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37927-29-0

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Basic Information
CAS No.: 37927-29-0
Name: (11beta,17alpha)-11,17-dihydroxy-3-oxoandrosta-1,4-diene-17-carboxylic acid
Article Data: 16
Molecular Structure:
Molecular Structure of 37927-29-0 ((11beta,17alpha)-11,17-dihydroxy-3-oxoandrosta-1,4-diene-17-carboxylic acid)
Formula: C20H26 O5
Molecular Weight: 346.423
Synonyms: 11b,17-Dihydroxy-3-oxoandrosta-1,4-diene-17b-carboxylic acid; 11b,17a-Dihydroxyandrosta-1,4-dien-3-one-17b-carboxylic acid; PJ 90;Prednienic acid; D1-Cortienicacid
Density: 1.33g/cm3
Boiling Point: 570.7°Cat760mmHg
Flash Point: 313°C
PSA: 94.83000
LogP: 2.08080
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Synthetic route
50-24-8

prednisolon

37927-29-0

(1S,2R,10S,11S,14R,15S,17S)-14,17-dihydroxy-2,15-dimethyl-5-oxotetracyclo[8.7.0 02,7. 011,15]heptadeca-3,6-diene-14-carboxylic acid

Conditions
ConditionsYield
With periodic acid In tetrahydrofuran; methanol at 20℃; for 2h;100%
With sodium periodate; sulfuric acid In methanol; water at 20℃; for 16h; Inert atmosphere;98.8%
With sodium periodate In methanol; water for 0.5h; Heating; Large scale;97%

C20H25BrO5

37927-29-0

(1S,2R,10S,11S,14R,15S,17S)-14,17-dihydroxy-2,15-dimethyl-5-oxotetracyclo[8.7.0 02,7. 011,15]heptadeca-3,6-diene-14-carboxylic acid

Conditions
ConditionsYield
With hydrogenchloride; chromium chloride; mercaptoacetic acid; zinc In ethanol; water at 10 - 30℃; for 0.5h; Temperature; Inert atmosphere;98%
82034-46-6

Loteprednol etabonate

A

37927-29-0

(1S,2R,10S,11S,14R,15S,17S)-14,17-dihydroxy-2,15-dimethyl-5-oxotetracyclo[8.7.0 02,7. 011,15]heptadeca-3,6-diene-14-carboxylic acid

B

17α-ethoxycarbonyloxy-11β-hydroxy-3-oxoandrosta-1,4-diene-17β-carboxylic acid

Conditions
ConditionsYield
With heptakis(2,6-di-O-methyl)cyclomaltoheptaose; water at 37℃; Kinetics; Activation energy; Further Variations:; Temperatures; Reagents; Solvents; Hydrolysis;
898-84-0, 96893-16-2, 7801-18-5

11α-hydroxy-androsta-1,4-diene-3,17-dione

37927-29-0

(1S,2R,10S,11S,14R,15S,17S)-14,17-dihydroxy-2,15-dimethyl-5-oxotetracyclo[8.7.0 02,7. 011,15]heptadeca-3,6-diene-14-carboxylic acid

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1.1: acetic anhydride; phosphoric acid / dichloromethane / 5 h / 0 - 5 °C / Inert atmosphere
2.1: magnesium; ethylene dibromide / tetrahydrofuran / 1 h / 50 - 60 °C / Inert atmosphere
2.2: 1 h / -5 - 5 °C / Inert atmosphere
3.1: sodium hydrogencarbonate; potassium fluoride / tetrahydrofuran / 0.5 h / 25 °C / Inert atmosphere
3.2: 5 h / 25 °C / Inert atmosphere
4.1: chromium(VI) oxide; sulfuric acid / acetone; water / 0 - 25 °C
5.1: perchloric acid; N-bromoacetamide / acetone / 3.33 h / -5 - 5 °C / Inert atmosphere
6.1: mercaptoacetic acid; chromium chloride; zinc; hydrogenchloride / water; ethanol / 0.5 h / 10 - 30 °C / Inert atmosphere
View Scheme
15375-21-0

androsta-1,4,9(11)-triene-3,17-dione

37927-29-0

(1S,2R,10S,11S,14R,15S,17S)-14,17-dihydroxy-2,15-dimethyl-5-oxotetracyclo[8.7.0 02,7. 011,15]heptadeca-3,6-diene-14-carboxylic acid

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: magnesium; ethylene dibromide / tetrahydrofuran / 1 h / 50 - 60 °C / Inert atmosphere
1.2: 1 h / -5 - 5 °C / Inert atmosphere
2.1: sodium hydrogencarbonate; potassium fluoride / tetrahydrofuran / 0.5 h / 25 °C / Inert atmosphere
2.2: 5 h / 25 °C / Inert atmosphere
3.1: chromium(VI) oxide; sulfuric acid / acetone; water / 0 - 25 °C
4.1: perchloric acid; N-bromoacetamide / acetone / 3.33 h / -5 - 5 °C / Inert atmosphere
5.1: mercaptoacetic acid; chromium chloride; zinc; hydrogenchloride / water; ethanol / 0.5 h / 10 - 30 °C / Inert atmosphere
View Scheme

C25H38O3Si

37927-29-0

(1S,2R,10S,11S,14R,15S,17S)-14,17-dihydroxy-2,15-dimethyl-5-oxotetracyclo[8.7.0 02,7. 011,15]heptadeca-3,6-diene-14-carboxylic acid

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: sodium hydrogencarbonate; potassium fluoride / tetrahydrofuran / 0.5 h / 25 °C / Inert atmosphere
1.2: 5 h / 25 °C / Inert atmosphere
2.1: chromium(VI) oxide; sulfuric acid / acetone; water / 0 - 25 °C
3.1: perchloric acid; N-bromoacetamide / acetone / 3.33 h / -5 - 5 °C / Inert atmosphere
4.1: mercaptoacetic acid; chromium chloride; zinc; hydrogenchloride / water; ethanol / 0.5 h / 10 - 30 °C / Inert atmosphere
View Scheme

C20H26O3

37927-29-0

(1S,2R,10S,11S,14R,15S,17S)-14,17-dihydroxy-2,15-dimethyl-5-oxotetracyclo[8.7.0 02,7. 011,15]heptadeca-3,6-diene-14-carboxylic acid

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: chromium(VI) oxide; sulfuric acid / acetone; water / 0 - 25 °C
2: perchloric acid; N-bromoacetamide / acetone / 3.33 h / -5 - 5 °C / Inert atmosphere
3: mercaptoacetic acid; chromium chloride; zinc; hydrogenchloride / water; ethanol / 0.5 h / 10 - 30 °C / Inert atmosphere
View Scheme
2373-51-5

chloro-methylsulfanyl-methane

37927-29-0

(1S,2R,10S,11S,14R,15S,17S)-14,17-dihydroxy-2,15-dimethyl-5-oxotetracyclo[8.7.0 02,7. 011,15]heptadeca-3,6-diene-14-carboxylic acid

methylthiomethyl 11β,17α-dihydroxy-3-oxo-androst-1,4-diene-17β-carboxylate

Conditions
ConditionsYield
With triethylamine98%
37927-29-0

(1S,2R,10S,11S,14R,15S,17S)-14,17-dihydroxy-2,15-dimethyl-5-oxotetracyclo[8.7.0 02,7. 011,15]heptadeca-3,6-diene-14-carboxylic acid

541-41-3

chloroformic acid ethyl ester

17α-[(ethoxycarbonyl)oxy]-11β-hydroxy-3-oxoandrosta-1,4-diene-17β-carboxylic ethoxycarboxylic anhydride

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 10℃; for 0.5h; Large scale;96%
With tetra(n-butyl)ammonium hydrogensulfate; sodium hydrogencarbonate In dichloromethane at 20℃; for 3h; Time;90.2%
79-36-7

dichloroacethyl chloride

37927-29-0

(1S,2R,10S,11S,14R,15S,17S)-14,17-dihydroxy-2,15-dimethyl-5-oxotetracyclo[8.7.0 02,7. 011,15]heptadeca-3,6-diene-14-carboxylic acid

32503-27-8

tetra(n-butyl)ammonium hydrogensulfate

199331-37-8

17α-dichloroacetoxy-11β-hydroxyandrosta-1,4-diene-3-one-17β-carboxylic acid

Conditions
ConditionsYield
With sodium hydrogencarbonate In methanol; dichloromethane; water95%
With sodium hydrogencarbonate In methanol; dichloromethane; water95%
With sodium hydrogencarbonate In dichloromethane; water
With sodium hydrogencarbonate In dichloromethane; water
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    Novachemistry offers a broad range of specialty chemicals and customized synthesis services to a range of pharmaceutical, agrochemical and biochemical industries. Novachemistry has

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    United Kingdom  |  Contact Details

    Business Type:Trading Company

    Tel:+44 (0)208 191 7890

    Address:Unit11, Ark Business Centre, Gorden Road, Loughborough, United Kingdom

       Inquiry Now

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