Atorvastatin lactone supplier | CasNO.125995-03-1

Name
Atorvastatin lactone
EINECS
CAS No. 125995-03-1
Article Data21
CAS DataBase
Density 1.24 g/cm³
Solubility
Melting Point 103-106 °C
Formula C₃₃H₃₃FN₂O₄
Boiling Point 674.8 °C at 760 mmHg
Molecular Weight 540.634
Flash Point 361.9 °C
Transport Information
Appearance slightly yellow solid
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms 1H-Pyrrole-3-carboxamide,5-(4-fluorophenyl)-2-(1-methylethyl)-N,4-diphenyl-1-[2-(tetrahydro-4-hydroxy-6-oxo-2H-pyran-2-yl)ethyl]-,(2R-trans)-;5-(4-Fluorophenyl)-1-[2-[(2R,4R)-4-hydroxy-6-oxotetrahydropyran-2-yl]ethyl]-2-isopropyl-4-phenyl-1H-pyrrole-3-carboxylicacid phenylamide;Atorvastatin d-lactone;5-(4-Fluorophenyl)-2-(1-methylethyl)-N,4-diphenyl-1-[2-[(2R,4R)-tetrahydro-4-hydroxy-6-oxo-2H-pyran-2-yl]ethyl]-1H-pyrrole-3-carboxamide;
PSA 80.56000
LogP 6.86650

Synthetic route

: 71-41-0
pentan-1-ol

: 134523-03-8
lipitor

A: pentyl (3R,5R)-7-(2-(4-fluorophenyl)-5-isopropyl-3-phenyl-4-(phenylcarbamoyl)-1H-pyrrol-1-yl)-3,5-dihydroxyheptanoate

B: 125995-03-1
atorvastatin lactone

Conditions

Conditions	Yield
With sulfuric acid at 0 - 20℃; for 2.58333h;	A 96% B n/a

...Expand

: 842163-03-5
1-[2-((2R,4R)-4,6-dihydroxytetrahydro-2H-pyran-2-yl)ethyl]-5-(4-fluorophenyl)-2-isopropyl-N,4-diphenyl-1H-pyrrole-3-carboxamide

: 125995-03-1
atorvastatin lactone

Conditions

Conditions	Yield
With manganese(IV) oxide In acetone at 25℃; for 24h;	95%
With Dess-Martin periodane In dichloromethane at 20℃; for 2.5h;

: 581772-29-4
2-((4R,6R)-6-(2-(2-(4-fluorophenyl)-5-isopropyl-3-phenyl-4-(phenylcarbamoyl)-1H-pyrrol-1-yl)ethyl)-2,2-dimethyl-1,3-dioxan-4-yl)acetic acid

: 125995-03-1
atorvastatin lactone

Conditions

Conditions	Yield
With camphor-10-sulfonic acid In tetrahydrofuran at 20℃; for 3h;	90%

: 134523-03-8
lipitor

: 125995-03-1
atorvastatin lactone

Conditions

Conditions	Yield
Stage #1: lipitor With hydrogenchloride In water; ethyl acetate at 4 - 20℃; Stage #2: In toluene for 2.5h; Reflux; Dean-Stark;	88%
With hydrogenchloride In water at 20℃; for 2h;	55%
Stage #1: lipitor With hydrogenchloride In dichloromethane; water Stage #2: With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; Cooling with ice;	2.78 g

: (3R,5R)-methyl 3,5-bis((tert-butyldimethylsilyl)oxy)-7-(2-(4-fluorophenyl)-5-isopropyl-3-phenyl-4-(phenylcarbamoyl)-1H-pyrrol-1-yl)heptanoate

: 125995-03-1
atorvastatin lactone

Conditions

Conditions	Yield
With hydrogenchloride In tetrahydrofuran; water at 20℃; stereoselective reaction;	75%

: 78-83-1
2-methyl-propan-1-ol

: 134523-03-8
lipitor

A: isobutyl (3R,5R)-7-(2-(4-fluorophenyl)-5-isopropyl-3-phenyl-4-(phenylcarbamoyl)-1H-pyrrol-1-yl)-3,5-dihydroxyheptanoate

B: 125995-03-1
atorvastatin lactone

Conditions

Conditions	Yield
With sulfuric acid at 0 - 20℃; for 2.58333h;	A 74% B n/a

...Expand

: 71-23-8
propan-1-ol

: 134523-03-8
lipitor

A: propyl (3R,5R)-7-(2-(4-fluorophenyl)-5-isopropyl-3-phenyl-4-(phenylcarbamoyl)-1H-pyrrol-1-yl)-3,5-dihydroxyheptanoate

B: 125995-03-1
atorvastatin lactone

Conditions

Conditions	Yield
With sulfuric acid at 0 - 20℃; for 2.58333h;	A 70% B n/a

...Expand

: 111-70-6
n-heptan1ol

: 134523-03-8
lipitor

A: heptyl (3R,5R)-7-(2-(4-fluorophenyl)-5-isopropyl-3-phenyl-4-(phenylcarbamoyl)-1H-pyrrol-1-yl)-3,5-dihydroxyheptanoate

B: 125995-03-1
atorvastatin lactone

Conditions

Conditions	Yield
With sulfuric acid at 0 - 20℃; for 2.58333h;	A 68% B n/a

...Expand

: 134523-03-8
lipitor

: 111-27-3
hexan-1-ol

A: hexyl (3R,5R)-7-(2-(4-fluorophenyl)-5-isopropyl-3-phenyl-4-(phenylcarbamoyl)-1H-pyrrol-1-yl)-3,5-dihydroxyheptanoate

B: 125995-03-1
atorvastatin lactone

Conditions

Conditions	Yield
With sulfuric acid at 0 - 20℃; for 2.58333h;	A 66% B n/a

...Expand

: 134523-03-8
lipitor

: 143-08-8
nonyl alcohol

A: nonyl (3R,5R)-7-(2-(4-fluorophenyl)-5-isopropyl-3-phenyl-4-(phenylcarbamoyl)-1H-pyrrol-1-yl)-3,5-dihydroxyheptanoate

B: 125995-03-1
atorvastatin lactone

Conditions

Conditions	Yield
With sulfuric acid at 0 - 20℃; for 2.58333h;	A 66% B n/a

...Expand

: 134523-03-8
lipitor

A: 442851-50-5
(S)-5-(4-fluorophenyl)-2-isopropyl-1-(2-(6-oxo-3,6-dihydro-2H-pyran-2-yl)ethyl)-N,4-diphenyl-1H-pyrrole-3-carboxamide

B: 125995-03-1
atorvastatin lactone

Conditions

Conditions	Yield
With hydrogenchloride In water for 4h; Reflux;	A 14% B 65%

: 134523-03-8
lipitor

: 67-63-0
isopropyl alcohol

A: 1035205-25-4
(3R,5R)-isopropyl 7-[2-(4-fluorophenyl)-5-(1-methylethyl)-3-phenyl-4-[(phenylamino)carbonyl]-1H-pyrrol-1-yl]-3,5-dihydroxyheptanoate

B: 125995-03-1
atorvastatin lactone

Conditions

Conditions	Yield
With sulfuric acid at 0 - 20℃; for 2.58333h;	A 54% B n/a

...Expand

: 134523-00-5
atorvastatin

: 125995-03-1
atorvastatin lactone

Conditions

Conditions	Yield
In toluene at 60℃; for 40h;	46%
hydrogenchloride In toluene	n/a
In toluene for 4h; Product distribution / selectivity; Heating / reflux;
In hexane for 6h; Heating;	3.9 g

: 75-84-3
2,2-dimethyl-propanol-1

: 134523-03-8
lipitor

A: neopentyl (3R,5R)-7-(2-(4-fluorophenyl)-5-isopropyl-3-phenyl-4-(phenylcarbamoyl)-1H-pyrrol-1-yl)-3,5-dihydroxyheptanoate

B: 125995-03-1
atorvastatin lactone

Conditions

Conditions	Yield
With sulfuric acid at 0 - 20℃; for 2.58333h;	A 44% B n/a

...Expand

: 134394-98-2
1,1-dimethylethyl (R)-7-<2-(4-fluorophenyl)-5-(1-methylethyl)-3-phenyl-4-<(phenylamino)carbonyl>-1H-pyrrol-1-yl>-5-hydroxy-3-oxo-1-heptanoate

: 125995-03-1
atorvastatin lactone

Conditions

Conditions	Yield
Yield given. Multistep reaction;

: 110862-39-0, 125995-03-1, 134523-07-2
(+/-)-trans-5-(4-fluorophenyl)-2-(1-methylethyl)-N,4-diphenyl-1-<2-tetrahydro-4-hydroxy-6-oxo-2H-pyran-6-yl)ethyl>-1H-pyrrole-3-carboxamide

A: 125995-03-1
atorvastatin lactone

B: 134523-07-2
(-)-(4S)-trans-2-(4-fluorophenyl)-5-(1-methylethyl)-N,3-diphenyl-1-<(tetrahydro-4-hydroxy-2-oxo-2H-pyran-6-yl)ethyl>-1H-pyrrole-4-carboxamide

Conditions

Conditions	Yield
Yield given. Yields of byproduct given;

: 67-56-1
methanol

: 134523-00-5
atorvastatin

A: 125995-03-1
atorvastatin lactone

B: 345891-62-5
(3R,5R)-methyl 7-(2-(4-fluorophenyl)-5-isopropyl-3-phenyl-4-(phenylcarbamoyl)-1H-pyrrol-1-yl)-3,5-dihydroxyheptanoate

Conditions

Conditions	Yield
With phosphoric acid In acetonitrile at 80℃; for 3h;	A 15.2 mg B 6.9 mg

...Expand

: ethyl α-bromo-4-fluorobenzeneacetate

: 125995-03-1
atorvastatin lactone

Conditions

Conditions	Yield
Multi-step reaction with 9 steps 1: 82.5 percent / triethylamine / acetonitrile / Ambient temperature 2: triethylamine / CH2Cl2 / 1 h / 0 °C 3: NaOH / methanol; H2O / 2 h / Heating 4: 43 percent / acetic anhydride / 4 h / 90 °C 5: 1.) concd. HCl, 2.) p-TSA, H2O / 1.) ethanol, reflux, 24 h, 2.) acetone, reflux, 2 d 6: 1.) sodium hydride, n-butyllithium / 1.) THF, hexane, 0 deg C, 30 min, 2.)a) -78 deg C, 30 min, b) 0 deg C, 1 h 7: 1.) tributylborane, sodium borohydride, 2.) 3 N NaOH, 30percent H2O2 / 1.) THF, a) RT, b) 0 deg C, 3 h, 2.) RT 8: toluene / 6 h / Heating View Scheme

Yield

Multi-step reaction with 9 steps
1: 82.5 percent / triethylamine / acetonitrile / Ambient temperature
2: triethylamine / CH2Cl2 / 1 h / 0 °C
3: NaOH / methanol; H2O / 2 h / Heating
4: 43 percent / acetic anhydride / 4 h / 90 °C
5: 1.) concd. HCl, 2.) p-TSA, H2O / 1.) ethanol, reflux, 24 h, 2.) acetone, reflux, 2 d
6: 1.) sodium hydride, n-butyllithium / 1.) THF, hexane, 0 deg C, 30 min, 2.)a) -78 deg C, 30 min, b) 0 deg C, 1 h
7: 1.) tributylborane, sodium borohydride, 2.) 3 N NaOH, 30percent H2O2 / 1.) THF, a) RT, b) 0 deg C, 3 h, 2.) RT
8: toluene / 6 h / Heating
View Scheme

: 143952-58-3
ethyl 3-(4-cyanophenyl)propiolate

: 125995-03-1
atorvastatin lactone

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 2: 73.9 g / methanol; tetrahydrofuran / 0 °C 3: 73 g / diisopropylamine, n-butyllithium / tetrahydrofuran; hexane / 4 h / -70 °C View Scheme

: ethyl α-<<2-(1,3-dioxolan-2-yl)ethyl>amino>-4-fluorobenzeneacetate

: 125995-03-1
atorvastatin lactone

Conditions

Conditions	Yield
Multi-step reaction with 8 steps 1: triethylamine / CH2Cl2 / 1 h / 0 °C 2: NaOH / methanol; H2O / 2 h / Heating 3: 43 percent / acetic anhydride / 4 h / 90 °C 4: 1.) concd. HCl, 2.) p-TSA, H2O / 1.) ethanol, reflux, 24 h, 2.) acetone, reflux, 2 d 5: 1.) sodium hydride, n-butyllithium / 1.) THF, hexane, 0 deg C, 30 min, 2.)a) -78 deg C, 30 min, b) 0 deg C, 1 h 6: 1.) tributylborane, sodium borohydride, 2.) 3 N NaOH, 30percent H2O2 / 1.) THF, a) RT, b) 0 deg C, 3 h, 2.) RT 7: toluene / 6 h / Heating View Scheme

Yield

Multi-step reaction with 8 steps
1: triethylamine / CH2Cl2 / 1 h / 0 °C
2: NaOH / methanol; H2O / 2 h / Heating
3: 43 percent / acetic anhydride / 4 h / 90 °C
4: 1.) concd. HCl, 2.) p-TSA, H2O / 1.) ethanol, reflux, 24 h, 2.) acetone, reflux, 2 d
5: 1.) sodium hydride, n-butyllithium / 1.) THF, hexane, 0 deg C, 30 min, 2.)a) -78 deg C, 30 min, b) 0 deg C, 1 h
6: 1.) tributylborane, sodium borohydride, 2.) 3 N NaOH, 30percent H2O2 / 1.) THF, a) RT, b) 0 deg C, 3 h, 2.) RT
7: toluene / 6 h / Heating
View Scheme

: 110862-44-7
α-<<2-(1,3-dioxolan-2-yl)ethyl>(2-methyl-1-oxopropyl)amino>-4-fluorobenzeneacetic acid

: 125995-03-1
atorvastatin lactone

Conditions

Conditions	Yield
Multi-step reaction with 6 steps 1: 43 percent / acetic anhydride / 4 h / 90 °C 2: 1.) concd. HCl, 2.) p-TSA, H2O / 1.) ethanol, reflux, 24 h, 2.) acetone, reflux, 2 d 3: 1.) sodium hydride, n-butyllithium / 1.) THF, hexane, 0 deg C, 30 min, 2.)a) -78 deg C, 30 min, b) 0 deg C, 1 h 4: 1.) tributylborane, sodium borohydride, 2.) 3 N NaOH, 30percent H2O2 / 1.) THF, a) RT, b) 0 deg C, 3 h, 2.) RT 5: toluene / 6 h / Heating View Scheme

Yield

Multi-step reaction with 6 steps
1: 43 percent / acetic anhydride / 4 h / 90 °C
2: 1.) concd. HCl, 2.) p-TSA, H2O / 1.) ethanol, reflux, 24 h, 2.) acetone, reflux, 2 d
3: 1.) sodium hydride, n-butyllithium / 1.) THF, hexane, 0 deg C, 30 min, 2.)a) -78 deg C, 30 min, b) 0 deg C, 1 h
4: 1.) tributylborane, sodium borohydride, 2.) 3 N NaOH, 30percent H2O2 / 1.) THF, a) RT, b) 0 deg C, 3 h, 2.) RT
5: toluene / 6 h / Heating
View Scheme

: 110862-43-6
α-<<2-(1,3-dioxolan-2-yl)ethyl>(2-methyl-1-oxopropyl)amino>-4-fluorobenzeneacetic acid, ethyl ester

: 125995-03-1
atorvastatin lactone

Conditions

Conditions	Yield
Multi-step reaction with 7 steps 1: NaOH / methanol; H2O / 2 h / Heating 2: 43 percent / acetic anhydride / 4 h / 90 °C 3: 1.) concd. HCl, 2.) p-TSA, H2O / 1.) ethanol, reflux, 24 h, 2.) acetone, reflux, 2 d 4: 1.) sodium hydride, n-butyllithium / 1.) THF, hexane, 0 deg C, 30 min, 2.)a) -78 deg C, 30 min, b) 0 deg C, 1 h 5: 1.) tributylborane, sodium borohydride, 2.) 3 N NaOH, 30percent H2O2 / 1.) THF, a) RT, b) 0 deg C, 3 h, 2.) RT 6: toluene / 6 h / Heating View Scheme

Yield

Multi-step reaction with 7 steps
1: NaOH / methanol; H2O / 2 h / Heating
2: 43 percent / acetic anhydride / 4 h / 90 °C
3: 1.) concd. HCl, 2.) p-TSA, H2O / 1.) ethanol, reflux, 24 h, 2.) acetone, reflux, 2 d
4: 1.) sodium hydride, n-butyllithium / 1.) THF, hexane, 0 deg C, 30 min, 2.)a) -78 deg C, 30 min, b) 0 deg C, 1 h
5: 1.) tributylborane, sodium borohydride, 2.) 3 N NaOH, 30percent H2O2 / 1.) THF, a) RT, b) 0 deg C, 3 h, 2.) RT
6: toluene / 6 h / Heating
View Scheme

: 110862-46-9
5-(4-fluorophenyl)-2-(1-methylethyl)-1-(3-oxopropyl)-N,4-diphenyl-1H-pyrrole-3-carboxamide

: 125995-03-1
atorvastatin lactone

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: 1.) sodium hydride, n-butyllithium / 1.) THF, hexane, 0 deg C, 30 min, 2.)a) -78 deg C, 30 min, b) 0 deg C, 1 h 2: 1.) tributylborane, sodium borohydride, 2.) 3 N NaOH, 30percent H2O2 / 1.) THF, a) RT, b) 0 deg C, 3 h, 2.) RT 3: toluene / 6 h / Heating View Scheme

: 110862-45-8
1-<2-(1,3-dioxolan-2-yl)ethyl>-5-(4-fluorophenyl)-2-(1-methylethyl)-N,4-diphenyl-1H-pyrrole-3-carboxamide

: 125995-03-1
atorvastatin lactone

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1: 1.) concd. HCl, 2.) p-TSA, H2O / 1.) ethanol, reflux, 24 h, 2.) acetone, reflux, 2 d 2: 1.) sodium hydride, n-butyllithium / 1.) THF, hexane, 0 deg C, 30 min, 2.)a) -78 deg C, 30 min, b) 0 deg C, 1 h 3: 1.) tributylborane, sodium borohydride, 2.) 3 N NaOH, 30percent H2O2 / 1.) THF, a) RT, b) 0 deg C, 3 h, 2.) RT 4: toluene / 6 h / Heating View Scheme

: 134394-97-1
methyl (R)-(+)-5-<2-(4-fluorophenyl)-5-(1-methylethyl)-3-phenyl-4-<(phenylamino)carbonyl>-1H-pyrrol-1-yl>-3-hydroxy-1-pentanoate

: 125995-03-1
atorvastatin lactone

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 73 g / diisopropylamine, n-butyllithium / tetrahydrofuran; hexane / 4 h / -70 °C View Scheme

: 125971-63-3
(R*,R*)-3,5-dihydroxy-7-<(4-fluorophenyl)-5-(1-methylethyl)-3-phenyl-4-<(phenylamino)carbonyl>-1H-pyrrol-1-yl>-1-heptanoic acid

: 125995-03-1
atorvastatin lactone

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: toluene / 6 h / Heating View Scheme

: 110862-47-0
methyl 7-<2-(4-fluorophenyl)-5-(1-methylethyl)-3-phenyl-4-<(phenylamino)carbonyl>-1H-pyrrol-1-yl>-5-hydroxy-3-oxo-1-heptanoate

: 125995-03-1
atorvastatin lactone

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 1.) tributylborane, sodium borohydride, 2.) 3 N NaOH, 30percent H2O2 / 1.) THF, a) RT, b) 0 deg C, 3 h, 2.) RT 2: toluene / 6 h / Heating View Scheme

: 134394-96-0
*,S*)>-5-<2-(4-fluorophenyl)-5-(1-methylethyl)-3-phenyl-4-<(phenylamino)carbonyl>-1H-pyrrol-1-yl>-3-hydroxy-1-pentanoic acid, 2-hydroxy-1,2,2-triphenylethyl ester

: 125995-03-1
atorvastatin lactone

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 73.9 g / methanol; tetrahydrofuran / 0 °C 2: 73 g / diisopropylamine, n-butyllithium / tetrahydrofuran; hexane / 4 h / -70 °C View Scheme

: 340266-37-7
[R-(R*,R*)]-2-(4-fluorophenyl)-β,δ-dihydroxy-5-(1-methylethyl)-3-phenyl-4-[(phenylamino)carbonyl]-1H-pyrrole-1-heptanoic acid; ammonium salt

: 125995-03-1
atorvastatin lactone

Conditions

Conditions	Yield
In toluene for 12h; Heating / reflux;

: 125995-03-1
atorvastatin lactone

: 1174332-81-0
1-((3R,5R)-3,5-dihydroxy-7-(hydroxyamino)-7-oxoheptyl)-5-(4-fluorophenyl)-2-isopropyl-N,4-diphenyl-7H-pyrrole-3-carboxamide

Conditions

Conditions	Yield
With hydroxylamine In tetrahydrofuran; water for 48h;	99%
With magnesium(II) bromide; hydroxylamine hydrochloride; sodium hydrogencarbonate In tetrahydrofuran; methanol at 20℃; for 20h;	51%

: 125995-03-1
atorvastatin lactone

: 141473-49-6
tetraethyl 3-aminopropylidene-1,1-bisphosphonate

: 1040395-59-2
tetraethyl (3R,5R)-3-N-(7-(3-(phenylcarbamoyl)-5-(4-fluorophenyl)-2-isopropyl-4-phenyl-1H-pyrrol-1-yl)-3,5-dihydroxyheptanoyl)aminopropane-1,1-bisphosphonate

Conditions

Conditions	Yield
In tetrahydrofuran at 60℃; for 48h;	96.3%

: 125995-03-1
atorvastatin lactone

: 134523-03-8
lipitor

Conditions

Conditions	Yield
Stage #1: atorvastatin lactone With calcium hydroxide In tetrahydrofuran; water at 45 - 50℃; for 2h; Stage #2: In dichloromethane; di-isopropyl ether at 10 - 15℃; for 0.25h; Product distribution / selectivity;	95.1%
Stage #1: atorvastatin lactone With sodium hydroxide In methanol; water at 25 - 50℃; for 2h; Stage #2: With hydrogenchloride In water pH=7.8 - 8.2; Stage #3: With calcium acetate In methanol; water at 25 - 30℃; Product distribution / selectivity;	92.21%
Stage #1: atorvastatin lactone With calcium hydroxide In tetrahydrofuran; water at 45 - 50℃; for 2h; Stage #2: In methanol at 40 - 45℃; Product distribution / selectivity;	91.82%

: 125995-03-1
atorvastatin lactone

: 842163-03-5
1-[2-((2R,4R)-4,6-dihydroxytetrahydro-2H-pyran-2-yl)ethyl]-5-(4-fluorophenyl)-2-isopropyl-N,4-diphenyl-1H-pyrrole-3-carboxamide

Conditions

Conditions	Yield
Stage #1: atorvastatin lactone With diisobutylaluminium hydride In dichloromethane; toluene at -78℃; for 1h; Stage #2: With water; rochelle salt In dichloromethane; toluene at 20℃; Product distribution / selectivity;	95%

: 114460-21-8
calcium acetate hydrate

: 125995-03-1
atorvastatin lactone

: 2C33H36FN2O5(1-)*Ca(2+)

Conditions

Conditions	Yield
Stage #1: atorvastatin lactone With sodium hydroxide In methanol; tert-butyl methyl ether; water at 50℃; for 2h; Stage #2: calcium acetate hydrate In water at 30 - 50℃; for 4.5h; Heating;	94%

: 125995-03-1
atorvastatin lactone

: 18162-48-6
tert-butyldimethylsilyl chloride

: 842162-99-6
(2R,4R)-1-{2-[4-(tert-butyldimethylsilyloxy)-6-oxotetrahydro-2-pyranyl]-ethyl}-5-(4-fluorophenyl)-2-isopropyl-4-phenyl-1H-pyrrole-3-carboxylic acid phenylamide

Conditions

Conditions	Yield
With 1H-imidazole In N,N-dimethyl-formamide	92%

: 1311-10-0
strontium hydroxide

: 543-94-2
strontium(II) acetate

: 125995-03-1
atorvastatin lactone

: [R-(R*,R*)]-2-(4-fluorophenyl)-β,δ-dihydroxy-5-(1-methylethyl)-3-phenyl-4-[(phenylamino)carbonyl]-1H-pyrrole-1-heptanoate strontium pentahydrate

Conditions

Conditions	Yield
Stage #1: strontium hydroxide; atorvastatin lactone With water In tert-butyl methyl ether; acetone at 20℃; for 3.5h; Stage #2: strontium(II) acetate With water In acetone at 50℃; for 10h; Product distribution / selectivity;	85%

...Expand

: 125995-03-1
atorvastatin lactone

: [R-(R*,R*)]-2-(4-fluorophenyl)-β,δ-dihydroxy-5-(1-methylethyl)-3-phenyl-4-[(phenylamino)carbonyl]-1H-pyrrole-1-heptanoate strontium

Conditions

Conditions	Yield
Stage #1: atorvastatin lactone With strontium hydroxide In tert-butyl methyl ether; water; acetone at 20℃; Stage #2: With strontium(II) acetate In water; acetone at 50℃; Product distribution / selectivity;	85%

: 1311-10-0
strontium hydroxide

: 543-94-2
strontium(II) acetate

: 125995-03-1
atorvastatin lactone

: [R-(R*,R*)]-2-(4-fluorophenyl)-β,δ-dihydroxy-5-(1-methylethyl)-3-phenyl-4-[(phenylamino)carbonyl]-1H-pyrrole-1-heptanoate strontium

Conditions

Conditions	Yield
Stage #1: strontium hydroxide; atorvastatin lactone In methanol; tert-butyl methyl ether; water at 20℃; for 3.5h; Stage #2: strontium(II) acetate In methanol; tert-butyl methyl ether; water at 50℃; for 19h;	77%

...Expand

: 125995-03-1
atorvastatin lactone

: calcium chloride

: atorvastatin calcium

Conditions

Conditions	Yield
Stage #1: atorvastatin lactone With methanol; sodium hydroxide; water Stage #2: calcium chloride In water	77%

: 125995-03-1
atorvastatin lactone

: 103129-81-3
(R)-2-[(2-aminoethoxy)methyl]4-(2-chlorophenyl)-1,4-dihydro-6-methyl-3,5-pyridinedicarboxylic acid 3-ethyl 5-methyl ester

: (R)-3-ethyl-5-methyl-2-{[2-({7-[(3-anilinocarbonyl)-5-(4-fluorophenyl)-2-isopropyl-4-phenyl-1H-pyrrol-1-yl]-3,5-dihydroxyheptanoyl}amino)ethoxy]methyl}-4-(2-chlorophenyl)-6-methyl-1,4-dihydro-3,5-pyridinedicarboxylate

Conditions

Conditions	Yield
In ethanol for 18h; Heating / reflux;	76%

: 125995-03-1
atorvastatin lactone

: (2R,4R)-1-{2-[4-(tert-Butyldimethylsilyloxy)-6-oxotetrahydro-2-pyranyl]-ethyl}-5-(4-fluorophenyl)-2-isopropyl-4-phenyl-1H-pyrrole-3-carboxylic acid phenylamide

Conditions

Conditions	Yield
With 1H-imidazole; tert-butyldimethylsilyl chloride In DMF (N,N-dimethyl-formamide) at 20℃; for 6h;	73%

: 125995-03-1
atorvastatin lactone

: 1-((3R,5R)-7-amino-3,5-dihydroxy-7-oxoheptyl)-5-(4-fluorophenyl)-2-isopropyl-N,4-diphenyl-1H-pyrrole-3-carboxamide

Conditions

Conditions	Yield
With ammonia In methanol at 20℃; for 24h;	71%

: 125995-03-1
atorvastatin lactone

: 103129-82-4
amlodipine

: (S)-3-ethyl-5-methyl-2-{[2-({7-[(3-anilinocarbonyl)-5-(4-fluorophenyl)-2-isopropyl-4-phenyl-1H-pyrrol-1-yl]-3,5-dihydroxyheptanoyl}amino)ethoxy]methyl}-4-(2-chlorophenyl)-6-methyl-1,4-dihydro-3,5-pyridinedicarboxylate

Conditions

Conditions	Yield
In ethanol for 18h; Heating / reflux;	64%

: 125995-03-1
atorvastatin lactone

: 80474-99-3
tetraethyl (aminomethylene)bis(phosphonate)

: 1040395-64-9
tetraethyl [(3R,5R)-(7-(3-(phenylcarbamoyl)-5-(4-fluorophenyl)-2-isopropyl-4-phenyl-1H-pyrrol-1-yl)-3,5-dihydroxyheptanoyl)aminomethylene]bisphosphonate

Conditions

Conditions	Yield
In tetrahydrofuran at 60℃; for 48h;	62.3%

Atorvastatin lactone Chemical Properties

Molecular structure of Atorvastatin lactone (CAS NO.125995-03-1) is:

Product Name: Atorvastatin lactone
CAS Registry Number: 125995-03-1
IUPAC Name: 5-(4-fluorophenyl)-1-[2-[(2R,4R)-4-hydroxy-6-oxooxan-2-yl]ethyl]-N,4-diphenyl-2-propan-2-ylpyrrole-3-carboxamide
Molecular Weight: 540.624523 [g/mol]
Molecular Formula: C₃₃H₃₃FN₂O₄
XLogP3-AA: 5.7
H-Bond Donor: 2
H-Bond Acceptor: 5
Melting Point: 103-106 °C
Molar Volume: 435.4 cm³
Surface Tension: 45.3 dyne/cm
Density: 1.24 g/cm³
Flash Point: 361.9 °C
Enthalpy of Vaporization: 104.1 kJ/mol
Boiling Point: 674.8 °C at 760 mmHg
Vapour Pressure: 3.92E-19 mmHg at 25°C

Atorvastatin lactone Uses

Atorvastatin lactone (CAS NO.125995-03-1) can be used for the treatment of inflammation.

Atorvastatin lactone Specification

Atorvastatin lactone , its cas register number is 125995-03-1. It also can be called 1H-Pyrrole-3-carboxamide, 5-(4-fluorophenyl)-2-(1-methylethyl)-N,4-diphenyl-1-(2-((2R,4R)-tetrahydro-4-hydroxy-6-oxo-2H-pyran-2-yl)ethyl)- ; (4R,6R)-6-{2-[2-(4-Fluorophenyl)-5-isopropyl-3-phenyl-4-(phenylcarbamoyl)pyrrol-1-yl]ethyl}-4-hydroxytetrahydro-2H-pyran-2-one .It is a slightly yellow solid.

Product Name

Atorvastatin lactone

Synthetic route

Atorvastatin lactone Chemical Properties

Atorvastatin lactone Uses

Atorvastatin lactone Specification

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