propionyl chloride
3,3-(ethylenedioxy)-5-androsten-17β-ol
testosterone propionate
Conditions | Yield |
---|---|
Stage #1: propionyl chloride; 3,3-(ethylenedioxy)-5-androsten-17β-ol With pyridine; dmap In 1,2-dichloro-ethane at 30℃; Inert atmosphere; Stage #2: With hydrogenchloride In water | 97.4% |
Conditions | Yield |
---|---|
Stage #1: propionic acid; 17β-hydroxy-3-methoxyandrosta-3,5-diene With diisopropyl-carbodiimide In dichloromethane at 5℃; Inert atmosphere; Stage #2: With hydrogenchloride In water | 97.36% |
testosterone propionate
Conditions | Yield |
---|---|
With 1,1'-bis(trimethylsilyl)-1,1',4,4'-tetrahydro-4,4'-bipyridylidene In acetonitrile at 20℃; for 2h; Inert atmosphere; | 89% |
Conditions | Yield |
---|---|
With pyridine In N,N-dimethyl acetamide at 0 - 20℃; for 5h; Inert atmosphere; | 73% |
With immobilized p-toluenesulfonic acid polymer bound macroporous In neat (no solvent) at 100℃; for 0.0416667h; Microwave irradiation; Sealed tube; Green chemistry; | 65% |
With pyridine; diethyl ether | |
With pyridine; dmap In dichloromethane at 5℃; Inert atmosphere; | 10.2 g |
Conditions | Yield |
---|---|
With chromium(VI) oxide; acetic acid | |
With chromium(VI) oxide; acetic acid |
3-acetoxy-17β-(1-oxopropoxy)-androsta-3,5-diene
testosterone propionate
Conditions | Yield |
---|---|
With ethanol; potassium carbonate |
17β-propionyloxy-androst-5-en-3β-ol
testosterone propionate
Conditions | Yield |
---|---|
With bromine; acetic acid nachfolgendes Behandeln mit CrO3 in wss.Essigsaeure und Erwaermen der Reaktionsloesung mit Zink-Pulver und Essigsaeure; | |
With copper at 225℃; unter vermindertem Druck; |
Conditions | Yield |
---|---|
With pyridine at 125℃; | |
With pyridine at 25℃; | |
Stage #1: testosterone With pyridine at 80℃; for 0.5h; Stage #2: propionic acid anhydride With dmap at 25℃; for 3.75h; | 166.5 g |
testosterone propionate
Conditions | Yield |
---|---|
With bromine kurzes Erhitzen des erhaltenen 2α-Brom-17β-propionyloxy-5α-androstanons-(3) mit Pyridin auf Siedetemperatur und Erhitzen des Reaktionsprodukts unter 12 Torr bis auf 400grad; |
testosterone propionate
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: acetone; aluminium isobutylate; benzene 2: pyridine / 25 °C View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: orthoformic acid triethyl ester; toluene-4-sulfonic acid / 40 °C / Inert atmosphere 2: dmap; pyridine / 1,2-dichloro-ethane / 30 °C / Inert atmosphere View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: potassium borohydride; pyridine / ethanol / 60 °C 2: hydrogenchloride / water; tetrahydrofuran / 20 - 30 °C 3: orthoformic acid triethyl ester; toluene-4-sulfonic acid / 40 °C / Inert atmosphere 4: dmap; pyridine / 1,2-dichloro-ethane / 30 °C / Inert atmosphere View Scheme |
17β-hydroxy-3-ethoxyandrosta-3,5-diene
testosterone propionate
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: hydrogenchloride / water; tetrahydrofuran / 20 - 30 °C 2: orthoformic acid triethyl ester; toluene-4-sulfonic acid / 40 °C / Inert atmosphere 3: dmap; pyridine / 1,2-dichloro-ethane / 30 °C / Inert atmosphere View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: pyridinium p-toluenesulfonate / methanol / 20 °C / Inert atmosphere 2: pyridine; sodium tetrahydroborate / methanol / 40 °C 3: diisopropyl-carbodiimide / dichloromethane / 5 °C / Inert atmosphere View Scheme | |
Multi-step reaction with 5 steps 1: pyridinium p-toluenesulfonate / ethanol / 40 °C / Inert atmosphere 2: potassium borohydride; pyridine / ethanol / 60 °C 3: hydrogenchloride / water; tetrahydrofuran / 20 - 30 °C 4: orthoformic acid triethyl ester; toluene-4-sulfonic acid / 40 °C / Inert atmosphere 5: dmap; pyridine / 1,2-dichloro-ethane / 30 °C / Inert atmosphere View Scheme |
3-methoxyandrosta-3,5-dien-17-one
testosterone propionate
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: pyridine; sodium tetrahydroborate / methanol / 40 °C 2: diisopropyl-carbodiimide / dichloromethane / 5 °C / Inert atmosphere View Scheme |
testosterone propionate
ethylene glycol
5-androstene-17β-propionyloxy-3-spiro-2'-(1',3'-dioxolane)
Conditions | Yield |
---|---|
With montmorillonite K-10 In benzene for 2h; Heating; | 99% |
With toluene-4-sulfonic acid; benzene |
Conditions | Yield |
---|---|
With potassium permanganate; sodium periodate; potassium carbonate In water; tert-butyl alcohol for 4.5h; Ambient temperature; | 94% |
Stage #1: testosterone propionate With ozone In ethyl acetate at -78℃; ozonolysis; Stage #2: With dihydrogen peroxide In water at 20℃; Reduction; | 87% |
testosterone propionate
acetyl hypofluorite
Conditions | Yield |
---|---|
In chloroform for 0.0833333h; | 89% |
testosterone propionate
acetyl chloride
3-acetoxy-17β-(1-oxopropoxy)-androsta-3,5-diene
Conditions | Yield |
---|---|
With pyridine; acetic anhydride for 3h; Heating; | 88.5% |
testosterone propionate
A
Propionic acid (5R,8R,9S,10S,13S,14S,17S)-3-hydroxy-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl ester
B
Propionic acid (5S,8R,9S,10S,13S,14S,17S)-3-hydroxy-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl ester
Conditions | Yield |
---|---|
With hydrogen; Cu/Al2O3 In toluene at 60℃; under 760 Torr; | A 85% B 15% |
testosterone propionate
2-mercaptoethylamine hydrochloride
5-androstene-17β-propionyloxy-3-spiro-2'-(1',3'-thiazolidine)
Conditions | Yield |
---|---|
In pyridine Ambient temperature; | 71% |
testosterone propionate
A
3-oxo-5α-androstan-17β-ol propionate
B
Propionic acid (5R,8R,9S,10S,13S,14S,17S)-3-hydroxy-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl ester
C
3-oxo-5β-androstan-17β-ol propionate
Conditions | Yield |
---|---|
With hydrogen; Cu/Al2O3 In toluene at 60℃; under 760 Torr; | A 11% B 12% C 65% |
testosterone propionate
Conditions | Yield |
---|---|
With fluorine In ethanol; chloroform; trichlorofluoromethane at -78℃; Inert atmosphere; | 65% |
testosterone propionate
A
15α-hydroxyandrost-4-ene-3,17-dione
B
testololactone
C
17a-oxa-D-homo-5α-androstane-3,17-dione
Conditions | Yield |
---|---|
With Penicillium notatum KCH 904 In water; acetone at 27℃; for 96h; Enzymatic reaction; | A 29% B 61% C 9% |
testosterone propionate
ethylene glycol
A
5-androstene-17β-propionyloxy-3-spiro-2'-(1',3'-dioxolane)
B
4-androstene-17β-propionyloxy-3-spiro-2'-(1',3'-dioxolane)
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid In benzene for 5h; Heating; | A 28% B 15% |
testosterone propionate
L-cysteine ethyl ester hydrochloride
A
5-androstene-17β-propionyloxy-3-spiro-2'-(4'-ethoxycarbonyl-1',3'-thiazolidine)
B
4-androstene-17β-propionyloxy-3-spiro-2'-(4'-ethoxycarbonyl-1',3'-thiazolidine)
Conditions | Yield |
---|---|
In pyridine Ambient temperature; Yields of byproduct given; | A 26% B n/a |
In pyridine Ambient temperature; Yield given. Yields of byproduct given. Title compound not separated from byproducts; |
testosterone propionate
2-hydroxyethanethiol
A
4-androstene-17β-propionyloxy-3-spiro-2'-(1',3'-oxathiolane)
B
5-androstene-17β-propionyloxy-3-spiro-2'-(1',3'-oxathiolane)
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid In benzene for 7h; Heating; | A 12% B 16% |
Conditions | Yield |
---|---|
With lipase from Candida cylindracea; octanol In various solvent(s) at 37℃; for 144h; | 12% |
With water In methanol at 40℃; Rate constant; pH 9, also reaction in the presence of 2-hydroxypropyl-β-cyclodextrin; | |
With Novozyme 51032 In aq. phosphate buffer at 52.5℃; for 24h; pH=8.5; Reagent/catalyst; Temperature; pH-value; Enzymatic reaction; |
testosterone propionate
6ζ-(3-Oxo-17β-propionyloxy-5ζ-androstan-4-ζ-yl)-17β-propionyloxyandrost-4-en-3-on
Conditions | Yield |
---|---|
With aerosile for 48h; Irradiation; | 10.4% |
2-ethyl-2-methyl-1,3-dioxolane
testosterone propionate
5-androstene-17β-propionyloxy-3-spiro-2'-(1',3'-dioxolane)
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid |
Conditions | Yield |
---|---|
With trichlorophosphate |
Conditions | Yield |
---|---|
With isopropyl alcohol; sodium t-butanolate; tert-butyl alcohol |
Conditions | Yield |
---|---|
With diethyl ether |
Conditions | Yield |
---|---|
With diethyl ether | |
In diethyl ether Heating; |
Conditions | Yield |
---|---|
With oxirane; bromine | |
With 2,4,6-trimethyl-pyridine; bromine | |
With bromine azide | |
Multi-step reaction with 2 steps 1: NBS, HN3 / CHCl3; 2-methyl-propan-2-ol 2: SiO2 / benzene View Scheme | |
Multi-step reaction with 2 steps 1: NBS, HN3 / CHCl3; 2-methyl-propan-2-ol 2: SiO2 / benzene View Scheme |
testosterone propionate
4β,5-dichloro-17β-propionyloxy-5α-androstan-3-one
Conditions | Yield |
---|---|
With 1,4-dioxane; diethyl ether; chlorine; propionic acid |
Conditions | Yield |
---|---|
With hydroxylamine |
testosterone propionate
17β,17'β-bis-propionyloxy-3βH,3'βH-[3,3']biandrost-4-enyl-3,3'-diol
Conditions | Yield |
---|---|
With lithium chloride Reduktion an Quecksilber-Kathoden; |
The Testosterone Propionate, with the cas registry number 57-85-2, has its systematic name of (17beta)-3-oxoandrost-4-en-17-yl propanoate. This is a kind of white solid and is insoluble in water, and it belongs to the product categories of steroids. As to its usage, it is usually applied for curing breast cancer, oophoroma, myoma of uterus, Huppert's [Kahler's] disease, kidney cancer and so on.
The characteristics of this chemical are as following: (1)ACD/LogP: 4.90 ; (2)ACD/LogD (pH 5.5): 4.9; (3)ACD/LogD (pH 7.4): 4.9; (4)ACD/BCF (pH 5.5): 3132.11; (5)ACD/BCF (pH 7.4): 3132.11; (6)ACD/KOC (pH 5.5): 11064.07; (7)ACD/KOC (pH 7.4): 11064.07; (8)#H bond acceptors: 3 ; (9)#Freely Rotating Bonds: 3; (10)Polar Surface Area: 43.37; (11)Index of Refraction: 1.537; (12)Molar Refractivity: 97.32 cm3; (13)Molar Volume: 311.2 cm3; (14)Polarizability: 38.58 ×10-24 cm3; (15)Surface Tension: 42 dyne/cm; (16)Density: 1.1 g/cm3; (17)Flash Point: 196.3 °C; (18)Enthalpy of Vaporization: 71.42 kJ/mol; (19)Boiling Point: 454.6 °C at 760 mmHg; (20)Vapour Pressure: 1.89E-08 mmHg at 25°C; (21)Tautomer Count: 5 ; (22)Exact Mass: 344.235145 ; (23)MonoIsotopic Mass: 344.235145 ; (24)Topological Polar Surface Area: 43.4 ; (25)Heavy Atom Count: 25.
When you deal with this chemical, you should be very cautious. For as a kind of toxic chemical, it may at low levels cause damage to health, and even could cause cancer. If swallowed, it is very harmful; Besides, it has possible risk of harm to the unborn child. Therefore, you should take the following instructions. Wear suitable protective clothing and gloves, and avoid exposure - obtain special instructions before use. If in case of accident or if you feel unwell seek medical advice immediately (show the label where possible).
In addition, you could convert the following datas into the molecular structure:
(1)SMILES:O=C4\C=C2/[C@]([C@H]1CC[C@@]3([C@@H](OC(=O)CC)CC[C@H]3[C@@H]1CC2)C)(C)CC4
(2)InChI:InChI=1/C22H32O3/c1-4-20(24)25-19-8-7-17-16-6-5-14-13-15(23)9-11-21(14,2)18(16)10-12-22(17,19)3/h13,16-19H,4-12H2,1-3H3/t16-,17-,18-,19-,21-,22-/m0/s1
Below are the toxicity information of this chemical:
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
mouse | LD50 | intraperitoneal | 970mg/kg (970mg/kg) | Drugs in Japan Vol. 6, Pg. 487, 1982. | |
mouse | LD50 | oral | 1350mg/kg (1350mg/kg) | Drugs in Japan Vol. 6, Pg. 487, 1982. | |
mouse | LD50 | subcutaneous | > 5gm/kg (5000mg/kg) | Drugs in Japan Vol. 6, Pg. 487, 1982. | |
rat | LD50 | intraperitoneal | 585mg/kg (585mg/kg) | Drugs in Japan Vol. 6, Pg. 487, 1982. | |
rat | LD50 | oral | 1gm/kg (1000mg/kg) | Drugs in Japan Vol. 6, Pg. 487, 1982. | |
rat | LD50 | subcutaneous | > 5gm/kg (5000mg/kg) | Drugs in Japan Vol. 6, Pg. 487, 1982. |
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