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CAS No.: | 355806-00-7 |
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Name: | tert-Butyl rosuvastatin |
Article Data: | 29 |
Cas Database | |
Molecular Structure: | |
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Formula: | C26H36FN3O6S |
Molecular Weight: | 537.653 |
Synonyms: | (3R,5S,6E)-7-[4-(4-Fluorophenyl)-6-isopropyl-2-[(methanesulfonyl)methylamino]pyrimidin-5-yl]-3,5-dihydroxyhept-6-enoicacid tert-butyl ester;Rosuvastatin tert-butyl ester;tert-Butyl(6E)-7-[4-(4-fluorophenyl)-6-isopropyl-2-[methyl(methylsulfonyl)amino]pyrimidin-5-yl]-(3R,5S)-3,5-dihydroxyhept-6-enoate;6-Heptenoic acid,7-[4-(4-fluorophenyl)-6-(1-methylethyl)-2-[methyl(methylsulfonyl)amino]-5-pyrimidinyl]-3,5-dihydroxy-,1,1-dimethylethyl ester, (3R,5S,6E)-; |
EINECS: | 609-144-4 |
Density: | 1.26 g/cm3 |
Boiling Point: | 704.158 °C at 760 mmHg |
Flash Point: | 379.661 °C |
Appearance: | white to off-white crystal powder |
PSA: | 138.30000 |
LogP: | 4.73960 |
2-[(4R,6S)-6-[(E)-2-[4-(4-fluorophenyl)-2-(N-methylmethanesulfonamido)-6-(isopropyl)pyrimidin-5-yl]vinyl]-2,2-dimethyl-1,3-dioxan-4-yl]acetic acid tert butyl ester
rosuvastatin tert-butyl ester
Conditions | Yield |
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With hydrogenchloride In tetrahydrofuran; water at 10℃; for 4h; Temperature; | 95% |
With water; trifluoroacetic acid at 30 - 40℃; | 86% |
With camphor-10-sulfonic acid In water; acetonitrile at 20℃; for 0.5h; | 57% |
tert-butyl 2-((4R,6S)-6-((E)-2-(4-(4-fluorophenyl)-6-isopropyl-2-(N-methylmethylsulfonamido)pyrimidin-5-yl)vinyl)-2-phenyl-1,3-dioxan-4-yl)acetate
rosuvastatin tert-butyl ester
Conditions | Yield |
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Stage #1: tert-butyl 2-((4R,6S)-6-((E)-2-(4-(4-fluorophenyl)-6-isopropyl-2-(N-methylmethylsulfonamido)pyrimidin-5-yl)vinyl)-2-phenyl-1,3-dioxan-4-yl)acetate With water; acetic acid at 40 - 60℃; for 3h; Stage #2: With sodium hydrogencarbonate In water; ethyl acetate | 95% |
With hydrogenchloride In tetrahydrofuran; water at 20℃; for 1h; | 95% |
rosuvastatin tert-butyl ester
Conditions | Yield |
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With hydrogenchloride In tetrahydrofuran; water at 20℃; for 1h; | 95% |
rosuvastatin tert-butyl ester
Conditions | Yield |
---|---|
With hydrogenchloride In tetrahydrofuran; water at 20℃; for 1h; | 95% |
rosuvastatin tert-butyl ester
Conditions | Yield |
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Stage #1: (+)-(3R)-7-[4-(4-fluorophenyl)-6-isopropyl-2-(N-methyl-N-methylsulfonylamino)pyrimidin-5-yl]-3-hydroxy-5-oxo-(6E)-heptenoic acid tert-butyl ester With triethyl borane In tetrahydrofuran; methanol at -78℃; for 0.25h; Inert atmosphere; Stage #2: With sodium tetrahydroborate In tetrahydrofuran; methanol at -78℃; for 0.5h; Inert atmosphere; | 90.6% |
Stage #1: (+)-(3R)-7-[4-(4-fluorophenyl)-6-isopropyl-2-(N-methyl-N-methylsulfonylamino)pyrimidin-5-yl]-3-hydroxy-5-oxo-(6E)-heptenoic acid tert-butyl ester With diethyl methoxy borane In tetrahydrofuran; methanol at -78℃; for 0.5h; Stage #2: With sodium tetrahydroborate In tetrahydrofuran; methanol for 3h; | 86% |
With sodium hydroxide; water In ethanol at 20℃; for 2h; | |
With sodium tetrahydroborate; diethyl methoxy borane In tetrahydrofuran; methanol at -78 - -75℃; for 1.5h; | 10.5 g |
rosuvastatin tert-butyl ester
Conditions | Yield |
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With glucose dehydrogenase; D-Glucose; carbonyl reductase; NADP; sodium carbonate In ethanol; water at 30 - 50℃; pH=6.9 - 7.2; Enzymatic reaction; | 86.7% |
tert-butyl-6-[(1E)-2-[4-(4-fluorophenyl)-6-(1-methylethyl)-2-[methyl(methylsulfonyl)amino]-5-pyrimidinyl]ethenyl]-2,2-dimethyl-1,3-dioxane-4-acetate
rosuvastatin tert-butyl ester
Conditions | Yield |
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Stage #1: tert-butyl-6-[(1E)-2-[4-(4-fluorophenyl)-6-(1-methylethyl)-2-[methyl(methylsulfonyl)amino]-5-pyrimidinyl]ethenyl]-2,2-dimethyl-1,3-dioxane-4-acetate With hydrogenchloride; water In tetrahydrofuran at 20℃; for 2.5h; Stage #2: With sodium hydroxide; water In water at 0 - 15℃; pH=6; Product distribution / selectivity; | 81% |
Stage #1: tert-butyl-6-[(1E)-2-[4-(4-fluorophenyl)-6-(1-methylethyl)-2-[methyl(methylsulfonyl)amino]-5-pyrimidinyl]ethenyl]-2,2-dimethyl-1,3-dioxane-4-acetate With hydrogenchloride; water In tetrahydrofuran at 20℃; for 1 - 2.5h; Stage #2: With sodium hydroxide In tetrahydrofuran; water at 15℃; pH=6; Product distribution / selectivity; | 81% |
(5S)-7-[4-(4-fluorophenyl)-6-isopropyl-2-(N-methyl-N-methylsulfonylamino)pyrimidin-5-yl]-5-(hydroxy)-3-oxo-(6E)-heptenoic acid tert-butyl ester
rosuvastatin tert-butyl ester
Conditions | Yield |
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Stage #1: (5S)-7-[4-(4-fluorophenyl)-6-isopropyl-2-(N-methyl-N-methylsulfonylamino)pyrimidin-5-yl]-5-(hydroxy)-3-oxo-(6E)-heptenoic acid tert-butyl ester With diethyl methoxy borane In tetrahydrofuran; methanol at -78℃; for 0.583333h; Stage #2: With sodium tetrahydroborate In tetrahydrofuran; methanol at -78℃; for 3 - 4h; Stage #3: With methanol; water; acetic acid In tetrahydrofuran; ethyl acetate at -78℃; for 0.166667h; | |
Stage #1: (5S)-7-[4-(4-fluorophenyl)-6-isopropyl-2-(N-methyl-N-methylsulfonylamino)pyrimidin-5-yl]-5-(hydroxy)-3-oxo-(6E)-heptenoic acid tert-butyl ester With diethyl methoxy borane In tetrahydrofuran; methanol at -78 - -75℃; for 1.16667h; Stage #2: With sodium tetrahydroborate In tetrahydrofuran; methanol at -78 - -75℃; for 2.25h; Stage #3: With acetic acid In tetrahydrofuran; methanol at -78℃; | |
Stage #1: (5S)-7-[4-(4-fluorophenyl)-6-isopropyl-2-(N-methyl-N-methylsulfonylamino)pyrimidin-5-yl]-5-(hydroxy)-3-oxo-(6E)-heptenoic acid tert-butyl ester With diethyl methoxy borane In tetrahydrofuran; methanol at -78 - -75℃; for 1.16667h; Inert atmosphere; Stage #2: With sodium tetrahydroborate In tetrahydrofuran; methanol at -78 - -75℃; Inert atmosphere; | |
Stage #1: (5S)-7-[4-(4-fluorophenyl)-6-isopropyl-2-(N-methyl-N-methylsulfonylamino)pyrimidin-5-yl]-5-(hydroxy)-3-oxo-(6E)-heptenoic acid tert-butyl ester With diethyl methoxy borane In tetrahydrofuran; methanol at -78℃; for 0.583333h; Stage #2: With sodium tetrahydroborate In tetrahydrofuran; methanol at -78℃; for 3 - 4h; Stage #3: With acetic acid In tetrahydrofuran; methanol; water; ethyl acetate at -78 - 28℃; for 0.166667h; | |
Stage #1: (5S)-7-[4-(4-fluorophenyl)-6-isopropyl-2-(N-methyl-N-methylsulfonylamino)pyrimidin-5-yl]-5-(hydroxy)-3-oxo-(6E)-heptenoic acid tert-butyl ester With sodium tetrahydroborate; diethyl methoxy borane In tetrahydrofuran; methanol at -90 - 85℃; for 14.5h; Stage #2: With acetic acid In tetrahydrofuran; methanol |
tert-butyl 2-[(4R,6S)-6-[(benzo[d]thiazol-2-ylsulfonyl)methyl]-2,2-dimethyl-1,3-dioxan-4-yl]acetate
rosuvastatin tert-butyl ester
Conditions | Yield |
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Multi-step reaction with 2 steps 1: potassium tert-butylate / tetrahydrofuran / 1.75 h / -80 - 45 °C 2: hydrogenchloride; water / acetonitrile / 25 - 55 °C / pH 2.5 View Scheme | |
Multi-step reaction with 2 steps 1: sodium hydride / tetrahydrofuran / 0 - 35 °C 2: hydrogenchloride / water; acetonitrile / 35 - 40 °C View Scheme |
tert-butyl 2-[(4R,6S)-2,2-dimethyl-6-[(4-nitrophenylsulfonyloxy)methyl]-1,3-dioxan-4-yl]acetate
rosuvastatin tert-butyl ester
Conditions | Yield |
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Multi-step reaction with 4 steps 1: 4-methyl-morpholine / 80 - 90 °C 2: dihydrogen peroxide; hexaammonium heptamolybdate tetrahydrate / dichloromethane; isopropyl alcohol / 16.5 h / 0 - 30 °C 3: potassium tert-butylate / tetrahydrofuran / 1.75 h / -80 - 45 °C 4: hydrogenchloride; water / acetonitrile / 25 - 55 °C / pH 2.5 View Scheme |
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Molecular structure of tert-Butyl rosuvastatin (CAS NO.355806-00-7) is:
Product Name: tert-Butyl rosuvastatin
CAS Registry Number: 355806-00-7
Systematic Name: tert-butyl (3R,5S,6E)-7-{4-(4-fluorophenyl)-6-(1-methylethyl)-2-[methyl(methylsulfonyl)amino]pyrimidin-5-yl}-3,5-dihydroxyhept-6-enoate
Empirical Formula: C26H36FN3O6S
Molecular Weight: 537.6439
Molar Volume: 426.796 cm3
Surface Tension: 51.909 dyne/cm
Density: 1.26 g/cm3
Flash Point: 379.661 °C
Enthalpy of Vaporization: 108.192 kJ/mol
Boiling Point: 704.158 °C at 760 mmHg
Product Categories: Rosuvastatin Calcium and its intermediates
tert-Butyl rosuvastatin , its cas register number is 355806-00-7. It also can be called tert-Butyl (6E)-7-[4-(4-fluorophenyl)-6-isopropyl-2-[methyl(methylsulfonyl)amino]pyrimidin-5-yl]-(3R,5S)-3,5-dihydroxyhept-6-enoate ; (3R,5S,6E)-7-[4-(4-Fluorophenyl)-6-isopropyl-2-[(methanesulfonyl)methylamino]pyrimidin-5-yl]-3,5-dihydroxyhept-6-enoic acid tert-butyl ester .It is a white to off-white crystal powder.