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tert-Butyl (4R,6R)-2-[[[6-(2-4-fluorophenyl)-5-isopropyl-3-phenyl-4-(phenylcarbamoyl)pyrrol-1-yl]ethyl]-2,2-dimethyl-1,3-dioxan-4-yl]acetateLeased Ad SpaceLeased Ad SpaceLeased Ad Space
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CAS No.: 125971-95-1
Name: tert-Butyl (4R,6R)-2-[[[6-(2-4-fluorophenyl)-5-isopropyl-3-phenyl-4-(phenylcarbamoyl)pyrrol-1-yl]ethyl]-2,2-dimethyl-1,3-dioxan-4-yl]acetate
Article Data: 45
Molecular Structure:
Molecular Structure of 125971-95-1 (tert-Butyl (4R,6R)-2-[[[6-(2-4-fluorophenyl)-5-isopropyl-3-phenyl-4-(phenylcarbamoyl)pyrrol-1-yl]ethyl]-2,2-dimethyl-1,3-dioxan-4-yl]acetate)
Formula: C40H47FN2O5
Molecular Weight: 654.822
Synonyms: 1,3-Dioxane-4-aceticacid,6-[2-[2-(4-fluorophenyl)-5-(1-methylethyl)-3-phenyl-4-[(phenylamino)carbonyl]-1H-pyrrol-1-yl]ethyl]-2,2-dimethyl-,1,1-dimethylethyl ester, (4R-cis)-;(4R-cis)-1,1-dimethylethyl-6-[2-[2-(4-fluorophenyl)-3-phenyl-4-[(phenylamino)carbonyl]-1H-pyrrol-1-yl]ethyl]-2,2-dimethyl-1,3-dioxane-4-acetate(L-1);1,3-Dioxane-4-aceticacid,6-[2-[2-(4-fluorophenyl)-5-(1-methylethyl)-3-phenyl-4-[(phenylamino)carbonyl]-1H-pyrrol-1-yl]ethyl]-2,2-dimethyl-,1,1-dimethylethyl ester, (4R,6R)-;
EINECS: 258-925-2
Density: 1.15 g/cm3
Melting Point: 144-148 °C
Boiling Point: 678.035 °C at 760 mmHg
Flash Point: 363.863 °C
PSA: 78.79000
LogP: 9.44200
Related products
Synthetic route

C40H45FN2O5

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

Conditions
ConditionsYield
With palladium 10% on activated carbon; hydrogen97%
125971-86-0, 125995-13-3

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

125971-96-2

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

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

Conditions
ConditionsYield
With Trimethylacetic acid In toluene at 105 - 110℃; for 1h; Industrial scale;96.5%
With tetra(n-butyl)ammonium hydrogensulfate; diisopropylamine; Trimethylacetic acid at 78 - 85℃; for 40h; Paal-Knorr Pyrrole Synthesis;82.3%
With Trimethylacetic acid In tetrahydrofuran; n-heptane; toluene Heating;75%
1331869-19-2

C26H22FNO3

125971-86-0, 125995-13-3

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

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

Conditions
ConditionsYield
With 1,8-diazabicyclo[5.4.0]undec-7-ene; Trimethylacetic acid In cyclohexane at 80 - 84℃; for 25h; Concentration; Reagent/catalyst; Paal-Knorr Pyrrole Synthesis; Dean-Stark; Reflux;79%
With Trimethylacetic acid In tetrahydrofuran; hexane; toluene at 110℃; for 30h; Paal-Knorr pyrrole synthesis; Inert atmosphere;
1173184-80-9

tert-butyl 2-((4R,6S)-6-(2-iodoethyl)-2,2-dimethyl-1,3-dioxan-4-yl)acetate

5-(4-fluorophenyl)-2-isopropyl-4-phenyl-1H-pyrrole-3-carboxylic acid phenylamide

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

Conditions
ConditionsYield
With 18-crown-6 ether; potassium carbonate In acetonitrile Reflux;65%

t-butyl 2-((4R,6R)-6-(2-(2-isopropyl-4-phenyl-3-(phenylcarbamoyl)-1H-pyrrol-1-yl)ethyl)-2,2-dimethyl-1,3-dioxan-4-yl)acetate

460-00-4

1-Bromo-4-fluorobenzene

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

Conditions
ConditionsYield
With potassium acetate; palladium diacetate at 150℃; for 15h; Heck Reaction; Inert atmosphere;44%
124401-38-3

4-methyl-3-oxo-N-phenylpentanamide

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

Conditions
ConditionsYield
Multi-step reaction with 3 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
View Scheme
Multi-step reaction with 3 steps
1.1: L-proline / Inert atmosphere
2.1: 3,4-dimethyl-5-(2-hydroxyethyl)thiazolium iodide; potassium phosphate / acetonitrile / 16 h / 120 °C / Inert atmosphere; Glovebox; Schlenk technique; Sealed tube
2.2: 4 h / 120 °C / Inert atmosphere; Gas phase; Schlenk technique; Sealed tube
3.1: potassium acetate; palladium diacetate / 15 h / 150 °C / Inert atmosphere
View Scheme
100-52-7

benzaldehyde

HI, I2

HI, I2

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

Conditions
ConditionsYield
Multi-step reaction with 3 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
View Scheme
125971-57-5

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

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

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 3-ethyl-5-(2-hydroxyethyl)-4-methylthiazolium bromide; triethylamine / ethanol / Heating
2: pivalic acid / tetrahydrofuran; toluene; heptane / Heating
View Scheme
Multi-step reaction with 2 steps
1.1: 3,4-dimethyl-5-(2-hydroxyethyl)thiazolium iodide; potassium phosphate / acetonitrile / 16 h / 120 °C / Inert atmosphere; Glovebox; Schlenk technique; Sealed tube
1.2: 4 h / 120 °C / Inert atmosphere; Gas phase; Schlenk technique; Sealed tube
2.1: potassium acetate; palladium diacetate / 15 h / 150 °C / Inert atmosphere
View Scheme
Multi-step reaction with 2 steps
1: 3-ethyl-5-(2-hydroxyethyl)-4-methyl-1,3-thiazolium bromide; triethylamine / Reflux
2: Trimethylacetic acid / toluene; hexane; tetrahydrofuran / Reflux
View Scheme
62-53-3

aniline

Wang resin-bound styrene 4

Wang resin-bound styrene 4

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

Conditions
ConditionsYield
Multi-step reaction with 4 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
View Scheme

isobutyryl Meldrum's acid

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

Conditions
ConditionsYield
Multi-step reaction with 4 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
View Scheme
Raw Materials
125971-57-5
124401-38-3
100-52-7
125971-94-0
125971-96-2
67-63-0
459-57-4
Downstream Products
125995-03-1
134395-00-9
134523-01-6
134523-00-5
134523-03-8
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Chemistry

The Molecular Structure of tert-Butyl (4R,6R)-2-[[[6-(2-4-fluorophenyl)-5-isopropyl-3-phenyl-4-(phenylcarbamoyl)pyrrol-1-yl]ethyl]-2,2-dimethyl-1,3-dioxan-4-yl]acetate (CAS NO.125971-95-1):

Empirical Formula: C40H47FN2O5
Molecular Weight: 654.81 
Appearance: White Solid
Product Categories: (intermediate of atorvastatin);Chiral Reagents;Intermediates;Intermediates & Fine Chemicals;Pharmaceuticals;Asymmetric Synthesis;Chiral Building Blocks;Complex Molecules
Nominal Mass: 654 Da
Average Mass: 654.81 Da
Monoisotopic Mass: 654.346901 Da 
Index of Refraction: 1.569
Molar Refractivity: 186.677 cm3
Molar Volume: 569.569 cm3 
Surface Tension: 39.163 dyne/cm
Density: 1.15 g/cm3
Flash Point: 363.863 °C
Enthalpy of Vaporization: 99.525 kJ/mol
Boiling Point: 678.035 °C at 760 mmHg
Vapour Pressure: 0 mmHg at 25°C 
Melting point: 144-148 °C

Uses

  tert-Butyl (4R,6R)-2-[[[6-(2-4-fluorophenyl)-5-isopropyl-3-phenyl-4-(phenylcarbamoyl)pyrrol-1-yl]ethyl]-2,2-dimethyl-1,3-dioxan-4-yl]acetate (CAS NO.125971-95-1) is used as intermediate of atorvastatin.

Safety Profile

WGK Germany: 3

Specification

 tert-Butyl (4R,6R)-2-[[[6-(2-4-fluorophenyl)-5-isopropyl-3-phenyl-4-(phenylcarbamoyl)pyrrol-1-yl]ethyl]-2,2-dimethyl-1,3-dioxan-4-yl]acetate (CAS NO.125971-95-1) is also called as (4R,6R)-6-[2-[2-(4-fluorophenyl)-5-(1-methylethyl)-3-phenyl-4-[(phenylamino)carbonyl]-1H-pyrrol-1-yl]ethyl]-2,2-dimethyl-1,3-Dioxane-4-acetic acid 1,1-dimethylethyl ester .