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CAS No.: | 1944-63-4 |
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Name: | 3-[(3AS,4S,7AS)-7A-METHYL-1,5-DIOXOOCTAHYDRO-1H-INDEN-4-YL]PROPIONIC ACID |
Article Data: | 8 |
Molecular Structure: | |
Formula: | C13H18 O4 |
Molecular Weight: | 238.284 |
Synonyms: | 1H-Indene-4-propanoicacid, octahydro-7a-methyl-1,5-dioxo-, [3aS-(3aa,4a,7ab)]-; 4-Indanpropionic acid, 3aa,4b,5,6,7,7a-hexahydro-7ab-methyl-1,5-dioxo- (6CI,7CI,8CI); 1,5-Dioxo-7ab-methyl-3aa-hexahydroindane-4a-propionic acid;7a-Methyl-1,5-dioxo-3aa,7ab-hexahydroindan-4a-yl propionic acid; 7ab-Methylhexahydroindane-1,5-dione-4a-(3-propionic acid) |
PSA: | 71.44000 |
LogP: | 1.81570 |
3aα-H-4α-(3’-propionic acid)-7aβ-methylhexahydro-1,5-indanedione
Conditions | Yield |
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With sodium chlorite; sodium dihydrogenphosphate dihydrate; 2-methyl-but-2-ene In water; tert-butyl alcohol at 20℃; for 18h; | 40% |
[3-(2-methyl-[1,3]dioxolan-2-yl)-propyl]-magnesium chloride
C18H26O5
A
3aα-H-4α-(3’-propionic acid)-7aβ-methylhexahydro-1,5-indanedione
B
2,2-dimethyl-6-(2-methyl-[1,3]dioxolan-2-yl)-hexan-3-one
C
(+)-3,3-ethylenedioxy-4,5-seco-19-norandrost-9-en-5,17-dione
Conditions | Yield |
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In tetrahydrofuran at -70℃; for 1h; Yield given; |
(1R,3aS,4S,7aS)-4-(2-Carboxy-ethyl)-1-hydroxy-7a-methyl-5-oxo-octahydro-indene-1-carboxylic acid
3aα-H-4α-(3’-propionic acid)-7aβ-methylhexahydro-1,5-indanedione
Conditions | Yield |
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With sodium bismuthate In acetic acid |
(S)-Halos-Parish ketone
3aα-H-4α-(3’-propionic acid)-7aβ-methylhexahydro-1,5-indanedione
Conditions | Yield |
---|---|
Multi-step reaction with 8 steps 1.1: sodium tetrahydroborate / ethanol / 0 °C / Inert atmosphere 2.1: 1-methyl-1H-imidazole; iodine / tetrahydrofuran / 42 h / 20 °C / Inert atmosphere 3.1: dimethyl sulfoxide; sodium hydride / tetrahydrofuran; mineral oil / 2 h / 0 - 20 °C / Inert atmosphere 3.2: 18 h / 20 °C / Inert atmosphere 4.1: palladium on activated charcoal; hydrogen 5.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 18 h / 20 °C 6.1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / dimethyl sulfoxide / 18 h / 20 °C 7.1: periodic acid / ethyl acetate / 20 °C 8.1: sodium chlorite; sodium dihydrogenphosphate dihydrate; 2-methyl-but-2-ene / water; tert-butyl alcohol / 18 h / 20 °C View Scheme | |
Multi-step reaction with 8 steps 1.1: sodium tetrahydroborate / ethanol / 0 °C / Inert atmosphere 2.1: 1-methyl-1H-imidazole; iodine / tetrahydrofuran / 42 h / 20 °C / Inert atmosphere 3.1: dimethyl sulfoxide; sodium hydride / tetrahydrofuran; mineral oil / 2 h / 0 - 20 °C / Inert atmosphere 3.2: 18 h / 20 °C / Inert atmosphere 4.1: nickel(II) chloride hexahydrate; sodium tetrahydroborate / methanol / 1 h / -35 °C 5.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 18 h / 20 °C 6.1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / dimethyl sulfoxide / 18 h / 20 °C 7.1: periodic acid / ethyl acetate / 20 °C 8.1: sodium chlorite; sodium dihydrogenphosphate dihydrate; 2-methyl-but-2-ene / water; tert-butyl alcohol / 18 h / 20 °C View Scheme | |
Multi-step reaction with 8 steps 1.1: sodium tetrahydroborate / ethanol / 0 °C / Inert atmosphere 2.1: 2,6-dimethylpyridine / dichloromethane / 2 h / 0 - 20 °C / Inert atmosphere 3.1: dimethyl sulfoxide; sodium hydride / tetrahydrofuran; mineral oil / 2 h / 0 - 20 °C / Inert atmosphere 3.2: 18 h / 20 °C / Inert atmosphere 4.1: palladium on activated charcoal; hydrogen 5.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 18 h / 20 °C 6.1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / dimethyl sulfoxide / 18 h / 20 °C 7.1: periodic acid / ethyl acetate / 20 °C 8.1: sodium chlorite; sodium dihydrogenphosphate dihydrate; 2-methyl-but-2-ene / water; tert-butyl alcohol / 18 h / 20 °C View Scheme | |
Multi-step reaction with 8 steps 1.1: sodium tetrahydroborate / ethanol / 0 °C / Inert atmosphere 2.1: 2,6-dimethylpyridine / dichloromethane / 2 h / 0 - 20 °C / Inert atmosphere 3.1: dimethyl sulfoxide; sodium hydride / tetrahydrofuran; mineral oil / 2 h / 0 - 20 °C / Inert atmosphere 3.2: 18 h / 20 °C / Inert atmosphere 4.1: nickel(II) chloride hexahydrate; sodium tetrahydroborate / methanol / 1 h / -35 °C 5.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 18 h / 20 °C 6.1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / dimethyl sulfoxide / 18 h / 20 °C 7.1: periodic acid / ethyl acetate / 20 °C 8.1: sodium chlorite; sodium dihydrogenphosphate dihydrate; 2-methyl-but-2-ene / water; tert-butyl alcohol / 18 h / 20 °C View Scheme |
3aα-H-4α-(3’-propionic acid)-7aβ-methylhexahydro-1,5-indanedione
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1: nickel(II) chloride hexahydrate; sodium tetrahydroborate / methanol / 1 h / -35 °C 2: tetrabutyl ammonium fluoride / tetrahydrofuran / 18 h / 20 °C 3: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / dimethyl sulfoxide / 18 h / 20 °C 4: periodic acid / ethyl acetate / 20 °C 5: sodium chlorite; sodium dihydrogenphosphate dihydrate; 2-methyl-but-2-ene / water; tert-butyl alcohol / 18 h / 20 °C View Scheme | |
Multi-step reaction with 5 steps 1: palladium on activated charcoal; hydrogen 2: tetrabutyl ammonium fluoride / tetrahydrofuran / 18 h / 20 °C 3: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / dimethyl sulfoxide / 18 h / 20 °C 4: periodic acid / ethyl acetate / 20 °C 5: sodium chlorite; sodium dihydrogenphosphate dihydrate; 2-methyl-but-2-ene / water; tert-butyl alcohol / 18 h / 20 °C View Scheme |
3aα-H-4α-(3’-propionic acid)-7aβ-methylhexahydro-1,5-indanedione
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: tetrabutyl ammonium fluoride / tetrahydrofuran / 18 h / 20 °C 2: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / dimethyl sulfoxide / 18 h / 20 °C 3: periodic acid / ethyl acetate / 20 °C 4: sodium chlorite; sodium dihydrogenphosphate dihydrate; 2-methyl-but-2-ene / water; tert-butyl alcohol / 18 h / 20 °C View Scheme |
3aα-H-4α-(3’-propionic acid)-7aβ-methylhexahydro-1,5-indanedione
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / dimethyl sulfoxide / 18 h / 20 °C 2: periodic acid / ethyl acetate / 20 °C 3: sodium chlorite; sodium dihydrogenphosphate dihydrate; 2-methyl-but-2-ene / water; tert-butyl alcohol / 18 h / 20 °C View Scheme |
(1S,7aS)-1-hydroxy-7a-methyl-2,3,7,7a-tetrahydro-1H-inden-5(6H)-one
3aα-H-4α-(3’-propionic acid)-7aβ-methylhexahydro-1,5-indanedione
Conditions | Yield |
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Multi-step reaction with 7 steps 1.1: 2,6-dimethylpyridine / dichloromethane / 2 h / 0 - 20 °C / Inert atmosphere 2.1: dimethyl sulfoxide; sodium hydride / tetrahydrofuran; mineral oil / 2 h / 0 - 20 °C / Inert atmosphere 2.2: 18 h / 20 °C / Inert atmosphere 3.1: palladium on activated charcoal; hydrogen 4.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 18 h / 20 °C 5.1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / dimethyl sulfoxide / 18 h / 20 °C 6.1: periodic acid / ethyl acetate / 20 °C 7.1: sodium chlorite; sodium dihydrogenphosphate dihydrate; 2-methyl-but-2-ene / water; tert-butyl alcohol / 18 h / 20 °C View Scheme | |
Multi-step reaction with 7 steps 1.1: 2,6-dimethylpyridine / dichloromethane / 2 h / 0 - 20 °C / Inert atmosphere 2.1: dimethyl sulfoxide; sodium hydride / tetrahydrofuran; mineral oil / 2 h / 0 - 20 °C / Inert atmosphere 2.2: 18 h / 20 °C / Inert atmosphere 3.1: nickel(II) chloride hexahydrate; sodium tetrahydroborate / methanol / 1 h / -35 °C 4.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 18 h / 20 °C 5.1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / dimethyl sulfoxide / 18 h / 20 °C 6.1: periodic acid / ethyl acetate / 20 °C 7.1: sodium chlorite; sodium dihydrogenphosphate dihydrate; 2-methyl-but-2-ene / water; tert-butyl alcohol / 18 h / 20 °C View Scheme | |
Multi-step reaction with 7 steps 1.1: 1-methyl-1H-imidazole; iodine / tetrahydrofuran / 42 h / 20 °C / Inert atmosphere 2.1: dimethyl sulfoxide; sodium hydride / tetrahydrofuran; mineral oil / 2 h / 0 - 20 °C / Inert atmosphere 2.2: 18 h / 20 °C / Inert atmosphere 3.1: palladium on activated charcoal; hydrogen 4.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 18 h / 20 °C 5.1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / dimethyl sulfoxide / 18 h / 20 °C 6.1: periodic acid / ethyl acetate / 20 °C 7.1: sodium chlorite; sodium dihydrogenphosphate dihydrate; 2-methyl-but-2-ene / water; tert-butyl alcohol / 18 h / 20 °C View Scheme | |
Multi-step reaction with 7 steps 1.1: 1-methyl-1H-imidazole; iodine / tetrahydrofuran / 42 h / 20 °C / Inert atmosphere 2.1: dimethyl sulfoxide; sodium hydride / tetrahydrofuran; mineral oil / 2 h / 0 - 20 °C / Inert atmosphere 2.2: 18 h / 20 °C / Inert atmosphere 3.1: nickel(II) chloride hexahydrate; sodium tetrahydroborate / methanol / 1 h / -35 °C 4.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 18 h / 20 °C 5.1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / dimethyl sulfoxide / 18 h / 20 °C 6.1: periodic acid / ethyl acetate / 20 °C 7.1: sodium chlorite; sodium dihydrogenphosphate dihydrate; 2-methyl-but-2-ene / water; tert-butyl alcohol / 18 h / 20 °C View Scheme |
3aα-H-4α-(3’-propionic acid)-7aβ-methylhexahydro-1,5-indanedione
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: periodic acid / ethyl acetate / 20 °C 2: sodium chlorite; sodium dihydrogenphosphate dihydrate; 2-methyl-but-2-ene / water; tert-butyl alcohol / 18 h / 20 °C View Scheme |
(1S,7aS)-1-((tert-butyldimethylsilyl)oxy)-7a-methyl-1,2,3,6,7,7a-hexahydro-5H-inden-5-one
3aα-H-4α-(3’-propionic acid)-7aβ-methylhexahydro-1,5-indanedione
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1.1: dimethyl sulfoxide; sodium hydride / tetrahydrofuran; mineral oil / 2 h / 0 - 20 °C / Inert atmosphere 1.2: 18 h / 20 °C / Inert atmosphere 2.1: nickel(II) chloride hexahydrate; sodium tetrahydroborate / methanol / 1 h / -35 °C 3.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 18 h / 20 °C 4.1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / dimethyl sulfoxide / 18 h / 20 °C 5.1: periodic acid / ethyl acetate / 20 °C 6.1: sodium chlorite; sodium dihydrogenphosphate dihydrate; 2-methyl-but-2-ene / water; tert-butyl alcohol / 18 h / 20 °C View Scheme | |
Multi-step reaction with 6 steps 1.1: dimethyl sulfoxide; sodium hydride / tetrahydrofuran; mineral oil / 2 h / 0 - 20 °C / Inert atmosphere 1.2: 18 h / 20 °C / Inert atmosphere 2.1: palladium on activated charcoal; hydrogen 3.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 18 h / 20 °C 4.1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / dimethyl sulfoxide / 18 h / 20 °C 5.1: periodic acid / ethyl acetate / 20 °C 6.1: sodium chlorite; sodium dihydrogenphosphate dihydrate; 2-methyl-but-2-ene / water; tert-butyl alcohol / 18 h / 20 °C View Scheme |