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Basic Information
CAS No.: 134395-00-9
Name: Atorvastatin tert-Butyl Ester
Molecular Structure:
Molecular Structure of 134395-00-9 (Atorvastatin tert-Butyl Ester)
Formula: C37H43FN2O5
Molecular Weight: 614.757
Synonyms: 1H-Pyrrole-1-heptanoic acid, 2-(4-fluorophenyl)-β,δ-dihydroxy-5-(1-methylethyl)-3-phenyl-4-[(phenylamino)carbonyl]-, 1,1-dimethylethyl ester, [R-(R*,R*)]-;(3R,5R)-7-[2-(4-Fluorophenyl)-5-isopropyl-3-phenyl-4-phenylcarbamoylpyrrol-1-yl]-3,5-dihydroxyheptanoic acid tert-butyl ester;
Density: 1.16
Melting Point: 66-68ºC
Boiling Point: 721.0±60.0 °C(Predicted)
PSA: 100.79000
LogP: 7.64370
Synthetic route
125971-95-1

tert-butyl (4R,6R)-6-{2-[2-(4-fluorophenyl)-5-isopropyl-3-phenyl-4-(phenylcarbamoyl)pyrrol-1-yl]ethyl}-2,2-dimethyl-1,3-dioxane-4-acetate

134395-00-9

(3R,5R)-7-[2-(4-fluorophenyl)-5-isopropyl-3-phenyl-4-phenylcarbamoylpyrrol-1-yl]-3,5-dihydroxyheptanoic acid t-butyl ester

Conditions
ConditionsYield
With hydrogenchloride; water In acetonitrile for 13h; Product distribution / selectivity;98.9%
With hydrogenchloride In methanol; water at 50 - 55℃;98%
With hydrogenchloride In methanol; water at 0 - 30℃; Industrial scale;96.7%
124401-38-3

4-methyl-3-oxo-N-phenylpentanamide

134395-00-9

(3R,5R)-7-[2-(4-fluorophenyl)-5-isopropyl-3-phenyl-4-phenylcarbamoylpyrrol-1-yl]-3,5-dihydroxyheptanoic acid t-butyl ester

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: β-alanine; glacial acetic acid / hexane / Heating
2: 3-ethyl-5-(2-hydroxyethyl)-4-methylthiazolium bromide; triethylamine / ethanol / Heating
3: pivalic acid / tetrahydrofuran; toluene; heptane / Heating
4: HCl / tetrahydrofuran; H2O / 20 °C
View Scheme
100-52-7

benzaldehyde

HI, I2

HI, I2

134395-00-9

(3R,5R)-7-[2-(4-fluorophenyl)-5-isopropyl-3-phenyl-4-phenylcarbamoylpyrrol-1-yl]-3,5-dihydroxyheptanoic acid t-butyl ester

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: β-alanine; glacial acetic acid / hexane / Heating
2: 3-ethyl-5-(2-hydroxyethyl)-4-methylthiazolium bromide; triethylamine / ethanol / Heating
3: pivalic acid / tetrahydrofuran; toluene; heptane / Heating
4: HCl / tetrahydrofuran; H2O / 20 °C
View Scheme
125971-57-5

4-methyl-3-oxo-N-phenyl-2-(phenylmethylene)pentanamide

134395-00-9

(3R,5R)-7-[2-(4-fluorophenyl)-5-isopropyl-3-phenyl-4-phenylcarbamoylpyrrol-1-yl]-3,5-dihydroxyheptanoic acid t-butyl ester

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 3-ethyl-5-(2-hydroxyethyl)-4-methylthiazolium bromide; triethylamine / ethanol / Heating
2: pivalic acid / tetrahydrofuran; toluene; heptane / Heating
3: HCl / tetrahydrofuran; H2O / 20 °C
View Scheme
125971-96-2

2-[2-(4-fluorophenyl)-2-oxo-1-phenylethyl]-4-methyl-3-oxopentanoic acid phenylamide

134395-00-9

(3R,5R)-7-[2-(4-fluorophenyl)-5-isopropyl-3-phenyl-4-phenylcarbamoylpyrrol-1-yl]-3,5-dihydroxyheptanoic acid t-butyl ester

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: pivalic acid / tetrahydrofuran; toluene; heptane / Heating
2: HCl / tetrahydrofuran; H2O / 20 °C
View Scheme
Multi-step reaction with 2 steps
1: 75 percent / pivalic acid / toluene; heptane; tetrahydrofuran / Heating
2: aq. HCl / methanol
View Scheme
Multi-step reaction with 2 steps
1.1: cyclohexane / 0.5 h / 20 °C / Inert atmosphere; Large scale
1.2: Reflux; Large scale
2.1: hydrogenchloride / acetonitrile; water / 1.5 h / 20 °C / Large scale
View Scheme
Multi-step reaction with 2 steps
1: Trimethylacetic acid / toluene / 1 h / 105 - 110 °C / Industrial scale
2: hydrogenchloride / methanol; water / 0 - 30 °C / Industrial scale
View Scheme
62-53-3

aniline

Wang resin-bound styrene 4

Wang resin-bound styrene 4

134395-00-9

(3R,5R)-7-[2-(4-fluorophenyl)-5-isopropyl-3-phenyl-4-phenylcarbamoylpyrrol-1-yl]-3,5-dihydroxyheptanoic acid t-butyl ester

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: 96 percent / toluene / Heating
2: β-alanine; glacial acetic acid / hexane / Heating
3: 3-ethyl-5-(2-hydroxyethyl)-4-methylthiazolium bromide; triethylamine / ethanol / Heating
4: pivalic acid / tetrahydrofuran; toluene; heptane / Heating
5: HCl / tetrahydrofuran; H2O / 20 °C
View Scheme

isobutyryl Meldrum's acid

134395-00-9

(3R,5R)-7-[2-(4-fluorophenyl)-5-isopropyl-3-phenyl-4-phenylcarbamoylpyrrol-1-yl]-3,5-dihydroxyheptanoic acid t-butyl ester

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: 96 percent / toluene / Heating
2: β-alanine; glacial acetic acid / hexane / Heating
3: 3-ethyl-5-(2-hydroxyethyl)-4-methylthiazolium bromide; triethylamine / ethanol / Heating
4: pivalic acid / tetrahydrofuran; toluene; heptane / Heating
5: HCl / tetrahydrofuran; H2O / 20 °C
View Scheme
459-57-4

4-fluorobenzaldehyde

134395-00-9

(3R,5R)-7-[2-(4-fluorophenyl)-5-isopropyl-3-phenyl-4-phenylcarbamoylpyrrol-1-yl]-3,5-dihydroxyheptanoic acid t-butyl ester

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 2) NEt3 / 1) ethyl thiazolium catalyst / or with methyl thiazolium catalyst; 1) EtOH
2: 75 percent / pivalic acid / toluene; heptane; tetrahydrofuran / Heating
3: aq. HCl / methanol
View Scheme
125971-86-0, 125995-13-3

tert-butyl [(4R,6R)-6-aminoethyl-2,2-dimethyl-1,3-dioxan-4-yl]acetate

134395-00-9

(3R,5R)-7-[2-(4-fluorophenyl)-5-isopropyl-3-phenyl-4-phenylcarbamoylpyrrol-1-yl]-3,5-dihydroxyheptanoic acid t-butyl ester

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 75 percent / pivalic acid / toluene; heptane; tetrahydrofuran / Heating
2: aq. HCl / methanol
View Scheme
Multi-step reaction with 2 steps
1: Trimethylacetic acid / tetrahydrofuran; hexane; toluene / 30 h / 110 °C / Inert atmosphere
2: hydrogenchloride / tetrahydrofuran; methanol / 0.5 h / 0 - 20 °C
View Scheme
Multi-step reaction with 2 steps
1: Acidic conditions
2: hydrogenchloride; methanol
View Scheme
125971-94-0

2-((4R, 6R)-6-cyanomethyl-2,2-dimethyl-1,3-dioxan-4-yl)acetic acid tert-butyl ester

134395-00-9

(3R,5R)-7-[2-(4-fluorophenyl)-5-isopropyl-3-phenyl-4-phenylcarbamoylpyrrol-1-yl]-3,5-dihydroxyheptanoic acid t-butyl ester

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 95 percent / H2, ammonia / Molybdenum doped Raney nickel / methanol / 2585.7 Torr
2: 75 percent / pivalic acid / toluene; heptane; tetrahydrofuran / Heating
3: aq. HCl / methanol
View Scheme
Multi-step reaction with 3 steps
1: hydrogen; nickel; ammonia / methanol
2: Acidic conditions
3: hydrogenchloride; methanol
View Scheme
Multi-step reaction with 3 steps
1: hydrogen; ammonia / cyclohexane; water / 30 - 40 °C / 3750.38 Torr / Autoclave
2: Trimethylacetic acid; diisopropylamine; tetra(n-butyl)ammonium hydrogensulfate / 40 h / 78 - 85 °C
3: hydrogenchloride; water / methanol / 25 - 30 °C
View Scheme
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  • CAS No.134395-00-9   Atorvastatin tert-Butyl Ester

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    CAS No.134395-00-9 Atorvastatin tert-Butyl Ester

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  • Atorvastatin tert-Butyl Ester

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    Atorvastatin tert-Butyl Ester

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  • CAS No.134395-00-9   Atorvastatin tert-Butyl Ester

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    CAS No.134395-00-9 Atorvastatin tert-Butyl Ester

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  • CAS No.134395-00-9   Atorvastatin tert-Butyl Ester

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    CAS No.134395-00-9 Atorvastatin tert-Butyl Ester

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    Atorvastatin tert-Butyl Ester

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    Atorvastatin tert-Butyl Ester

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Chemistry

Synonyms: 7-[2-(4-Fluoro-phenyl)-5-isopropyl-3-phenyl-4-(phenylcarbamoyl)pyrrol-1-yl]-3,5- dihydroxy-heptanoic Acid tert-Butyl Ester ; Atorvastatin tert-Butyl Ester ; (R,dR)-2-(4-Fluorophenyl)-,d-dihydroxy-5-(1-methylethyl)-3-phenyl-4-[(phenylamino)carbonyl]-1H-pyrrole-1-heptanoic Acid 1,1-Dimethylethyl Ester 
Product Name: Atorvastatin tert-Butyl Ester
CAS: 134395-00-9
Melting point: 66-68°C
Empirical Formula:: C37H43FN2O5
Product Categories: Chiral Reagents; Inhibitors; Intermediates & Fine Chemicals; Pharmaceuticals

Specification

  Atorvastatin tert-Butyl Ester (CAS NO.134395-00-9) is an off-white to pale yellow solid, it is an impurity arising in the synthesis of Atorvastatin.