formamide / 3 h / 110 - 115 °C / Inert atmosphere
3.1: ozone / methanol / 6 h / -40 - -30 °C / Inert atmosphere; Large scale
4.1: sodium hydroxide / ethanol; water / 8 - 9 °C / Inert atmosphere
4.2: 1 h / 5 - 7 °C
4.3: 8.75 h / 1 - 9 °C
View Scheme

: 74252-42-9, 76333-34-1
2α-bromo-17β-hydroxy-17α-methyl-5α-androstan-3-one

: 53-39-4
oxandrolone

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: lithium carbonate; lithium bromide / N,N-dimethyl-formamide / 3 h / 110 - 115 °C / Inert atmosphere 2.1: ozone / methanol / 6 h / -40 - -30 °C / Inert atmosphere; Large scale 3.1: sodium hydroxide / ethanol; water / 8 - 9 °C / Inert atmosphere 3.2: 1 h / 5 - 7 °C 3.3: 8.75 h / 1 - 9 °C View Scheme

: 18167-94-7, 35937-38-3, 132830-76-3, 65-04-3
5α-17β-hydroxy-17α-methyl-Δ1-androsten-3-one

: 53-39-4
oxandrolone

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: ozone / methanol / 6 h / -40 - -30 °C / Inert atmosphere; Large scale 2.1: sodium hydroxide / ethanol; water / 8 - 9 °C / Inert atmosphere 2.2: 1 h / 5 - 7 °C 2.3: 8.75 h / 1 - 9 °C View Scheme

: 53-39-4
oxandrolone

: 142793-21-3
17,17-dimethyl-18-nor-2-oxa-5α-androst-13(14)-en-3-one

Conditions

Conditions	Yield
With hydrogenchloride for 0.25h; Ambient temperature;	73%

: 53-39-4
oxandrolone

: 17β-hydroxy-17α-methyl-1-ol-1,2-seco-A-nor-5α-androstan-2-oic acid

Conditions

Conditions	Yield
With water; sodium hydroxide In methanol at 20℃; for 0.25h; Inert atmosphere;	52%

: 53-39-4
oxandrolone

A: 1207298-36-9
6α-hydroxyoxandrolone

B: 1207298-35-8
11α-hydroxyoxandrolone

C: 1207298-37-0
9α-hydroxyoxandrolone

Conditions

Conditions	Yield
With potassium dihydrogenphosphate; D-glucose; sodium chloride; peptone; yeast extract In water; acetone at 28℃; for 240h;	A 5% B 25% C 8%

...Expand

: 110-86-1
pyridine

: 53-39-4
oxandrolone

: 143601-31-4
oxandrolone 17β-sulfate pyridinium salt

Conditions

Conditions	Yield
With chlorosulfonic acid 1.) -5 deg C, 2.) RT, 3 h; Yield given. Multistep reaction;

: 53-39-4
oxandrolone

: 143601-30-3
Sulfuric acid mono-((5S,8R,9S,10S,13S,14S,17S)-10,13,17-trimethyl-3-oxo-hexadecahydro-2-oxa-cyclopenta[a]phenanthren-17-yl) ester

Conditions

Conditions	Yield
With sulfur trioxide pyridine complex In N,N-dimethyl-formamide for 2h; Ambient temperature;

: 53-39-4
oxandrolone

: 26624-15-7
17α-hydroxy-17β-methyl-2-oxa-5α-androstan-3-one

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: sulfur trioxide pyridine complex / dimethylformamide / 2 h / Ambient temperature 2: H2O / 12 h View Scheme

: 53-39-4
oxandrolone

: 136693-21-5
(5S,8R,9S,10S,13S,14S,17R)-10,13,17-Trimethyl-17-trimethylsilanyloxy-tetradecahydro-2-oxa-cyclopenta[a]phenanthren-3-one

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: sulfur trioxide pyridine complex / dimethylformamide / 2 h / Ambient temperature 2: H2O / 12 h 3: trimethylsilylimidazole / 0.17 h / 60 °C View Scheme

: 53-39-4
oxandrolone

: 17-epioxandrolone,TMS

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: sulfur trioxide pyridine complex / dimethylformamide / 2 h / Ambient temperature 2: H2O / 12 h 3: trimethylsilylimidazole / 0.17 h / 60 °C 4: trimethyliodosilane / 0.25 h / 60 °C View Scheme

: 107-30-2
chloromethyl methyl ether

: 53-39-4
oxandrolone

: 1219000-90-4
(4aS,4bS,6aS,7S,9aS,9bR,11aS)-7-(methoxymethoxy)-4a,6a,7-trimethyltetradeca-hydroindeno[4,5-h]isochromen-2(1H)-one

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In dichloromethane at 0 - 60℃; Inert atmosphere;

: 24589-78-4
N-methyl-N-trimethylsilyl-2,2,2-trifluoroacetamide

: 53-39-4
oxandrolone

: 136693-20-4
C22H38O3Si

Conditions

Conditions	Yield
With ammonium iodide; 2-hydroxyethanethiol at 60℃; for 0.333333h;

: 53-39-4
oxandrolone

A: 5α,11β,17β-trihydroxy-17α-methyl-2-oxa-androstan-3-one

B: 17β-hydroxy-17α-methyl-2-oxa-5α-androstan-3,11-dione

C: 11β,17β-dihydroxy-17α-methyl-2-oxa-5α-androstan-3-one

D: 11β,17β-dihydroxy-17α-(hydroxymethyl)-2-oxa-5α-androstan-3-one

Conditions

Conditions	Yield
With culture medium of Macrophomina phaseolina In methanol at 26℃; for 456h; Microbiological reaction;	A 10 mg B 15 mg C 30 mg D 25 mg

...Expand

: 53-39-4
oxandrolone

: 12β,17β-dihydroxy-17α-methyl-2-oxa-5α-androstan-3-one

Conditions

Conditions	Yield
With culture of Cunninghamella blakesleeana In methanol at 26℃; for 432h; Microbiological reaction;	8 mg

: 53-39-4
oxandrolone

A: 17-methylene-2-oxaandrost-13-en-3-one

B: C19H28O2

Conditions

Conditions	Yield
With pyridine; trichlorophosphate at 50℃; for 1.5h;

: 53-39-4
oxandrolone

A: (5α,13β)-spiro(2-oxaandrost-17β,2'-oxirane)-3-one

B: (5α,13β)-spiro(2-oxaandrost-17α,2'-oxirane)-3-one

C: C19H28O3

Conditions

Conditions	Yield
Stage #1: oxandrolone With pyridine; trichlorophosphate at 50℃; for 1.5h; Stage #2: With 3-chloro-benzenecarboperoxoic acid In aq. phosphate buffer; chloroform at 20℃; for 3h;	A 56 mg B n/a C n/a

...Expand

: 53-39-4
oxandrolone

A: 17α-hydroxymethyl-17β-methyl-18-nor-2-oxaandrost-13-en-3-one

B: C19H28O3

Conditions

Conditions	Yield
Stage #1: oxandrolone With pyridine; trichlorophosphate at 50℃; for 1.5h; Stage #2: With 3-chloro-benzenecarboperoxoic acid In aq. phosphate buffer; chloroform at 20℃; for 3h; Stage #3: With acetic acid at 20℃; for 24h;	A 145 mg B n/a

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Raw Materials

521-11-9

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