Welcome to LookChem.com Sign In|Join Free

CAS

  • or

53-41-8

Post Buying Request

53-41-8 Suppliers

Recommended suppliersmore

  • Product
  • FOB Price
  • Min.Order
  • Supply Ability
  • Supplier
  • Contact Supplier

53-41-8 Usage

Chemical Properties

white to light beige crystalline powder

Uses

Different sources of media describe the Uses of 53-41-8 differently. You can refer to the following data:
1. It was isolated from male urine after removed of the phenolic estrogen fraction.
2. Typical urinary 17-oxosteroid, formed by the metabolic reduction of testosterone. Less potent than testosterone.

Definition

ChEBI: An androstanoid that is 5alpha-androstane having a hydroxy substituent at the 3alpha-position and an oxo group at the 17-position. It is a metabolite of dehydroepiandrosterone .

Purification Methods

Crystallise androsterone from Me2CO/Et2O or Me2CO and sublime it in high vacuum. The acetate [1164-95-0] crystallises from Et2O, Me2CO/Et2O or aqueous EtOH and sublimes in high vacuum with m 165-166o, [] D 25 +87o (c 2, EtOH). [Ruzicka Helv Chim Acta 17 1389 1934, Marker J Am Chem Soc 57 1755 1935, Gnds & Orr J Chem Soc Chem Commun 1239 1982, Beilstein 8 IV 462.]

Check Digit Verification of cas no

The CAS Registry Mumber 53-41-8 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 5 and 3 respectively; the second part has 2 digits, 4 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 53-41:
(4*5)+(3*3)+(2*4)+(1*1)=38
38 % 10 = 8
So 53-41-8 is a valid CAS Registry Number.
InChI:InChI=1/C19H30O2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h12-16,20H,3-11H2,1-2H3/t12?,13-,14?,15?,16?,18-,19-/m0/s1

53-41-8SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name androsterone

1.2 Other means of identification

Product number -
Other names 3alpha-Hydroxy-5alpha-androstan-17-one

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:53-41-8 SDS

53-41-8Synthetic route

(3R,5S,8R,9S,10S,13S,14S)-10,13-Dimethyl-3-(tetrahydro-furan-2-yloxy)-hexadecahydro-cyclopenta[a]phenanthren-17-one
111222-34-5

(3R,5S,8R,9S,10S,13S,14S)-10,13-Dimethyl-3-(tetrahydro-furan-2-yloxy)-hexadecahydro-cyclopenta[a]phenanthren-17-one

cis-androsterone
53-41-8

cis-androsterone

Conditions
ConditionsYield
With toluene-4-sulfonic acid In ethanol for 1h; Ambient temperature;100%
androsterone acetate
1164-95-0

androsterone acetate

cis-androsterone
53-41-8

cis-androsterone

Conditions
ConditionsYield
With methanol; sodium hydroxide at 40℃; for 4h; Inert atmosphere;94.6%
With potassium carbonate
2-Oxo-propionic acid (3R,5S,8R,9S,10S,13S,14S)-10,13-dimethyl-17-oxo-hexadecahydro-cyclopenta[a]phenanthren-3-yl ester

2-Oxo-propionic acid (3R,5S,8R,9S,10S,13S,14S)-10,13-dimethyl-17-oxo-hexadecahydro-cyclopenta[a]phenanthren-3-yl ester

A

cis-androsterone
53-41-8

cis-androsterone

B

androstanedione
846-46-8

androstanedione

Conditions
ConditionsYield
With Oxone; edetate disodium; sodium hydrogencarbonate In water; acetonitrile at 20℃; for 120h;A 20%
B 78%
3α-hydroxy-5α-androstan-17-one 3-benzoate
5953-69-5

3α-hydroxy-5α-androstan-17-one 3-benzoate

cis-androsterone
53-41-8

cis-androsterone

Conditions
ConditionsYield
With sodium methylate In methanol; dichloromethane at 20℃;75%
androstanedione
846-46-8

androstanedione

A

Epiandrosterone
481-29-8

Epiandrosterone

B

cis-androsterone
53-41-8

cis-androsterone

Conditions
ConditionsYield
With trimethylamine-borane; silica gel; iron(III) chloride In benzene for 2h; Ambient temperature;A 60.2%
B 20.9%
With trimethylamine-borane; silica gel; iron(III) chloride In benzene for 2h; Product distribution; Ambient temperature; various catalysts and times;A 60.2%
B 20.9%
With hydrogen; Nic In tetrahydrofuran; ethanol at 25℃; under 760 Torr; for 1.16667h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
(3α,5α)-3-hydroxyandrostan-17-one 1,2-ethanediyl acetal
5717-77-1, 15807-49-5, 35420-27-0, 57194-49-7

(3α,5α)-3-hydroxyandrostan-17-one 1,2-ethanediyl acetal

cis-androsterone
53-41-8

cis-androsterone

Conditions
ConditionsYield
With methanesulfonic acid In methanol; water for 0.25h;57%
With acetic acid
2-Oxo-heptanoic acid (3R,5S,8R,9S,10S,13S,14S)-10,13-dimethyl-17-oxo-hexadecahydro-cyclopenta[a]phenanthren-3-yl ester
592509-66-5

2-Oxo-heptanoic acid (3R,5S,8R,9S,10S,13S,14S)-10,13-dimethyl-17-oxo-hexadecahydro-cyclopenta[a]phenanthren-3-yl ester

A

cis-androsterone
53-41-8

cis-androsterone

B

(2R,6R)-2-Hydroxy-6-methyl-tetrahydro-pyran-2-carboxylic acid (3R,5R,8R,9S,10S,13S,14S)-10,13-dimethyl-17-oxo-hexadecahydro-cyclopenta[a]phenanthren-3-yl ester

(2R,6R)-2-Hydroxy-6-methyl-tetrahydro-pyran-2-carboxylic acid (3R,5R,8R,9S,10S,13S,14S)-10,13-dimethyl-17-oxo-hexadecahydro-cyclopenta[a]phenanthren-3-yl ester

Conditions
ConditionsYield
With Oxone; edetate disodium; sodium hydrogencarbonate In water; acetonitrile at 20℃; for 72h;A 45%
B 55%
androstanediol
1852-53-5

androstanediol

cis-androsterone
53-41-8

cis-androsterone

Conditions
ConditionsYield
With HEK-293 cells expressing Haliotis diversicolor supertexta 17β-hydroxysteroid dehydrogenase 11; fetal bovine serum In dimethyl sulfoxide for 23h; aq. buffer; Enzymatic reaction;53.4%
With rabbit 3-hydroxyhexobarbital dehydrogenase (AKR1C29); NADP In aq. phosphate buffer; ethyl acetate at 37℃; for 0.5h; pH=7.4; Catalytic behavior; Kinetics; Enzymatic reaction;
With recombinant male golden hamster liver aldo-keto reductase AKR1C35; NAD In aq. phosphate buffer at 25℃; pH=7.4; Kinetics; Enzymatic reaction;
3β-tosyloxy-5α-androstan-17-one
10429-07-9

3β-tosyloxy-5α-androstan-17-one

A

cis-androsterone
53-41-8

cis-androsterone

B

androstanedione
846-46-8

androstanedione

Conditions
ConditionsYield
With potassium nitrite In N,N-dimethyl-formamide at 80 - 85℃; for 18h;A 51.5%
B 0.03 g
C 0.01 g
androstanedione
846-46-8

androstanedione

A

Epiandrosterone
481-29-8

Epiandrosterone

B

cis-androsterone
53-41-8

cis-androsterone

C

5-androgen-3,17-diol
571-20-0

5-androgen-3,17-diol

Conditions
ConditionsYield
for 504h; Rhodotorula mucilaginosa;A 18%
B 35%
C 30%
Stanolone
521-18-6

Stanolone

A

Epiandrosterone
481-29-8

Epiandrosterone

B

cis-androsterone
53-41-8

cis-androsterone

C

androstanedione
846-46-8

androstanedione

D

5-androgen-3,17-diol
571-20-0

5-androgen-3,17-diol

Conditions
ConditionsYield
for 504h; Rhodotorula mucilaginosa;A 21%
B 33%
C 5%
D 33%
5α-androstane-3β,17β-diol di-p-toluenesulfonate

5α-androstane-3β,17β-diol di-p-toluenesulfonate

A

cis-androsterone
53-41-8

cis-androsterone

B

5alpha-Androstane-3alpha,17alpha-diol
6165-21-5

5alpha-Androstane-3alpha,17alpha-diol

Conditions
ConditionsYield
With sodium nitrite In dimethyl sulfoxide at 90℃; for 29h;A 29%
B 29%
C 31%
androstanediol
1852-53-5

androstanediol

A

cis-androsterone
53-41-8

cis-androsterone

B

(4aS,4bR,8R,10bR,12aS)-8-hydroxy-12a-methylhexadecahydro-2H-naphtho[2,1-f]chromen-2-one
4363-08-0

(4aS,4bR,8R,10bR,12aS)-8-hydroxy-12a-methylhexadecahydro-2H-naphtho[2,1-f]chromen-2-one

Conditions
ConditionsYield
With Aspergillus tamarii KITA (QM 1223) In N,N-dimethyl-formamide at 30℃; for 120h; Microbiological reaction;A 23%
B 29%
testosterone
58-22-0

testosterone

A

Epiandrosterone
481-29-8

Epiandrosterone

B

Androstenedione
63-05-8

Androstenedione

C

cis-androsterone
53-41-8

cis-androsterone

D

androstanedione
846-46-8

androstanedione

Conditions
ConditionsYield
With Penicillium digitatum MRC 500787; MYB medium (malt extract 2percent, glucose 1percent, bacteriological peptone 1percent, yeast extract 0.3percent) In N,N-dimethyl-formamide at 24℃; for 120h;A 8.9%
B 16.3%
C 3.6%
D 6.4%
dehydroepiandrosterone
53-43-0

dehydroepiandrosterone

A

Etiocholanolone
53-42-9

Etiocholanolone

B

cis-androsterone
53-41-8

cis-androsterone

D

5-androstene-3β,16α,17β-triol
4150-30-5

5-androstene-3β,16α,17β-triol

Conditions
ConditionsYield
aus dem Harn von Menschen nach der Injektion;
Androstenedione
63-05-8

Androstenedione

cis-androsterone
53-41-8

cis-androsterone

Conditions
ConditionsYield
With acetic acid; platinum at 20℃; Hydrogenation.zuletzt nach Zusatz von wenig Schwefelsaeure bei 70-75grad;
With acetic acid; platinum at 20℃; Hydrogenation.zuletzt nach Zusatz von wenig Schwefelsaeure bei 70-75grad;
3β-chloro-5α-androstan-17-one
20612-47-9

3β-chloro-5α-androstan-17-one

cis-androsterone
53-41-8

cis-androsterone

Conditions
ConditionsYield
With potassium acetate; valeric acid anschliessend mit wss.-aethanol.NaOH;
3β-chloro-5α-androstan-17-one
20612-47-9

3β-chloro-5α-androstan-17-one

A

cis-androsterone
53-41-8

cis-androsterone

Conditions
ConditionsYield
With potassium acetate; acetic acid at 180℃;
3β-tosyloxy-5α-androstan-17-one
10429-07-9

3β-tosyloxy-5α-androstan-17-one

A

cis-androsterone
53-41-8

cis-androsterone

Conditions
ConditionsYield
With aluminum oxide; Petroleum ether; benzene
3α-cholestanyl acetate
1107-59-1

3α-cholestanyl acetate

cis-androsterone
53-41-8

cis-androsterone

Conditions
ConditionsYield
With chromium(VI) oxide; acetic acid at 95℃; Erwaermen des aus dem Reaktionsgemisch mit Semicarbazid isol. 3α-Acetoxy-5α-androstanon-(17)-semicarbazons mit wss.Oxalsaeure und Erh. des erhalt. Oxalsaeure-bis-<17-oxo-5α-androstanyl-(3α)-esters> mit aethanol.Alkalilauge;
With chromium(VI) oxide; acetic acid at 95℃; Erwaermen des aus dem Reaktionsgemisch mit Semicarbazid isol. 3α-Acetoxy-5α-androstanon-(17)-semicarbazons mit wss.Oxalsaeure und Erh. des erhalt. Oxalsaeure-bis-<17-oxo-5α-androstanyl-(3α)-esters> mit aethanol.Alkalilauge;
5α-stigmastanyl-(3α)-acetate
143120-49-4

5α-stigmastanyl-(3α)-acetate

cis-androsterone
53-41-8

cis-androsterone

Conditions
ConditionsYield
Gewinnung;
3β-chloro-5α-androstan-17-one
20612-47-9

3β-chloro-5α-androstan-17-one

potassium acetate
127-08-2

potassium acetate

acetic acid
64-19-7

acetic acid

A

cis-androsterone
53-41-8

cis-androsterone

Conditions
ConditionsYield
at 180℃;
3β-tosyloxy-5α-androstan-17-one
10429-07-9

3β-tosyloxy-5α-androstan-17-one

potassium acetate
127-08-2

potassium acetate

acetic acid
64-19-7

acetic acid

cis-androsterone
53-41-8

cis-androsterone

testosterone
58-22-0

testosterone

A

Epiandrosterone
481-29-8

Epiandrosterone

B

Stanolone
521-18-6

Stanolone

C

cis-androsterone
53-41-8

cis-androsterone

D

androstanedione
846-46-8

androstanedione

E

5-androgen-3,17-diol
571-20-0

5-androgen-3,17-diol

F

androstanediol
1852-53-5

androstanediol

Conditions
ConditionsYield
With total testicular homogenate of adult Sprague-Dawley rats treated with 6, des-Gly-NH210>LHRH ethylamide Product distribution; metabolism, <3H>labelled study, further: equine antibovine LH serum (JOAN-5-31-67);
testosterone
58-22-0

testosterone

A

Stanolone
521-18-6

Stanolone

B

cis-androsterone
53-41-8

cis-androsterone

C

androstanedione
846-46-8

androstanedione

D

5-androgen-3,17-diol
571-20-0

5-androgen-3,17-diol

E

androstanediol
1852-53-5

androstanediol

Conditions
ConditionsYield
With carbon dioxide; 5α-reductase in testicular cells of adult male Sprague-Dawley rats; oxygen; NADP at 37℃; for 1.5h; Product distribution; Kinetics; <3H>labelled, metabolism with or without 7α-hydroxytestosterone;
Conditions
ConditionsYield
With 7α-hydroxylase from microsomes of testicular tissue from Wistar rats injected or not intraperitoneally with human chorionic gonadotrophin till 24 h before kill; Krebs Ringer buffer; NADPH In ethanol at 37℃; for 0.25h; Product distribution; Kinetics; <4-14C>labeled study, Michaelis-Menton const. Km, maximal transformation rate Vm;
Androstenedione
63-05-8

Androstenedione

A

estradiol
50-28-2

estradiol

B

Estrone
53-16-7

Estrone

C

testosterone
58-22-0

testosterone

D

Stanolone
521-18-6

Stanolone

E

Etiocholanolone
53-42-9

Etiocholanolone

F

cis-androsterone
53-41-8

cis-androsterone

Conditions
ConditionsYield
With carcinoma; gynecomastia; mammary dysplasia at 37℃; for 1.5h; Product distribution; cofactors under 95percent O2: 5percent CO2, <3H>labeled study;
androstanedione
846-46-8

androstanedione

A

Epiandrosterone
481-29-8

Epiandrosterone

B

Stanolone
521-18-6

Stanolone

C

cis-androsterone
53-41-8

cis-androsterone

Conditions
ConditionsYield
With lithium aluminium tetrahydride; divinylbenzene template polymer In tetrahydrofuran Product distribution; Ambient temperature; other steroid ketones; molecular imprinting of solid polymer;
androstanedione
846-46-8

androstanedione

cis-androsterone
53-41-8

cis-androsterone

Conditions
ConditionsYield
With potassium tri-sec-butyl-borohydride In tetrahydrofuran at -75℃; for 2h;63 % Turnov.
cis-androsterone
53-41-8

cis-androsterone

acetic anhydride
108-24-7

acetic anhydride

androsterone acetate
1164-95-0

androsterone acetate

Conditions
ConditionsYield
With toluene-4-sulfonic acid for 0.025h; microwave irradiation;100%
With pyridine at 20℃;100%
With dmap In dichloromethane at 20℃;97%
cis-androsterone
53-41-8

cis-androsterone

(aminooxy)acetic acid hemihydrochloride
2921-14-4, 7776-18-3, 20295-82-3

(aminooxy)acetic acid hemihydrochloride

17-(O-carboxymethyloximino)-5α-androstan-3α-ol

17-(O-carboxymethyloximino)-5α-androstan-3α-ol

Conditions
ConditionsYield
With pyridine at 80℃; for 15h;97%
cis-androsterone
53-41-8

cis-androsterone

androstanediol
1852-53-5

androstanediol

Conditions
ConditionsYield
With iron(II) chloride tetrahydrate; lithium In tetrahydrofuran; mineral oil at 20℃; for 4h; Reagent/catalyst; Inert atmosphere; stereoselective reaction;96%
With manganese(III) (Z)-2,2,6,6-tetramethyl-5-oxohept-3-en-3-olate; phenylsilane; oxygen In 1,2-dichloro-ethane; isopropyl alcohol at 23℃; under 760 Torr;47%
With methanol; sodium
cis-androsterone
53-41-8

cis-androsterone

1,1'-carbonyldiimidazole
530-62-1

1,1'-carbonyldiimidazole

3α-(1H-Imidazol-1-yl)-5α-androstan-17-one

3α-(1H-Imidazol-1-yl)-5α-androstan-17-one

Conditions
ConditionsYield
In acetonitrile for 2h; Substitution; Heating;96%
cis-androsterone
53-41-8

cis-androsterone

chloromethyl methyl ether
107-30-2

chloromethyl methyl ether

(3R,5S,8R,9S,10S,13S,14S)-3-(methoxymethoxy)-10,13-dimethylHexadecahydro-17H-cyclopenta[a]phenanthren-17-one
1135993-39-3

(3R,5S,8R,9S,10S,13S,14S)-3-(methoxymethoxy)-10,13-dimethylHexadecahydro-17H-cyclopenta[a]phenanthren-17-one

Conditions
ConditionsYield
With dmap; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 2h;95%
With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 16h;95%
With N-ethyl-N,N-diisopropylamine In dichloromethane for 12.3h;77%
cis-androsterone
53-41-8

cis-androsterone

tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

(3R,10S,13S)-3-((tert-butyldimethylsilyl)oxy)-10,13-dimethylhexadecahydro-17H-cyclopenta[a]phenanthren-17-one
57711-45-2

(3R,10S,13S)-3-((tert-butyldimethylsilyl)oxy)-10,13-dimethylhexadecahydro-17H-cyclopenta[a]phenanthren-17-one

Conditions
ConditionsYield
With 1H-imidazole In N,N-dimethyl-formamide at 20℃;94%
With 1H-imidazole In N,N-dimethyl-formamide at 20℃; Inert atmosphere;93%
In methanol at 20℃; for 12h;86%
With 1H-imidazole In N,N-dimethyl-formamide
cis-androsterone
53-41-8

cis-androsterone

methanesulfonyl chloride
124-63-0

methanesulfonyl chloride

Methanesulfonic acid (3R,5S,8R,9S,10S,13S,14S)-10,13-dimethyl-17-oxo-hexadecahydro-cyclopenta[a]phenanthren-3-yl ester

Methanesulfonic acid (3R,5S,8R,9S,10S,13S,14S)-10,13-dimethyl-17-oxo-hexadecahydro-cyclopenta[a]phenanthren-3-yl ester

Conditions
ConditionsYield
With pyridine at 20 - 25℃; for 4h; Inert atmosphere;92.2%
cis-androsterone
53-41-8

cis-androsterone

ethyltriphenylphosphonium bromide

ethyltriphenylphosphonium bromide

(Z)-3α-hydroxypregna-17(20)-ene

(Z)-3α-hydroxypregna-17(20)-ene

Conditions
ConditionsYield
With potassium tert-butylate In tetrahydrofuran for 5h; Wittig-Horner Reaction;92.1%
cis-androsterone
53-41-8

cis-androsterone

(4aS,4bR,8R,10bR,12aS)-8-hydroxy-12a-methylhexadecahydro-2H-naphtho[2,1-f]chromen-2-one
4363-08-0

(4aS,4bR,8R,10bR,12aS)-8-hydroxy-12a-methylhexadecahydro-2H-naphtho[2,1-f]chromen-2-one

Conditions
ConditionsYield
With calcium tetrakis(pentafluorophenyl)borate undecahydrate; dihydrogen peroxide; oxalic acid In 1,2-dichloro-ethane at 50℃; for 12h; Baeyer-Villiger Ketone Oxidation; regioselective reaction;92%
cis-androsterone
53-41-8

cis-androsterone

C19H33NO

C19H33NO

Conditions
ConditionsYield
With ammonia; hydrogen In methanol at 30℃; for 24h; Autoclave;92%
With ammonia; hydrogen In tetrahydrofuran at 120℃; for 15h;90%
With nickel(II) tetrafluoroborate hexahydrate; ammonia; hydrogen; bis(2-diphenylphosphinoethyl)phenylphosphine In 2,2,2-trifluoroethanol at 120℃; for 24h; chemoselective reaction;81%
cis-androsterone
53-41-8

cis-androsterone

ethyltriphenylphosphonium bromide
1530-32-1

ethyltriphenylphosphonium bromide

(Z)-3α-hydroxypregna-17(20)-ene

(Z)-3α-hydroxypregna-17(20)-ene

Conditions
ConditionsYield
With potassium tert-butylate In tetrahydrofuran for 4h; Wittig Olefination; Reflux;91.2%
With potassium tert-butylate In tetrahydrofuran
cis-androsterone
53-41-8

cis-androsterone

5α-<16,16-2H2>androstane-3α-ol-17-one
89685-22-3

5α-<16,16-2H2>androstane-3α-ol-17-one

Conditions
ConditionsYield
With water-d2; sodium methylate In tetrahydrofuran; d(4)-methanol for 7h; Heating;91%
With deuteriated sodium hydroxide; deuteromethanol; water-d2 1) reflux, 48 h, 2) 4 deg C, overnight; Multistep reaction;
1H-imidazole
288-32-4

1H-imidazole

cis-androsterone
53-41-8

cis-androsterone

tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

3α-t-butyldimethylsilyloxy-5α-androstan-17-one

3α-t-butyldimethylsilyloxy-5α-androstan-17-one

Conditions
ConditionsYield
In pyridine; N-methyl-acetamide; ethanol; water; ethyl acetate91%
cis-androsterone
53-41-8

cis-androsterone

androstanedione
846-46-8

androstanedione

Conditions
ConditionsYield
With 4-Benzoylpyridine In acetone at 20℃; for 23h; UV-irradiation; Inert atmosphere;90%
With perfluoro-cis-2-n-butyl-3-n-propyloxaziridine In various solvent(s) Ambient temperature;70%
With pyridinium chlorochromate
2-bromo-3,4,4-trichloro-3-butenoyl chloride
913966-90-2

2-bromo-3,4,4-trichloro-3-butenoyl chloride

cis-androsterone
53-41-8

cis-androsterone

androsteronyl 2-bromo-3,4,4-trichlorobut-3-enoate

androsteronyl 2-bromo-3,4,4-trichlorobut-3-enoate

Conditions
ConditionsYield
With pyridine In benzene at 20 - 23℃;90%
cis-androsterone
53-41-8

cis-androsterone

potassium cyanide
151-50-8

potassium cyanide

benzylamine
100-46-9

benzylamine

(3R,5S,8R,9S,10S,13S,14S)-17-Benzylamino-3-hydroxy-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthrene-17-carbonitrile
125712-99-4

(3R,5S,8R,9S,10S,13S,14S)-17-Benzylamino-3-hydroxy-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthrene-17-carbonitrile

Conditions
ConditionsYield
With acetic acid In methanol at 60℃; for 20h;89%
cis-androsterone
53-41-8

cis-androsterone

Androstane-3alpha,17-diol

Androstane-3alpha,17-diol

Conditions
ConditionsYield
With isopropyl alcohol; Ni(0) nanoparticles In tetrahydrofuran at 76℃; for 1h;89%
cis-androsterone
53-41-8

cis-androsterone

methyl uronate
80860-56-6

methyl uronate

(2S,3S,4S,5R,6R)-3,4,5-Tris-benzyloxy-6-((3R,5S,8R,9S,10S,13S,14S)-10,13-dimethyl-17-oxo-hexadecahydro-cyclopenta[a]phenanthren-3-yloxy)-tetrahydro-pyran-2-carboxylic acid methyl ester
80860-58-8, 80860-59-9

(2S,3S,4S,5R,6R)-3,4,5-Tris-benzyloxy-6-((3R,5S,8R,9S,10S,13S,14S)-10,13-dimethyl-17-oxo-hexadecahydro-cyclopenta[a]phenanthren-3-yloxy)-tetrahydro-pyran-2-carboxylic acid methyl ester

Conditions
ConditionsYield
boron trifluoride diethyl etherate In dichloromethane at -25℃; for 2h;88%
cis-androsterone
53-41-8

cis-androsterone

3α-hydroxy-16α-bromo-5α-androstan-17-one
59462-53-2

3α-hydroxy-16α-bromo-5α-androstan-17-one

Conditions
ConditionsYield
With copper(I) bromide In methanol for 8h; Reflux;88%
cis-androsterone
53-41-8

cis-androsterone

Conditions
ConditionsYield
With hydrazine hydrate In ethanol for 1h; Heating;87%
hydrazinecarbodithioic acid methyl ester
5397-03-5

hydrazinecarbodithioic acid methyl ester

cis-androsterone
53-41-8

cis-androsterone

C21H34N2OS2
1070968-28-3

C21H34N2OS2

Conditions
ConditionsYield
In propan-1-ol at 20℃; for 2h;87%
cis-androsterone
53-41-8

cis-androsterone

ethylene glycol
107-21-1

ethylene glycol

(3α,5α)-3-hydroxyandrostan-17-one 1,2-ethanediyl acetal
5717-77-1, 15807-49-5, 35420-27-0, 57194-49-7

(3α,5α)-3-hydroxyandrostan-17-one 1,2-ethanediyl acetal

Conditions
ConditionsYield
With toluene-4-sulfonic acid In benzene Heating;85%
With toluene-4-sulfonic acid In toluene Reflux;
With toluene-4-sulfonic acid In toluene Reflux; Dean-Stark;
With toluene-4-sulfonic acid In toluene at 100℃;
With toluene-4-sulfonic acid In toluene at 100℃;
cis-androsterone
53-41-8

cis-androsterone

3-nitrobenzoic acid hydrazide
618-94-0

3-nitrobenzoic acid hydrazide

5α-androstan-3β-ol-17-one m-nitrobenzoylhydrazone
1197212-27-3

5α-androstan-3β-ol-17-one m-nitrobenzoylhydrazone

Conditions
ConditionsYield
acetic acid In ethanol for 12h; Reflux;85%
With acetic acid In ethanol for 12h; Reflux;85%
1-azidostyrene
16717-64-9

1-azidostyrene

cis-androsterone
53-41-8

cis-androsterone

(3R,8R,9S,10S,13S,14S)-3-(1-azido-2-bromo-1-phenylethoxy)-10,13-dimethyltetradecahydro-1H-cyclopenta[a]phenanthren-17(2H)-one

(3R,8R,9S,10S,13S,14S)-3-(1-azido-2-bromo-1-phenylethoxy)-10,13-dimethyltetradecahydro-1H-cyclopenta[a]phenanthren-17(2H)-one

Conditions
ConditionsYield
With 2,4,4,6-Tetrabromo-2,5-cyclohexadien-1-one In dichloromethane at 0 - 20℃; for 0.5h; Inert atmosphere;85%
cis-androsterone
53-41-8

cis-androsterone

benzoyl chloride
98-88-4

benzoyl chloride

3α-hydroxy-5α-androstan-17-one 3-benzoate
5953-69-5

3α-hydroxy-5α-androstan-17-one 3-benzoate

Conditions
ConditionsYield
With dmap; triethylamine In dichloromethane at 0 - 20℃; for 6h;85%
cis-androsterone
53-41-8

cis-androsterone

Conditions
ConditionsYield
With sulfuric acid; silica gel In toluene at 100℃; for 1h;83%
With diethylamino-sulfur trifluoride In dichloromethane at -78℃; for 1h; Inert atmosphere; regioselective reaction;30%
With boron trioxide at 300℃;
cis-androsterone
53-41-8

cis-androsterone

formic acid ethyl ester
109-94-4

formic acid ethyl ester

(3α,5α)-3-hydroxy-16-hydroxymethyleneandrostan-17-one
98391-23-2

(3α,5α)-3-hydroxy-16-hydroxymethyleneandrostan-17-one

Conditions
ConditionsYield
With sodium methylate In toluene for 7h; Formylation; Heating;83%
S-benzyldithiocarbazate
13331-31-2

S-benzyldithiocarbazate

cis-androsterone
53-41-8

cis-androsterone

C27H38N2OS2
1070968-33-0

C27H38N2OS2

Conditions
ConditionsYield
In propan-1-ol at 20℃; for 2h;82%

53-41-8Relevant articles and documents

Cloning, characterization, and expression analysis of a putative 17 beta-hydroxysteroid dehydrogenase 11 in the abalone, Haliotis diversicolor supertexta

Zhai, Hong-Ning,Zhou, Jin,Cai, Zhong-Hua

, p. 57 - 63 (2012)

The 17-beta-hydroxysteroid dehydrogenases (17β-HSDs) are key enzymes for sex steroid biosynthesis. To date, relatively little is known about the presence and function of 17β-HSDs in marine gastropods. In the present study, a cDNA sequence encoding putative 17β-HSD type 11 (17β-HSD-11) was identified in marine abalone (Haliotis diversicolor supertexta). The full-length cDNA contains 1058 bp, including an open reading frame (ORF) of 900 bp that encodes a protein of 299 amino acids. Comparative structural analysis revealed that abalone 17β-HSD-11 shares relatively high homology with other 17b-HSD-11 hormologues, and a lesser degree of amino acid identity with other forms of 17b-HSD, especially in the functional domains, including the cofactor binding domain (TGxxxGxG) and catalytic site (YxxSK). Phylogenetic analysis showed that abalone 17β-HSD-11 belongs to the short-chain dehydrogenase/reductase (SDR) family. Functional analysis following transient transfection of the ORF into human embryonic kidney-293 (HEK-293) cells indicated that abalone 17β-HSD-11 has the ability to convert 5α-androstane-3α,17β-diol (3α-diol) to androsterone (A) and testosterone (T) to androstenedione (4A). Expression analysis in vivo demonstrated that abalone 17β-HSD-11 is differentially expressed during three stages (non-reproductive, reproductive, and post-reproductive). Taken together, these results indicate that ab-17β-HSD-11 is an SDR family member with a potential role in steroid regulation during the reproductive stage.

Photoinduced Deoxygenative Borylations of Aliphatic Alcohols

Wu, Jingjing,B?r, Robin M.,Guo, Lin,Noble, Adam,Aggarwal, Varinder K.

, p. 18830 - 18834 (2019/11/22)

A photochemical method for converting aliphatic alcohols into boronic esters is described. Preactivation of the alcohol as a 2-iodophenyl-thionocarbonate enables a novel Barton–McCombie-type radical deoxygenation that proceeds efficiently with visible light irradiation and without the requirement for a photocatalyst, a radical initiator, or tin or silicon hydrides. The resultant alkyl radical is intercepted by bis(catecholato)diboron, furnishing boronic esters from a diverse range of structurally complex alcohols.

Steroid compound 3-site hydroxyl configuration inversion method

-

Paragraph 0025; 0030; 0031, (2018/12/14)

The invention discloses a steroid compound 3-site hydroxyl configuration inversion method. The method specifically comprises the following steps that (1) a steroid compound containing a 3-site hydroxyl reacts with an acyl chloride compound; (2) the product obtained in the step (1) and a substituting agent are subjected to SN2 nucleophilic substitution reaction under existing of a phase transfer catalyst; and (3) the product obtained in the step (2) is subjected to a hydrolysis reaction. Compared with a Mitsunobu method, the method does not need to use triphenylphosphine and azodiformate pricedhigher, and accordingly the production cost is greatly lowered; meanwhile, a p-nitrobenzoic acid derivative which seriously affects the water environment does not need to be used, and therefore the method is more environmentally friendly. The method adopts cesium acetate/18-crown ether-6 system to conduct 3-site hydroxyl configuration inversion, can remarkably reduce occurrence of side reactions,accordingly a higher reaction yield is obtained, and the method is finally applicable to industrialized production.

Post a RFQ

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

1

What can I do for you?
Get Best Price

Get Best Price for 53-41-8