CAS No.516-41-6,11-BETA,17-ALPHA,21-TRIHYDROXY-5-ALPHA-PREGNANE-3,20-DIONE Suppliers

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Basic Information

Molecular Structure:
CAS No.:	516-41-6
Name:	11-BETA,17-ALPHA,21-TRIHYDROXY-5-ALPHA-PREGNANE-3,20-DIONE
Article Data:	7

Formula:	C₂₁H₃₂O₅
Molecular Weight:	364.482
Synonyms:	5-dihydrocortisol;11-BETA,17-ALPHA,21-TRIHYDROXY-5-ALPHA-PREGNANE-3,20-DIONE;5-ALPHA-DIHYDROCORTISOL;5-ALPHA-PREGNAN-11-BETA, 17,21-TRIOL-3,20-DIONE;5ALPHA-PREGNAN-11BETA,17ALPHA,21-TRIOL-3,20-DIONE;ALLODIHYDROCORTISOL;5A-pregnane-11B,17A,21-triol-3,20-*dione
Density:	1.249g/cm³
Melting Point:	234-240°
Boiling Point:	544.5°Cat760mmHg
Flash Point:	297.1°C
PSA:	94.83000
LogP:	1.86150

Synthetic route

: 4004-68-6
RU 18748

: 516-41-6
11β,17α,21-trihydroxy-5α-pregnane-3,20-dione

Conditions

Conditions	Yield
With sodium methylate In methanol at 20℃; for 1h;	89%
With sodium hydroxide In methanol
With potassium hydroxide In tetrahydrofuran at 27℃; for 1.5h;

: 50-23-7
HYDROCORTISONE

A: 516-41-6
11β,17α,21-trihydroxy-5α-pregnane-3,20-dione

B: 1482-50-4
5β-pregnane-11β,17α,21-triol-3,20-dione

Conditions

Conditions	Yield
With diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate; 5%-palladium/activated carbon In ethanol at 80℃; for 6h;	A n/a B 86%
With 3-Methylpyridine; 5%-palladium/activated carbon; hydrogen at 25℃; for 24h; Reagent/catalyst; Overall yield = 97 %; stereoselective reaction;	A n/a B n/a

: 516-41-6
11β,17α,21-trihydroxy-5α-pregnane-3,20-dione

: 18162-48-6
tert-butyldimethylsilyl chloride

: 1242075-38-2
21-tert-butyldimethylsilyloxy-11β,17α-dihydroxy-5α-pregnane-3,20-dione

Conditions

Conditions	Yield
With pyridine; 1H-imidazole In N,N-dimethyl-formamide at 20℃; for 5h;	100%

: 110-87-2
3,4-dihydro-2H-pyran

: 516-41-6
11β,17α,21-trihydroxy-5α-pregnane-3,20-dione

: 131061-49-9
5α-dihydrocortisol 21-tetrahydropyranyl ether

Conditions

Conditions	Yield
With pyridinium p-toluenesulfonate In dichloromethane for 2h; Ambient temperature;	76%

: 50-00-0
formaldehyd

: 516-41-6
11β,17α,21-trihydroxy-5α-pregnane-3,20-dione

A: 1056-08-2
17,20,20,21-bismethylenedioxy-11β-hydroxy-5α-pregnan-3-one

B: 117899-44-2
11-methoxymethoxy-17,20;20,21-bis-methylenedioxy-pregnan-3-one

Conditions

Conditions	Yield
With hydrogenchloride; chloroform (20Ξ)-11β-methoxymethoxy-17,20;20,21-bis-methylenedioxy-5α-pregnan-3-one;

...Expand

: 516-41-6
11β,17α,21-trihydroxy-5α-pregnane-3,20-dione

: 4004-68-6
RU 18748

Conditions

Conditions	Yield
Acetylierung;

: 50-00-0
formaldehyd

: 516-41-6
11β,17α,21-trihydroxy-5α-pregnane-3,20-dione

A: 1056-08-2
17,20,20,21-bismethylenedioxy-11β-hydroxy-5α-pregnan-3-one

B (20Ξ)-11β-methoxymethoxy-17,20;20,21-bis-methylenedioxy-5α-pregnan-3-one: (20Ξ)-11β-methoxymethoxy-17,20;20,21-bis-methylenedioxy-5α-pregnan-3-one

Conditions

Conditions	Yield
With hydrogenchloride; chloroform

...Expand

: 516-41-6
11β,17α,21-trihydroxy-5α-pregnane-3,20-dione

: 20649-24-5
3α-acetoxy-11β,17α,21-trihydroxy-5α-pregnan-20-one

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: 76 percent / pyridinium p-toluenesulfonate / CH2Cl2 / 2 h / Ambient temperature 2: 72 percent / K-selectride (potassium tri-sec-butylborohydride) / tetrahydrofuran / 1 h / -78 °C 3: 85 percent / pyridine / Ambient temperature 4: 70 percent / 60percent AcOH / 48 h / 37 °C View Scheme

: 516-41-6
11β,17α,21-trihydroxy-5α-pregnane-3,20-dione

: 4004-75-5
2-oxa-2-((3R,5S,8S,9S,10S,11S,13S,14S,17R)-3,11,17-trihydroxy-10,13-dimethyl-hexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)ethyl acetate

Conditions

Conditions	Yield
Multi-step reaction with 6 steps 1: 76 percent / pyridinium p-toluenesulfonate / CH2Cl2 / 2 h / Ambient temperature 2: 72 percent / K-selectride (potassium tri-sec-butylborohydride) / tetrahydrofuran / 1 h / -78 °C 3: imidazole / dimethylformamide; pyridine / 4 h / Ambient temperature 4: 66 percent / 90percent AcOH / 4 h / Ambient temperature 5: 81 percent / pyridine / Ambient temperature 6: 99 percent / 47percent HF / acetonitrile / 0.33 h / Ambient temperature View Scheme

Yield

Multi-step reaction with 6 steps
1: 76 percent / pyridinium p-toluenesulfonate / CH2Cl2 / 2 h / Ambient temperature
2: 72 percent / K-selectride (potassium tri-sec-butylborohydride) / tetrahydrofuran / 1 h / -78 °C
3: imidazole / dimethylformamide; pyridine / 4 h / Ambient temperature
4: 66 percent / 90percent AcOH / 4 h / Ambient temperature
5: 81 percent / pyridine / Ambient temperature
6: 99 percent / 47percent HF / acetonitrile / 0.33 h / Ambient temperature
View Scheme

: 516-41-6
11β,17α,21-trihydroxy-5α-pregnane-3,20-dione

: 131061-50-2
allotetrahydrocortisol 21-tetrahydropyranyl ether

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 76 percent / pyridinium p-toluenesulfonate / CH2Cl2 / 2 h / Ambient temperature 2: 72 percent / K-selectride (potassium tri-sec-butylborohydride) / tetrahydrofuran / 1 h / -78 °C View Scheme