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Best price Progesterone Fast Delivery and Manufacturer
Cas No: 57-83-0
No Data 1 Kilogram 3 Metric Ton/Month Hubei Danao Pharmaceutical Co.,Ltd. Contact Supplier
Progesterone 99%
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USD $ 50.0-50.0 / Kilogram 1 Kilogram 1000 Kilogram/Week Antimex Chemical Limied Contact Supplier
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No Data 1 Kilogram 100 Kilogram/Day Hangzhou Deli Chemical Co.,Ltd. Contact Supplier
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Progesterone 99% Manufactuered in China high quality
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No Data 100 Gram 1-100 Metric Ton/Month Wuhan Zenuo Biological Medicine Technology Co Ltd Contact Supplier
Progesterone high purity 98%
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USD $ 10.0-10.0 / Gram 1 Gram 10 Kilogram/Day Hubei Vanz Pharm Co.,Ltd Contact Supplier
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No Data 25 Kilogram Metric Ton/Day HANGZHOU CLAKE BIOTECH CO.,LTD Contact Supplier
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Progesterone
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No Data 1 Gram 500 Kilogram/Month Beijing Mesochem Technology Co.,LTD Contact Supplier

57-83-0 Usage

Description

Progesterone is a hormone released by luteal cells in the ovaries which contains 21 Carbon Atoms. Progesterone is also a crucial metabolic intermediate in the production of other endogenous steroids. There are two crystal forms of progesterone, that are type-α and type-β, the two types have similar physiological activity. Type-α is precipitated from dilute ethanol as orthorhombic white prismatic crystal, while type-β is orthorhombic white needle crystal, they are both insoluble in water, but soluble in ethanol, ethyl ether, chloroform, acetone, dioxane and concentrated sulfuric acid.
Progesterone can be released by the ovary, placenta and adrenal cortex. Its physiological function mainly manifests in promoting estrogen treated over thicken lining of the uterus to continue the development, proliferation and thickening and hypertrophy, soften and secretion of mucus in order to make good condition for implantation of the fertilized egg. After the implantation, early stage survival and development of fertilized egg is also under the control of the high progesterone release. As a result, progesterone is a very important hormone in the female reproductive system, and it is also an important intermediate in the biosynthesis of steroid hormones. All steroid hormone releasable glands can produce progesterone, but only ovarian and placenta can release progesterone as the main hormone. Ovarian will release large amount of progesterone in the luteal phase after ovulation by granulose luteal cells, so progesterone is also named as progestin. Progesterone will decrease in result of corpus luteum atrophy. For normal women, placenta will becomes the main organ maintain progesterone after 8 to 9 weeks of pregnancy, accompany with the ovary releasing until the end of pregnancy.

Chemical Properties

White powder. Melting point 121°C. Stable in air. Insoluble in water. A female sex hormone. Low toxicity.

Brand name

Crinone (Columbia); Prometrium (Unimed).

Purification Methods

The form crystallises from EtOH with m 127-131o. The -form crystallises from pet ether or aqueous pet ether/aqueous Et2O with m 119-120o or 121o. It also crystallises from Et2O, Me2CO/EtOAc, MeOH, aqueous Et2O, aqueous MeOH, wet pet ether, Et2O/pet ether, pet ether/*C6H6, Et2O/pentane and isopropyl ether. The is at 240nm with log 4.25 (EtOH). [Wintersteiner & Allen J Biol Chem 107 max 321 1934, Beilstein 7 III 3648, 7 IV 2395.]

Uses

The main physiological effects of progesterone:
1. Progesterone can maintain the female animal pregnancy, and cause a series of physiological changes, such as inhibition of female estrus.
2. Progesterone has the power to promote the thickening of the lining of the uterus, promote the bending of the gland and to increase secretion function.
3. Progesterone can inhibit the peristalsis of the uterus, and contribute to the cervix contraction, secretion of mucus, etc.. These physiological changes provide suitable environment for the operation, growth and development of early embryos, as well as the continued growth of the fetus.
4. Small amount of progesterone is also used in combination with the hormone estrogen to promote female estrus. The synergy between progesterone and prolactin can promote the development of mammary glands.
5. Progesterone is involved in the feedback regulation of the hypothalamus and anterior pituitary, which makes the balance of the animal reproductive hormones. In vivo, progesterone content of all sorts of livestock follicular phase is below 1 ng/ml, while in bovine corpus luteum period is approximately 4 ng/ml, pregnancy period is about 18 ng/ml.
6. Formerly biochemical study shows that progesterone modulates action as progestogens, clinical for the treatment of habitual abortion, dysmenorrhea, amenorrhea and other symptoms. One of progesterone's most important functions is as hormone drugs, to promote and maintain the uterine changes in the early stage of pregnancy, used in habitual abortion, irregular menstruation, etc.. In addition, progesterone also behaves as steroid hormone drug as well as progestogens, which is used in treatment of threatened abortion.

Air & Water Reactions

Insoluble in water.

Biological Activity

Endogenous progesterone receptor (PR) agonist (EC 50 = 0.5 nM).

Uses

Sterid hormone produced by the corpus luteum. Induces maturation and secretory activity of the uterine endothelium; suppresses ovulation. Progesterone is implicated in the etiology of breast cancer

Definition

ChEBI: A C21-steroid hormone in which a pregnane skeleton carries oxo substituents at positions 3 and 20 and is unsaturated at C(4)-C(5). As a hormone, it is involved in the female menstrual cycle, pregnancy and embryogenesis of humans and ot er species.

Fire Hazard

Flash point data for Progesterone are not available; however, Progesterone is probably combustible.

Preparation

Progesterone can be obtained by oxidation of the pregnenolone. Dry toluene was added to a oven dried reaction kettle, and then cyclohexanone and pregnenolone were added in order with vigorous stirring to dissolve. Side product H2O was removed by Soxhlet extraction with toluene steam, aluminium isopropoxidequickly was added flowingly, the oxidation reaction was hold on at 115 oC for 2h, cooling to 80 oC, add 5% dilute sulfuric acid under stirring then stand by until water and toluene separated, the toluene layer was extracted with water to neutrality and then distillation off toluene and cyclohexanone. Cooling, filtering, filter cake was beated with petroleum, filtering, washing with petroleum, dried as crude progesterone. The crude product was dissolved in ethanol, decolorized by activated carbon, recrystallized to get the final product, yield 80%. Another way to produce progesterone is choosing the 16-Dehydropregnenolone acetate as start material, treated consecutively by catalytic hydrogenation, alkali hydrolysis, oxidation by aluminum isopropoxide, to get the progesterone as final product.

Reactivity Profile

Progesterone is sensitive to light .

Health Hazard

ACUTE/CHRONIC HAZARDS: Progesterone may be absorbed through the skin.
InChI:InChI=1/C24H34O4/c1-14-12-18-19(22(4)9-6-17(27)13-21(14)22)7-10-23(5)20(18)8-11-24(23,15(2)25)28-16(3)26/h13-14,18-20H,6-12H2,1-5H3/t14-,18+,19-,20-,22+,23-,24-/m0/s1

57-83-0 Well-known Company Product Price

Brand (Code)Product description CAS number Packaging Price Detail
Sigma (P0130)  Progesterone  ≥99% 57-83-0 P0130-100G 5,499.00CNY Detail
Sigma (P0130)  Progesterone  ≥99% 57-83-0 P0130-25G 1,535.04CNY Detail
Sigma-Aldrich (Y0001665)  Progesterone for system suitability  European Pharmacopoeia (EP) Reference Standard 57-83-0 Y0001665 1,880.19CNY Detail
Sigma-Aldrich (Y0001666)  Progesterone for peak identification  European Pharmacopoeia (EP) Reference Standard 57-83-0 Y0001666 1,880.19CNY Detail
TCI America (P0478)  Progesterone  >98.0%(HPLC) 57-83-0 25g 450.00CNY Detail
TCI America (P0478)  Progesterone  >98.0%(HPLC) 57-83-0 5g 185.00CNY Detail

57-83-0SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 13, 2017

Revision Date: Aug 13, 2017

1.Identification

1.1 GHS Product identifier

Product name progesterone

1.2 Other means of identification

Product number -
Other names Luteol

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Veterinary Drug: PRODUCTION_AID
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:57-83-0 SDS

57-83-0Synthetic route

16-dehydroprogesterone
1096-38-4

16-dehydroprogesterone

Progesterone
57-83-0

Progesterone

Conditions
ConditionsYield
With phenylsilane; isopropyl alcohol; Mn(dpm)3 at 23℃;99%
With hydrogen; palladium on activated charcoal In ethyl acetate for 0.75h; Ambient temperature;89%
With potato dextrose broth medium In ethanol at 24 - 26℃; for 96h; Penicillium decumbens ATCC 10436;8%
With Lindlar's catalyst Hydrogenation;
C25H36O4
60037-01-6

C25H36O4

Progesterone
57-83-0

Progesterone

Conditions
ConditionsYield
With perchloric acid In 1,4-dioxane Ambient temperature;99%
(20S)-21-hydroxy-20-methylpregn-4-en-3-one
60966-36-1

(20S)-21-hydroxy-20-methylpregn-4-en-3-one

Progesterone
57-83-0

Progesterone

Conditions
ConditionsYield
With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; oxygen; acetylacetone copper; N,N-diethylaniline In 1-methyl-pyrrolidin-2-one; N,N-dimethyl-formamide at 0℃; for 2h; Solvent; Reagent/catalyst; Temperature; Inert atmosphere;99%
6-dehydroprogesterone
1162-56-7

6-dehydroprogesterone

Progesterone
57-83-0

Progesterone

Conditions
ConditionsYield
With formic acid In isopropyl alcohol at 76 - 80℃; for 6h; Inert atmosphere;97%
With palladium on activated charcoal Hydrogenation;
21-Hydroxyprogesterone
64-85-7

21-Hydroxyprogesterone

Progesterone
57-83-0

Progesterone

Conditions
ConditionsYield
With methanol; trimethylsilyl iodide In chloroform for 2h; Ambient temperature;96%
With trimethylsilyl iodide In chloroform for 2h; Ambient temperature;90%
With trimethylsilyl iodide In chloroform for 2h; Ambient temperature;90%
3-<2,3,5,6-tetrafluoro-4-(trifluoromethyl)phenoxy>pregna-3,5-diene-20-one
112251-19-1

3-<2,3,5,6-tetrafluoro-4-(trifluoromethyl)phenoxy>pregna-3,5-diene-20-one

Progesterone
57-83-0

Progesterone

Conditions
ConditionsYield
With hydrogenchloride In tetrahydrofuran; ethanol at 60℃; for 24h;95%
21-trityloxy-pregn-4-ene-3,20-dione
26623-68-7

21-trityloxy-pregn-4-ene-3,20-dione

Progesterone
57-83-0

Progesterone

Conditions
ConditionsYield
With methanol; trimethylsilyl iodide In acetonitrile for 1.3h; Ambient temperature;94%
C25H36O4

C25H36O4

Progesterone
57-83-0

Progesterone

Conditions
ConditionsYield
With cerium(III) chloride; sodium iodide In acetonitrile for 2h; Ambient temperature;94%
11-deoxy-21-iodocorticosterone
20576-46-9

11-deoxy-21-iodocorticosterone

Progesterone
57-83-0

Progesterone

Conditions
ConditionsYield
With mercaptoacetic acid In various solvent(s) for 0.166667h; Ambient temperature;93.8%
Pregnenolone
145-13-1

Pregnenolone

Progesterone
57-83-0

Progesterone

Conditions
ConditionsYield
With bromopentacarbonylmanganese(I); N-methyl-N,N-di(2-pyridylmethyl)amine; acetone; sodium t-butanolate In toluene at 90℃; for 24h; Inert atmosphere; Schlenk technique; Darkness;93%
With <(C4Ph4COHOCC4Ph4)(μ-H)><(CO)4Ru2>; acetone at 56℃; for 12h;90%
Stage #1: Pregnenolone With cyclohexanone In toluene for 2h; Oppenauer Oxidation;
Stage #2: With aluminum isopropoxide In toluene for 1.5h; Oppenauer Oxidation; Reflux;
90%
pregn-4-ene-3,20-diol
15780-23-1

pregn-4-ene-3,20-diol

Progesterone
57-83-0

Progesterone

Conditions
ConditionsYield
With tetrapropylammonium perruthennate; 4 A molecular sieve; 4-methylmorpholine N-oxide In dichloromethane for 0.5h;93%
3β-ethylether-3,5-androstadiene-17,20-epoxy-20-methyl carboxylic acid ethyl ester

3β-ethylether-3,5-androstadiene-17,20-epoxy-20-methyl carboxylic acid ethyl ester

Progesterone
57-83-0

Progesterone

Conditions
ConditionsYield
With lithium chloride In dimethyl sulfoxide at 130 - 140℃; for 12h; Inert atmosphere;92.86%
17β-cyano-4-androsten-3-one
63079-23-2

17β-cyano-4-androsten-3-one

methylmagnesium bromide
75-16-1

methylmagnesium bromide

Progesterone
57-83-0

Progesterone

Conditions
ConditionsYield
In tetrahydrofuran at 65℃; for 3h;90.7%
17β-cyano-4-androsten-3-one
63079-23-2

17β-cyano-4-androsten-3-one

methyllithium
917-54-4

methyllithium

Progesterone
57-83-0

Progesterone

Conditions
ConditionsYield
In benzene at -10 - -5℃; for 2h; Solvent; Temperature;90.6%
17β-cyano-4-androsten-3-one
63079-23-2

17β-cyano-4-androsten-3-one

methylmagnesium chloride
676-58-4

methylmagnesium chloride

Progesterone
57-83-0

Progesterone

Conditions
ConditionsYield
In tetrahydrofuran at 65℃; for 4h;90.5%
(20S)-3-oxopregn-4-ene-20-carboxaldehyde
3986-89-8

(20S)-3-oxopregn-4-ene-20-carboxaldehyde

Progesterone
57-83-0

Progesterone

Conditions
ConditionsYield
With 1,4-diaza-bicyclo[2.2.2]octane; [2,2]bipyridinyl; copper(II) acetate monohydrate In N,N-dimethyl-formamide at 40℃; for 22h;90%
With sodium acetate; acetic anhydride Ozonisieren des Reaktionsprodukts;
methanol
67-56-1

methanol

C20H27NO

C20H27NO

Progesterone
57-83-0

Progesterone

Conditions
ConditionsYield
Stage #1: C20H27NO With magnesium In tetrahydrofuran; dichloromethane for 1h; Reflux;
Stage #2: methanol With hydrogenchloride In water at 40℃; for 3h; Reagent/catalyst;
90%
C30H39NO3S

C30H39NO3S

Progesterone
57-83-0

Progesterone

Conditions
ConditionsYield
With hydrogenchloride In dichloromethane; water at 20℃; for 1h;90%
21-methoxyprogesterone
20380-14-7

21-methoxyprogesterone

A

Progesterone
57-83-0

Progesterone

B

21-Hydroxyprogesterone
64-85-7

21-Hydroxyprogesterone

Conditions
ConditionsYield
With methanol; trimethylsilyl iodide In chloroform for 12h; Ambient temperature;A 89%
B 6%
With methanol; trimethylsilyl iodide In chloroform for 12h; Product distribution; Mechanism; Ambient temperature; other solvent, other 21-alkoxy-20-keto corticoid steroids;A 89%
B 6%
20-ethylenedioxy-4-pregnen-3-one
978-98-3

20-ethylenedioxy-4-pregnen-3-one

Progesterone
57-83-0

Progesterone

Conditions
ConditionsYield
With cerium(III) chloride; sodium iodide In acetonitrile for 15h; Ambient temperature;89%
With hydrogenchloride In methanol at 25℃; for 6h; Industrial scale;8.7 kg
20β-carboxyaldehyde-4-pregnen-3-one
24254-01-1

20β-carboxyaldehyde-4-pregnen-3-one

Progesterone
57-83-0

Progesterone

Conditions
ConditionsYield
With air; tetrapropanesulfonatehexamethylenetetramine[(1/2Cu2+)SO42-]4 In N,N-dimethyl-formamide at 45℃; for 6h; Temperature; Reagent/catalyst;87.8%
With morpholine; 1,10-Phenanthroline; neon; nitrogen; oxygen; copper(II) formate In dimethyl sulfoxide; 1,2-dichloro-ethane at 50℃; Reagent/catalyst; Temperature; Solvent;83.2%
Stage #1: 20β-carboxyaldehyde-4-pregnen-3-one With piperidine; copper(l) chloride In acetonitrile
Stage #2: With sulfuric acid; oxygen In water; acetonitrile at 30℃; for 7.5h; Solvent; Reagent/catalyst; Temperature;
18 g
4-pregnen-3-ol-20-one
566-66-5, 25680-68-6, 104528-39-4

4-pregnen-3-ol-20-one

Progesterone
57-83-0

Progesterone

Conditions
ConditionsYield
With nickel(II) triflate; cyclohexanone; 1,2-bis-(dicyclohexylphosphino)ethane In toluene at 110℃; for 12h; Schlenk technique;86%
(8R,9S,10R,13S,14S,17R)-17-acetyl-10,13-dimethyl-3-oxo-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1Hcyclopenta[a]phenanthren-17-yl methyl oxalate

(8R,9S,10R,13S,14S,17R)-17-acetyl-10,13-dimethyl-3-oxo-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1Hcyclopenta[a]phenanthren-17-yl methyl oxalate

Progesterone
57-83-0

Progesterone

Conditions
ConditionsYield
With 2-(2'-pyridyl)benzimidazole; diphenylsilane; magnesium chloride; nickel dichloride; zinc In N,N-dimethyl acetamide at 40℃; Inert atmosphere; Schlenk technique;86%
3,20-dioxopregn-4-en-11α-yl Se-phenyl selenocarbonate

3,20-dioxopregn-4-en-11α-yl Se-phenyl selenocarbonate

A

Progesterone
57-83-0

Progesterone

B

11-alpha-hydroxyprogesterone
80-75-1

11-alpha-hydroxyprogesterone

C

3,20-dioxopregn-4-en-11α-yl formate
115459-64-8

3,20-dioxopregn-4-en-11α-yl formate

Conditions
ConditionsYield
With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride In xylene at 144℃;A 83%
B 3%
C 8%
3-cycloethylenedioxy-pregn-5-ene-20-one
1051-35-0

3-cycloethylenedioxy-pregn-5-ene-20-one

Progesterone
57-83-0

Progesterone

Conditions
ConditionsYield
With silica gel; copper(II) sulfate In chloroform for 24h; Heating;83%
3,3-ethanediyldimercaptopregn-4-en-20-one
63883-02-3

3,3-ethanediyldimercaptopregn-4-en-20-one

Progesterone
57-83-0

Progesterone

Conditions
ConditionsYield
With silica gel; copper(II) sulfate In benzene for 14h; Heating;83%
20-methylpregna-4,20-dien-3-one
23638-55-3

20-methylpregna-4,20-dien-3-one

Progesterone
57-83-0

Progesterone

Conditions
ConditionsYield
With potassium permanganate; sodium periodate In acetone at 60℃; for 1h; Reagent/catalyst; Solvent; Temperature;81%
With tetrachloromethane; ozone at 0℃; anschliessend Erwaermen mit Essigsaeure und Zink-Pulver und Behandeln des in 1.2-Dichlor-aethan geloesten Reaktionsprodukts mit CrO3 in wss. Essigsaeure bei 0grad;
Progesterone dibromide
111439-11-3

Progesterone dibromide

Progesterone
57-83-0

Progesterone

Conditions
ConditionsYield
With copper; copper(II) perchlorate In methanol at 0℃; for 8h;80%
Pregnenolone
145-13-1

Pregnenolone

A

Progesterone
57-83-0

Progesterone

B

pregnane-3,20-dione
7350-00-7

pregnane-3,20-dione

Conditions
ConditionsYield
aluminum oxide; copper In toluene at 60℃;A 5%
B 72%
Cortexolone
152-58-9

Cortexolone

A

Progesterone
57-83-0

Progesterone

B

21-Hydroxyprogesterone
64-85-7

21-Hydroxyprogesterone

Conditions
ConditionsYield
With trimethylsilyl iodide In acetonitrile for 3h; Ambient temperature;A 5%
B 72%
With trimethylsilyl iodide In acetonitrile for 3h; Ambient temperature;A 5%
B 72%
With trimethylsilyl iodide In chloroform for 3h; Ambient temperature;A 53%
B 10%
With trimethylsilyl iodide In chloroform for 3h; Ambient temperature;A 38%
B 48%
Progesterone
57-83-0

Progesterone

pregn-4-ene-3,20-diol
15780-23-1

pregn-4-ene-3,20-diol

Conditions
ConditionsYield
With sodium tetrahydroborate In methanol at 0℃; for 2h;100%
With methanol; sodium tetrahydroborate at 0℃; for 2h;100%
With lithium aluminium tetrahydride In tetrahydrofuran at 0℃; Reflux;90%
With lithium borohydride In diethyl ether for 2h; Heating; Yield given;
With methanol; sodium tetrahydroborate at 0℃; for 2h;
Progesterone
57-83-0

Progesterone

ethylene glycol
107-21-1

ethylene glycol

20-ethylenedioxy-4-pregnen-3-one
978-98-3

20-ethylenedioxy-4-pregnen-3-one

Conditions
ConditionsYield
With tetraethoxy orthosilicate; toluene-4-sulfonic acid at 20℃; for 5h;100%
With tetraethoxy orthosilicate; toluene-4-sulfonic acid at 20℃; for 5h;95.52%
With tetraethoxy orthosilicate; toluene-4-sulfonic acid at 25℃; for 5h;83%
With toluene-4-sulfonic acid
oxalic acid In benzene for 48h; Reflux;
morpholine
110-91-8

morpholine

Progesterone
57-83-0

Progesterone

3-morpholinopregna-3,5-dien-20-one

3-morpholinopregna-3,5-dien-20-one

Conditions
ConditionsYield
With o-toluenesulfonic acid In toluene Heating;98%
indole
120-72-9

indole

Progesterone
57-83-0

Progesterone

C29H37NO2
1233478-23-3

C29H37NO2

Conditions
ConditionsYield
With rhodium(III) chloride hydrate In methanol for 0.0833333h; Michael addition; Reflux; diastereoselective reaction;98%
Progesterone
57-83-0

Progesterone

ethylene glycol
107-21-1

ethylene glycol

5-pregnene-3,20-dione-3,20-bisethyleneketal
7093-55-2

5-pregnene-3,20-dione-3,20-bisethyleneketal

Conditions
ConditionsYield
With toluene-4-sulfonic acid In benzene Product distribution / selectivity; Reflux;98%
With acetyl chloride; trimethyl orthoformate In tetrahydrofuran at 35℃; for 2h; Solvent; Large scale;91%
Progesterone
57-83-0

Progesterone

2-(methylamino)benzenethiol
21749-63-3

2-(methylamino)benzenethiol

C28H37NOS

C28H37NOS

Conditions
ConditionsYield
In ethanol for 24h; Heating;97%
Progesterone
57-83-0

Progesterone

3,20-dioximinoprogesterone
26144-38-7

3,20-dioximinoprogesterone

Conditions
ConditionsYield
With hydroxylamine hydrochloride; sodium acetate In pyridine; methanol for 3h;96%
Progesterone
57-83-0

Progesterone

6β,11α-dihydroxyprogesterone
600-48-6

6β,11α-dihydroxyprogesterone

Conditions
ConditionsYield
With Mucor 881 fungal culture In tetrahydrofuran; aq. phosphate buffer for 288h; pH=7; Microbiological reaction;96%
(microbiological transformation);
Multi-step reaction with 2 steps
1: dimethyl sulfoxide / 216 h / 37 °C / Microbiological reaction
2: dimethyl sulfoxide / 216 h / 37 °C / Microbiological reaction
View Scheme
Multi-step reaction with 3 steps
1: dimethyl sulfoxide / 216 h / 37 °C / Microbiological reaction
2: potassium hydroxide / methanol
3: dimethyl sulfoxide / 216 h / 37 °C / Microbiological reaction
View Scheme
Progesterone
57-83-0

Progesterone

(E)-(1-((E)-3-hydrazono-10,13-dimethyl-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)ethylidene)hydrazine

(E)-(1-((E)-3-hydrazono-10,13-dimethyl-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)ethylidene)hydrazine

Conditions
ConditionsYield
With hydrazine hydrate; acetic acid In ethanol for 0.5h; Reflux;96%
Progesterone
57-83-0

Progesterone

N-methylhydroxyamine hydrochloride
4229-44-1

N-methylhydroxyamine hydrochloride

C22H33NO2
132734-45-3

C22H33NO2

Conditions
ConditionsYield
In dichloromethane Heating;95%
2-methyl-1H-indole
95-20-5

2-methyl-1H-indole

Progesterone
57-83-0

Progesterone

C30H39NO2
1233478-25-5

C30H39NO2

Conditions
ConditionsYield
With rhodium(III) chloride hydrate In methanol for 0.0833333h; Michael addition; Reflux; diastereoselective reaction;95%
1-methylindole
603-76-9

1-methylindole

Progesterone
57-83-0

Progesterone

C30H39NO2
1233478-24-4

C30H39NO2

Conditions
ConditionsYield
With rhodium(III) chloride hydrate In methanol at 50℃; for 0.05h; Michael addition; Microwave irradiation; diastereoselective reaction;95%
Progesterone
57-83-0

Progesterone

ethylene glycol
107-21-1

ethylene glycol

pregn-5-ene-3,20-dione cyclic 20-(1,2-ethanediylacetal)
1427208-28-3

pregn-5-ene-3,20-dione cyclic 20-(1,2-ethanediylacetal)

Conditions
ConditionsYield
With tetraethoxy orthosilicate; toluene-4-sulfonic acid at 20℃; for 5h;95%
Progesterone
57-83-0

Progesterone

testololactone
4416-57-3

testololactone

Conditions
ConditionsYield
With Penicillium notatum KCH 904 In water; acetone at 27℃; for 48h; Enzymatic reaction;94%
With Aspergillus tamarii MRC 72400 In N,N-dimethyl-formamide at 24℃; for 120h; Baeyer-Villiger oxidation; Microbiological reaction;86%
With Aspergillus oryzae
Progesterone
57-83-0

Progesterone

11-alpha-hydroxyprogesterone
80-75-1

11-alpha-hydroxyprogesterone

Conditions
ConditionsYield
With Aspergillus ochraceus NRRL405; Kinaway's medium; β‐cyclodextrin; potassium dihydrogenphosphate for 48h; Product distribution; Further Variations:; Reagents; pH-values;93.1%
Multi-step reaction with 2 steps
1: dimethyl sulfoxide / 216 h / 37 °C / Microbiological reaction
2: potassium hydroxide / methanol
View Scheme
Progesterone
57-83-0

Progesterone

testolactone
968-93-4

testolactone

Conditions
ConditionsYield
With Fusarium oxysporum SC1301 In dimethyl sulfoxide at 30℃; for 11h;93%
With cultures of cylindrocarpone radicola
With cultures of fusarium cancasicum
With cultures of fusarium solani
Progesterone
57-83-0

Progesterone

3,5-seco-4-norpregn-5,20-dion-3-carboxylic acid
3510-20-1

3,5-seco-4-norpregn-5,20-dion-3-carboxylic acid

Conditions
ConditionsYield
With potassium permanganate; sodium periodate; sodium carbonate In water; tert-butyl alcohol Reflux;92.2%
With sodium hydroxide; adogen 464; dihydrogen peroxide; ozone In dichloromethane at -5℃; for 2h;84%
With potassium permanganate; sodium periodate; potassium carbonate In water; tert-butyl alcohol at 50℃; for 1h;80%

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