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CAS No.: | 119302-24-8 |
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Name: | (2b,3a,5a,16b,17b)-17-Acetoxy-3-hydroxy-2-(4-morpholinyl)-16-(1-pyrrolidinyl)androstane |
Article Data: | 10 |
Molecular Structure: | |
Formula: | C29H48N2O4 |
Molecular Weight: | 488.711 |
Synonyms: | 2b-(4-Morpholinyl)-16b-(1-pyrrolidinyl)-5a-androstane-3a,17b-diol 17-acetate;Org 20860;Androstane-3,17-diol,2-(4-morpholinyl)-16-(1-pyrrolidinyl)-, 17-acetate, (2b,3a,5a,16b,17b)-; |
EINECS: | 425-650-6 |
Density: | 1.17 g/cm3 |
Boiling Point: | 574.1 °C at 760 mmHg |
Flash Point: | 301 °C |
PSA: | 62.24000 |
LogP: | 3.58250 |
(2β,3α,5α,16β,17β)-2-(4-morpholinyl)-16-(1-pyrrolidinyl)androstane-3,17-diol
4-nitrophenol acetate
(2β,3α,5α,16β,17β)-17-acetoxy-3-hydroxy-2-(4-morpholinyl)-16-(1-pyrrolidinyl)androstane
Conditions | Yield |
---|---|
With triethylamine In 1,2-dichloro-ethane at 80 - 85℃; regioselective reaction; | 94.1% |
N-Acetylimidazole
(2β,3α,5α,16β,17β)-2-(4-morpholinyl)-16-(1-pyrrolidinyl)androstane-3,17-diol
(2β,3α,5α,16β,17β)-17-acetoxy-3-hydroxy-2-(4-morpholinyl)-16-(1-pyrrolidinyl)androstane
Conditions | Yield |
---|---|
In dichloromethane at 25℃; for 48h; Product distribution / selectivity; | 92% |
(2β,3α,5α,16β,17β)-2-(4-morpholinyl)-16-(1-pyrrolidinyl)androstane-3,17-diol
acetic acid
(2β,3α,5α,16β,17β)-17-acetoxy-3-hydroxy-2-(4-morpholinyl)-16-(1-pyrrolidinyl)androstane
Conditions | Yield |
---|---|
With N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline In acetonitrile for 4.5h; Solvent; Reagent/catalyst; Reflux; | 91.4% |
(2β,3α,5α,16β,17β)-2-(4-morpholinyl)-16-(1-pyrrolidinyl)androstane-3,17-diol
acetyl chloride
(2β,3α,5α,16β,17β)-17-acetoxy-3-hydroxy-2-(4-morpholinyl)-16-(1-pyrrolidinyl)androstane
Conditions | Yield |
---|---|
In dichloromethane at 20 - 25℃; | 89.7% |
In dichloromethane at 35℃; for 4h; | |
Stage #1: (2β,3α,5α,16β,17β)-2-(4-morpholinyl)-16-(1-pyrrolidinyl)androstane-3,17-diol; acetyl chloride In dichloromethane at 20℃; for 18h; Stage #2: With sodium carbonate In dichloromethane; water Product distribution / selectivity; |
(2β,3α,5α,16β,17β)-17-acetoxy-3-hydroxy-2-(4-morpholinyl)-16-(1-pyrrolidinyl)androstane
Conditions | Yield |
---|---|
at 150℃; for 10h; Product distribution / selectivity; vacuum; | 81% |
In isopropyl alcohol for 6h; Product distribution / selectivity; Heating / reflux; | |
In diethylamine for 6h; Product distribution / selectivity; Heating / reflux; | |
In (methyl)isobutyl ketone for 6h; Product distribution / selectivity; Heating / reflux; | |
In dimethyl sulfoxide for 6h; Product distribution / selectivity; Heating / reflux; |
(2β,3α,5α,16β,17β)-2-(4-morpholinyl)-16-(1-pyrrolidinyl)androstane-3,17-diol
acetic anhydride
A
(2β,3α,5α,16β,17β)-17-acetoxy-3-hydroxy-2-(4-morpholinyl)-16-(1-pyrrolidinyl)androstane
B
(2β,3α,5α,16β,17β)-2-(4-morpholinyl)-16-(1-pyrrolidinyl)-3,17-bis(acetyloxyoxy)androstane
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 20 - 22℃; for 22h; Product distribution / selectivity; | A 68.8% B n/a |
In acetonitrile for 1h; Product distribution / selectivity; Heating / reflux; | A 53.4 - 96.1 %Chromat. B 0.2 - 39.5 %Chromat. |
With pyridine In dichloromethane at 20 - 22℃; for 22h; Product distribution / selectivity; |
A
(2β,3α,5α,16β,17β)-17-acetoxy-3-hydroxy-2-(4-morpholinyl)-16-(1-pyrrolidinyl)androstane
B
(2β,3α,5α,16β,17β)-2-(4-morpholinyl)-16-(1-pyrrolidinyl)androstane-3,17-diol
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide for 5h; Product distribution / selectivity; Heating / reflux; | A 67.5% B n/a |
(2β,3α,5α,16β,17β)-2-(4-morpholinyl)-16-(1-pyrrolidinyl)-3,17-bis(acetyloxyoxy)androstane
(2β,3α,5α,16β,17β)-17-acetoxy-3-hydroxy-2-(4-morpholinyl)-16-(1-pyrrolidinyl)androstane
Conditions | Yield |
---|---|
With hydrogenchloride In dichloromethane at 20 - 25℃; Large scale; | 0.35% |
(2β,3α,5α,16β,17β)-2-(4-morpholinyl)-16-(1-pyrrolidinyl)androstane-3,17-diol
acetyl chloride
A
(2β,3α,5α,16β,17β)-17-acetoxy-3-hydroxy-2-(4-morpholinyl)-16-(1-pyrrolidinyl)androstane
B
(2β,3α,5α,16β,17β)-2-(4-morpholinyl)-16-(1-pyrrolidinyl)-3,17-bis(acetyloxyoxy)androstane
Conditions | Yield |
---|---|
In dichloromethane at 0 - 40℃; for 18h; Product distribution / selectivity; | A 56.7 - 67.2 %Chromat. B 6.2 - 21.7 %Chromat. |
In dichloromethane at 23℃; for 24h; Product distribution / selectivity; | A 94.1 %Chromat. B 2.1 %Chromat. |
With triethylamine In dichloromethane at 20 - 22℃; for 22h; Product distribution / selectivity; | |
Stage #1: (2β,3α,5α,16β,17β)-2-(4-morpholinyl)-16-(1-pyrrolidinyl)androstane-3,17-diol; acetyl chloride In dichloromethane at 20℃; for 29h; Stage #2: With sodium carbonate In dichloromethane; water Product distribution / selectivity; |
A
(2β,3α,5α,16β,17β)-17-acetoxy-3-hydroxy-2-(4-morpholinyl)-16-(1-pyrrolidinyl)androstane
B
(2β,3α,5α,16β,17β)-2-(4-morpholinyl)-16-(1-pyrrolidinyl)androstane-3,17-diol
C
1-[(2β, 3α, 5α, 16β, 17β)-2-(4-morpholinyl)-androstan-16-yl-]-1-(2-propenyl)-pyrrolidinium bromide-3,17-diol
Conditions | Yield |
---|---|
In dimethyl acetamide (DMA) for 3h; Product distribution / selectivity; Heating / reflux; | |
sodium thiophenolate In isopropyl alcohol for 4h; Product distribution / selectivity; Heating / reflux; | |
In N,N-dimethyl-formamide for 5h; Product distribution / selectivity; Heating / reflux; |
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Product Name: (2b,3a,5a,16b,17b)-17-Acetoxy-3-hydroxy-2-(4-morpholinyl)-16-(1-pyrrolidinyl)androstane
Molecular Structure:
Molecular Formula: C29H48N2O4
Molecular Weight: 488.7024
Synonyms of (2b,3a,5a,16b,17b)-17-Acetoxy-3-hydroxy-2-(4-morpholinyl)-16-(1-pyrrolidinyl)androstane (CAS NO.119302-24-8): 2ss-(4-Morpholinyl)-16ss-(1-pyrrolidinyl)-5a-androstane-3a,17ss-diol 17-acetate ; 2-β-(4-Morpholinyl)-16β-(1-pyrrolidinyl)-5a-androstan-3a,17β-diol-17-acetate ; (2b,3a,5a,16b,17b)-17-Acetoxy-3-hydroxy-2-(4-morpholinyl)-16-(1-pyrrolidinyl)androstane ; (2,3,5,16,17)-17-acetoxy-3-hydroxy-2-(4-morpholinyl)-16-(1-pyrrolidinyl)androstane;(2b,3a,5a,16b,17b)-2-(4-Morpholinyl)-16-(1-pyrrolidinyl)-androstane-3,17-diol 17-acetate
CAS NO: 119302-24-8
Polar Surface Area (2b,3a,5a,16b,17b)-17-Acetoxy-3-hydroxy-2-(4-morpholinyl)-16-(1-pyrrolidinyl)androstane (CAS NO.119302-24-8): 51.24 Å2
Index of Refraction: 1.573
Molar Refractivity: 136.81 cm3
Molar Volume: 414.8 cm3
Surface Tension: 50.6 dyne/cm
Density: 1.17 g/cm3
Flash Point: 301 °C
Enthalpy of Vaporization: 98.78 kJ/mol
Boiling Point: 574.1 °C at 760 mmHg
Vapour Pressure (2b,3a,5a,16b,17b)-17-Acetoxy-3-hydroxy-2-(4-morpholinyl)-16-(1-pyrrolidinyl)androstane (CAS NO.119302-24-8): 1.44E-15 mmHg at 25 °C