Solifenacin supplier | CasNO.242478-37-1

Name
Solifenacin
EINECS
CAS No. 242478-37-1
Article Data40
CAS DataBase
Density 1.24 g/cm³
Solubility
Melting Point
Formula C₂₃H₂₆N₂O₂
Boiling Point 505.5 °C at 760 mmHg
Molecular Weight 362.472
Flash Point 259.5 °C
Transport Information
Appearance
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms Solifenacin;[(8R)-1-azabicyclo[2.2.2]octan-8-yl] (1S)-1-phenyl-3,4-dihydro-1H-isoquinoline-2-carboxylate;2(1H)-Isoquinolinecarboxylic acid, 3,4-dihydro-1-phenyl-,1-azabicyclo(2.2.2)oct-3-yl ester, (R-(R*,S*))-;Solifenacin [inn:ban];Unii-A8910sqj1u;3,4-dihydro-1-phenyl-(1S)-2(1H)-Isoquinolinecarboxylic acid (3R)-1-azabicyclo[2.2.2]oct-3-yl ester;YM 905;(1S)-1-phenyl-1,2,3,4-tetrahydroisoquinoline-2-carboxylate
PSA 32.78000
LogP 3.74070

Synthetic route

: C34H29NO2P(1+)*Cl(1-)

: 25333-42-0
(R)-quinuclidin-3-ol

: 242478-37-1
solifenacin

Conditions

Conditions	Yield
In toluene at 60 - 70℃; Temperature;	96.8%

: 180468-42-2
(S)-N-carboxylic acid ethyl ester-1-phenyl-1,2,3,4-tetrahydroisoquinoline

: 25333-42-0
(R)-quinuclidin-3-ol

: 242478-37-1
solifenacin

Conditions

Conditions	Yield
With sodium hydride; 1-butyl-3-methylimidazolium Tetrafluoroborate In N,N-dimethyl-formamide at 100℃; for 6h; Temperature; Concentration;	95.1%
With sodium hydride In toluene for 3h; Heating;	89%
Stage #1: (R)-quinuclidin-3-ol With sodium hydride In toluene; mineral oil at 0℃; for 0.25h; Inert atmosphere; Stage #2: (S)-N-carboxylic acid ethyl ester-1-phenyl-1,2,3,4-tetrahydroisoquinoline In toluene; mineral oil at 130℃; for 8h; Inert atmosphere; Dean-Stark;	88%

: (3S)-1-azabicyclo[2.2.2]octan-3-yl 1H-imidazole-1-carboxylate

: 22990-19-8, 96719-89-0, 118864-75-8
(S)-1-phenyl-1,2,3,4-tetrahydroisoquinoline

: 242478-37-1
solifenacin

Conditions

Conditions	Yield
In tetrahydrofuran at 0℃; for 2h; Inert atmosphere;	92.2%

: 1459721-13-1
(3R)-1-azabicyclo[2,2,2]oct-3-yl pentafluorophenylcarbonate

: 22990-19-8, 96719-89-0, 118864-75-8
(S)-1-phenyl-1,2,3,4-tetrahydroisoquinoline

: 242478-37-1
solifenacin

Conditions

Conditions	Yield
In toluene at 10 - 15℃; Temperature; Time; Solvent;	91%
In toluene at 10 - 15℃; Solvent; Temperature;	91%

: Solifenacin hydrochloride

: 242478-37-1
solifenacin

Conditions

Conditions	Yield
With ammonium hydroxide In water pH=9 - 10;	90%

: 1229227-22-8
4-nitrophenyl (1S)-1-phenyl-3,4-dihydroisoquinoline-2(1H)-carboxylate

: 25333-42-0
(R)-quinuclidin-3-ol

: 242478-37-1
solifenacin

Conditions

Conditions	Yield
Stage #1: (R)-quinuclidin-3-ol With 18-crown-6 ether; sodium hydride In toluene; mineral oil Inert atmosphere; Stage #2: 4-nitrophenyl (1S)-1-phenyl-3,4-dihydroisoquinoline-2(1H)-carboxylate In toluene; mineral oil at 20 - 110℃; for 18h; Inert atmosphere;	74%
Stage #1: (R)-quinuclidin-3-ol With sodium hydride In N,N-dimethyl-formamide; mineral oil Inert atmosphere; Stage #2: 4-nitrophenyl (1S)-1-phenyl-3,4-dihydroisoquinoline-2(1H)-carboxylate In N,N-dimethyl-formamide; mineral oil at 110℃; for 4h; Inert atmosphere;	70%

: 22990-19-8, 96719-89-0, 118864-75-8
(S)-1-phenyl-1,2,3,4-tetrahydroisoquinoline

: 25333-42-0
(R)-quinuclidin-3-ol

: 242478-37-1
solifenacin

Conditions

Conditions	Yield
Stage #1: (R)-quinuclidin-3-ol With sodium methylate In toluene at 5℃; Inert atmosphere; Reflux; Stage #2: (S)-1-phenyl-1,2,3,4-tetrahydroisoquinoline In N,N-dimethyl-formamide; toluene at 60℃; Reflux;	72%
Stage #1: (R)-quinuclidin-3-ol With 1,1'-Carbonyl-di-(1,2,4-triazole); triethylamine In Isopropyl acetate at 20℃; for 2h; Stage #2: (S)-1-phenyl-1,2,3,4-tetrahydroisoquinoline In Isopropyl acetate for 4h; Product distribution / selectivity; Heating / reflux;

: propyl (1S)-1-phenyl-3,4-dihydro-2(1H)isoquinolinecarboxylate

: 25333-42-0
(R)-quinuclidin-3-ol

: 242478-37-1
solifenacin

Conditions

Conditions	Yield
Stage #1: (R)-quinuclidin-3-ol With sodium hydride In toluene at 80℃; for 1h; Stage #2: propyl (1S)-1-phenyl-3,4-dihydro-2(1H)isoquinolinecarboxylate In toluene for 18h; Reflux;	63.9%

: (3R)-1-azabicyclo[2.2.2]octan-3-ol hydrochloride

: 180468-42-2
(S)-N-carboxylic acid ethyl ester-1-phenyl-1,2,3,4-tetrahydroisoquinoline

: 242478-37-1
solifenacin

Conditions

Conditions	Yield
Stage #1: (3R)-1-azabicyclo[2.2.2]octan-3-ol hydrochloride With sodium methylate at 5 - 30℃; Inert atmosphere; Stage #2: (S)-N-carboxylic acid ethyl ester-1-phenyl-1,2,3,4-tetrahydroisoquinoline In N,N-dimethyl-formamide; toluene at 60℃; Reflux;	51%

: 180468-42-2
(S)-N-carboxylic acid ethyl ester-1-phenyl-1,2,3,4-tetrahydroisoquinoline

: sodium (R)-quinuclidin-3-ol

: 242478-37-1
solifenacin

Conditions

Conditions	Yield
Stage #1: sodium (R)-quinuclidin-3-ol With sodium methylate In N,N-dimethyl-formamide; toluene at 25℃; Inert atmosphere; Reflux; Stage #2: (S)-N-carboxylic acid ethyl ester-1-phenyl-1,2,3,4-tetrahydroisoquinoline In N,N-dimethyl-formamide; toluene at 70℃; Reflux;	50%

: 180468-42-2
(S)-N-carboxylic acid ethyl ester-1-phenyl-1,2,3,4-tetrahydroisoquinoline

: 25333-42-0
(R)-quinuclidin-3-ol

A: 732228-02-3
(1S)-3,4-dihydro-1-phenyl-2-(1H)-isoquinolinecarboxylic acid (3S)-1-azabicyclo[2.2.2]oct-3-yl ester

B: 740780-79-4
(3R)-1-azabicyclo[2.2.2]oct-3-yl (1R)-3,4-dihydro-1-phenyl-2(1H)-isoquinolinecarboxylate

C: 22990-19-8, 96719-89-0, 118864-75-8
(S)-1-phenyl-1,2,3,4-tetrahydroisoquinoline

D: 242478-37-1
solifenacin

Conditions

Conditions	Yield
With potassium 2-methylbutan-2-olate In toluene at 90℃; for 3h; Product distribution / selectivity;	A 1.1% B 3.2% C 6% D n/a

...Expand

: 180468-42-2
(S)-N-carboxylic acid ethyl ester-1-phenyl-1,2,3,4-tetrahydroisoquinoline

A: 732228-02-3
(1S)-3,4-dihydro-1-phenyl-2-(1H)-isoquinolinecarboxylic acid (3S)-1-azabicyclo[2.2.2]oct-3-yl ester

B: 740780-79-4
(3R)-1-azabicyclo[2.2.2]oct-3-yl (1R)-3,4-dihydro-1-phenyl-2(1H)-isoquinolinecarboxylate

C: 242478-37-1
solifenacin

Conditions

Conditions	Yield
Stage #1: (R)-quinuclidin-3-ol With sodium hydride In toluene for 0.166667h; Stage #2: (S)-N-carboxylic acid ethyl ester-1-phenyl-1,2,3,4-tetrahydroisoquinoline In toluene at 26 - 110℃; for 4.33333h; Product distribution / selectivity;

...Expand

: 52250-50-7
1-phenyl-3,4-dihydroisoquinoline

: 242478-37-1
solifenacin

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: NaBH4 / ethanol / 60 h / 20 °C 2: 100 percent / K2CO3 / CH2Cl2 / 20 °C 3: 89 percent / NaH / toluene / 3 h / Heating View Scheme
Multi-step reaction with 4 steps 1.1: methanol; sodium tetrahydroborate / water / 5.42 h / 20 - 34 °C 2.1: D-tartaric acid / methanol; ethyl acetate / 2.08 h / 28 - 64 °C / Resolution of racemate 2.2: 1.17 h / pH 8 - 9 3.1: sodium carbonate / toluene / 2.17 h / 0 - 28 °C 4.1: toluene / 5 h / 55 - 115 °C 4.2: 10 h / 55 - 115 °C View Scheme

: 3278-14-6
N-phenethylbenzamide

: 242478-37-1
solifenacin

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: P2O5; POCl3 / xylene / 2.5 h / Heating 2: NaBH4 / ethanol / 60 h / 20 °C 3: 100 percent / K2CO3 / CH2Cl2 / 20 °C 4: 89 percent / NaH / toluene / 3 h / Heating View Scheme
Multi-step reaction with 5 steps 1.1: PPA / water / 4.25 h / 14.9 - 165 °C 1.2: 0.17 h / 28 - 42 °C / pH 2.1 - 7.12 2.1: methanol; sodium tetrahydroborate / water / 5.42 h / 20 - 34 °C 3.1: D-tartaric acid / methanol; ethyl acetate / 2.08 h / 28 - 64 °C / Resolution of racemate 3.2: 1.17 h / pH 8 - 9 4.1: sodium carbonate / toluene / 2.17 h / 0 - 28 °C 5.1: toluene / 5 h / 55 - 115 °C 5.2: 10 h / 55 - 115 °C View Scheme

Yield

Multi-step reaction with 4 steps
1: P2O5; POCl3 / xylene / 2.5 h / Heating
2: NaBH4 / ethanol / 60 h / 20 °C
3: 100 percent / K2CO3 / CH2Cl2 / 20 °C
4: 89 percent / NaH / toluene / 3 h / Heating
View Scheme

Multi-step reaction with 5 steps
1.1: PPA / water / 4.25 h / 14.9 - 165 °C
1.2: 0.17 h / 28 - 42 °C / pH 2.1 - 7.12
2.1: methanol; sodium tetrahydroborate / water / 5.42 h / 20 - 34 °C
3.1: D-tartaric acid / methanol; ethyl acetate / 2.08 h / 28 - 64 °C / Resolution of racemate
3.2: 1.17 h / pH 8 - 9
4.1: sodium carbonate / toluene / 2.17 h / 0 - 28 °C
5.1: toluene / 5 h / 55 - 115 °C
5.2: 10 h / 55 - 115 °C
View Scheme

: 22990-19-8, 96719-89-0, 118864-75-8
(S)-1-phenyl-1,2,3,4-tetrahydroisoquinoline

: 242478-37-1
solifenacin

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 100 percent / K2CO3 / CH2Cl2 / 20 °C 2: 89 percent / NaH / toluene / 3 h / Heating View Scheme
Multi-step reaction with 2 steps 1.1: pyridine / toluene / 20 - 80 °C 2.1: sodium hydride / tetrahydrofuran / 0.75 h / Reflux 2.2: 1.5 h / Reflux View Scheme
Multi-step reaction with 2 steps 1.1: bis-(p-nitrophenyl) carbonate / N,N-dimethyl-formamide / 25 - 30 °C 1.2: 3 h / 25 - 30 °C 1.3: 25 - 30 °C / pH 1 - 2 2.1: ammonium hydroxide / water / pH 9 - 10 View Scheme

: 180468-42-2
(S)-N-carboxylic acid ethyl ester-1-phenyl-1,2,3,4-tetrahydroisoquinoline

: 25333-42-0
(R)-quinuclidin-3-ol

A: 732228-02-3
(1S)-3,4-dihydro-1-phenyl-2-(1H)-isoquinolinecarboxylic acid (3S)-1-azabicyclo[2.2.2]oct-3-yl ester

B: 774517-20-3
(3S)-1-azabicyclo[2.2.2]oct-3-yl (1R)-3,4-dihydro-1-phenyl-2(1H)-isoquinolinecarboxylate

C: 740780-79-4
(3R)-1-azabicyclo[2.2.2]oct-3-yl (1R)-3,4-dihydro-1-phenyl-2(1H)-isoquinolinecarboxylate

D: 242478-37-1
solifenacin

Conditions

Conditions	Yield
With sodium ethanolate In water; N,N-dimethyl-formamide; toluene at 20℃; for 8h; Product distribution / selectivity; Heating;

...Expand

: methyl (1S)-1-phenyl-3,4-dihydro-2(1H)-isoquinoline-carboxylate

: 124-41-4
sodium methylate

: 25333-42-0
(R)-quinuclidin-3-ol

A: (1S,3'R)-2'-methylquinuclidin-3'-yl-1-phenyl-1,2,3,4-tetrahydrolsoquinoline-2-carboxylate

B: 242478-37-1
solifenacin

Conditions

Conditions	Yield
In N,N-dimethyl-formamide; toluene for 8h;

...Expand

: benzyl (S)-1-phenyl-1,2,3,4-tetrahydroisoquinoline-2-carboxylate

: 20194-18-7
sodium phenyl-methanolate

: 25333-42-0
(R)-quinuclidin-3-ol

A: (1S,3'R)-2'-benzylquinuclidin-3'-yl-1-phenyl-1,2,3,4-terahydroisoquinoline-2-carboxylate

B: 242478-37-1
solifenacin

Conditions

Conditions	Yield
In N,N-dimethyl-formamide; toluene for 8h;

...Expand

: C18H18ClNO2

: 25333-42-0
(R)-quinuclidin-3-ol

: 242478-37-1
solifenacin

Conditions

Conditions	Yield
With sodium hydride In N,N-dimethyl-formamide; toluene at 80 - 100℃; for 18h; Product distribution / selectivity;

: 22990-19-8, 96719-89-0, 118864-75-8
(S)-1-phenyl-1,2,3,4-tetrahydroisoquinoline

: 530-62-1
1,1'-carbonyldiimidazole

: 25333-42-0
(R)-quinuclidin-3-ol

: 242478-37-1
solifenacin

Conditions

Conditions	Yield
Stage #1: (S)-1-phenyl-1,2,3,4-tetrahydroisoquinoline; 1,1'-carbonyldiimidazole In toluene at 20℃; for 2.75h; Stage #2: (R)-quinuclidin-3-ol With sodium hydride In N,N-dimethyl-formamide; toluene at 20 - 85℃;

...Expand

: 180468-42-2
(S)-N-carboxylic acid ethyl ester-1-phenyl-1,2,3,4-tetrahydroisoquinoline

: 25333-42-0
(R)-quinuclidin-3-ol

A: 732228-02-3
(1S)-3,4-dihydro-1-phenyl-2-(1H)-isoquinolinecarboxylic acid (3S)-1-azabicyclo[2.2.2]oct-3-yl ester

B: 740780-79-4
(3R)-1-azabicyclo[2.2.2]oct-3-yl (1R)-3,4-dihydro-1-phenyl-2(1H)-isoquinolinecarboxylate

C: 242478-37-1
solifenacin

Conditions

Conditions	Yield
With potassium tert-butylate In toluene at 90℃; for 3 - 10h; Product distribution / selectivity;

...Expand

: phenyl (S)-1-phenyl-3,4-dihydro-1H-isoquinoline-2-carboxylate

: 25333-42-0
(R)-quinuclidin-3-ol

: 242478-37-1
solifenacin

Conditions

Conditions	Yield
With sodium hydride In N,N-dimethyl acetamide at 0 - 60℃;
Stage #1: (R)-quinuclidin-3-ol With sodium hydride In ISOPROPYLAMIDE; mineral oil at 0 - 20℃; Stage #2: phenyl (S)-1-phenyl-3,4-dihydro-1H-isoquinoline-2-carboxylate In ISOPROPYLAMIDE; toluene; mineral oil at 20 - 60℃;

: (+)-(1S,3'R)-quinuclidin-3'-yl 1-phenyl-1,2,3,4-tetrahydro-isoquinoline-2-carboxylate di-p-toluoyl-L-tartrate

: 242478-37-1
solifenacin

Conditions

Conditions	Yield
With sodium hydrogencarbonate In water at 0 - 15℃; Product distribution / selectivity;

: (+)-(1S,3'R)-quinuclidin-3'-yl 1-phenyl-1,2,3,4-tetrahydro-isoquinoline-2-carboxylate oxalate

: 242478-37-1
solifenacin

Conditions

Conditions	Yield
With sodium hydrogencarbonate In water; ethyl acetate at 0 - 30℃;

: (+)-(1S,3'R)-quinuclidin-3'-yl 1-phenyl-1,2,3,4-tetrahydro-isoquinoline-2-carboxylate hydrochloride

: 242478-37-1
solifenacin

Conditions

Conditions	Yield
With sodium hydrogencarbonate In water; ethyl acetate at 0 - 30℃;

: 1195949-26-8
(S)-1-phenyl-3,4-dihydroisoquinoline-2(1H)-carbonyl chloride

: 25333-42-0
(R)-quinuclidin-3-ol

: 242478-37-1
solifenacin

Conditions

Conditions	Yield
Stage #1: (R)-quinuclidin-3-ol With sodium hydride In tetrahydrofuran for 0.75h; Reflux; Stage #2: (S)-1-phenyl-3,4-dihydroisoquinoline-2(1H)-carbonyl chloride In tetrahydrofuran for 1.5h; Reflux;
Stage #1: (R)-quinuclidin-3-ol With sodium hydride In tetrahydrofuran for 0.75h; Reflux; Stage #2: (S)-1-phenyl-3,4-dihydroisoquinoline-2(1H)-carbonyl chloride In tetrahydrofuran for 1.5h; Reflux;

: 1029430-94-1
2-(1H-imidazole-2-ylcarbonyl)-(1S)-1-phenyl-1,2,3,4-tetrahydroisoquinoline

: 25333-42-0
(R)-quinuclidin-3-ol

: 242478-37-1
solifenacin

Conditions

Conditions	Yield
Stage #1: 2-(1H-imidazole-2-ylcarbonyl)-(1S)-1-phenyl-1,2,3,4-tetrahydroisoquinoline With titanium(IV) isopropylate In tetrahydrofuran at 20℃; for 0.5h; Stage #2: (R)-quinuclidin-3-ol With sodium hydride In tetrahydrofuran Product distribution / selectivity; Reflux;

: 1243274-81-8
(3R)-1-azabicyclo[2.2.2]oct-3-yl 4-nitrophenyl carbonate

: 22990-19-8, 96719-89-0, 118864-75-8
(S)-1-phenyl-1,2,3,4-tetrahydroisoquinoline

: 242478-37-1
solifenacin

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 25 - 30℃; Product distribution / selectivity;

: solifenacin succinate

: 242478-37-1
solifenacin

Conditions

Conditions	Yield
With ammonia In water; toluene pH=9 - 10;

: 141-52-6
sodium ethanolate

: 541-41-3
chloroformic acid ethyl ester

: 22990-19-8, 96719-89-0, 118864-75-8
(S)-1-phenyl-1,2,3,4-tetrahydroisoquinoline

: 25333-42-0
(R)-quinuclidin-3-ol

A: (1S,3'R)-2'-ethylquinuclidine-3'-yl-1-phenyl-1,2,3,4-tetrahydroisoquinoline-2-carboxylate

B: 242478-37-1
solifenacin

Conditions

Conditions	Yield
Stage #1: chloroformic acid ethyl ester; (S)-1-phenyl-1,2,3,4-tetrahydroisoquinoline With potassium carbonate In water; toluene at 10 - 25℃; for 2h; Stage #2: sodium ethanolate; (R)-quinuclidin-3-ol In N,N-dimethyl-formamide; toluene at 20℃; for 8h; Stage #3: With hydrogenchloride; potassium carbonate more than 3 stages;

...Expand

: 110-15-6
succinic acid

: 242478-37-1
solifenacin

: solifenacin succinate

Conditions

Conditions	Yield
In toluene at 20 - 50℃; Product distribution / selectivity;	100%
In ethyl acetate at 20 - 80℃; for 10h;	94.2%
In ethyl acetate; acetone for 2h; Reflux;	91.9%

: 732228-02-3
(1S)-3,4-dihydro-1-phenyl-2-(1H)-isoquinolinecarboxylic acid (3S)-1-azabicyclo[2.2.2]oct-3-yl ester

: 740780-79-4
(3R)-1-azabicyclo[2.2.2]oct-3-yl (1R)-3,4-dihydro-1-phenyl-2(1H)-isoquinolinecarboxylate

: 110-15-6
succinic acid

: 22990-19-8, 96719-89-0, 118864-75-8
(S)-1-phenyl-1,2,3,4-tetrahydroisoquinoline

: 242478-37-1
solifenacin

A: 862207-71-4
(1S)-3,4-dihydro-1-phenyl-2-(1H)-isoquinolinecarboxylic acid (3S)-1-azabicyclo[2.2.2]oct-3-yl ester succinate

B: 862207-70-3
(3R)-1-azabicyclo[2.2.2]oct-3-yl (1R)-3,4-dihydro-1-phenyl-2(1H)-isoquinoline carboxylate succinate

C: 1-(S)-phenyl-1,2,3,4-tetrahydroisoquinoline succinate

D: solifenacin succinate

Conditions

Conditions	Yield
In isopropyl alcohol at 20℃;	A 0.33% B 0.17% C 0.07% D 89%

...Expand

: 110-15-6
succinic acid

: 242478-37-1
solifenacin

: (1S)-(3R)-1-azabicyclo[2.2.2]oct-3-yl 3,4-dihydro-1-phenyl-2(1H)-isoquinoline carboxylate succinate

Conditions

Conditions	Yield
In isopropyl alcohol at 20℃;	89%
In ethanol; ethyl acetate at 20℃; Reflux;
In ethanol at 70 - 75℃;

: 87-69-4
L-Tartaric acid

: 242478-37-1
solifenacin

: 1035547-81-9
(3R)-1-azabicyclo[2.2.2]oct-3-yl (1S)-3,4-dihydro-1-phenyl-2(1H)-isoquinoline carboxylate hydrogen L-tartrate

Conditions

Conditions	Yield
In methanol; isopropyl alcohol at 20℃;	89%

: 242478-37-1
solifenacin

: 180272-28-0
(1'S,3R)-3-[[(1'-phenyl-1',2',3',4'-tetrahydro-2'-isoquinolyl)carbonyl]oxy]quinuclidine 1-oxide

Conditions

Conditions	Yield
With sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid In dichloromethane at 10 - 20℃; for 1h;	83%

: 732228-02-3
(1S)-3,4-dihydro-1-phenyl-2-(1H)-isoquinolinecarboxylic acid (3S)-1-azabicyclo[2.2.2]oct-3-yl ester

: 740780-79-4
(3R)-1-azabicyclo[2.2.2]oct-3-yl (1R)-3,4-dihydro-1-phenyl-2(1H)-isoquinolinecarboxylate

: 87-69-4
L-Tartaric acid

: 242478-37-1
solifenacin

A: (3S)-1-azabicyclo[2.2.2]oct-3-yl (1S)-3,4-dihydro-1-phenyl-2(1H)-isoquinoline carboxylate tartrate

B: 1035547-81-9
(3R)-1-azabicyclo[2.2.2]oct-3-yl (1S)-3,4-dihydro-1-phenyl-2(1H)-isoquinoline carboxylate hydrogen L-tartrate

C: (3R)-1-azabicyclo[2.2.2]oct-3-yl (1R)-3,4-dihydro-1-phenyl-2(1H)-isoquinoline carboxylate tartrate

Conditions

Conditions	Yield
In methanol; isopropyl alcohol at 20℃;	A 0.6% B 79% C 1.1%

...Expand

: 242478-37-1
solifenacin

: Solifenacin hydrochloride

Conditions

Conditions	Yield
With hydrogenchloride In methanol; butanone at 20℃; Purification / work up;	63%
With hydrogenchloride In methanol; butanone at 20℃;	63%
With hydrogenchloride In ethanol; ethyl acetate
With hydrogenchloride In ethanol; water at 20℃; Product distribution / selectivity;

: 144-62-7
oxalic acid

: 242478-37-1
solifenacin

A: C2H2O4*C18H19NO2

B: (S)-((R)-quinuclidin-3-yl) 1-phenyl-3,4-dihydroisoquinoline-2(1H)-carboxylate monooxalate

C: (S)-1-phenyl-1,2,3,4-tetrahydroisoquinoline oxalate

D: C2H2O4*C23H26N2O2

E: C2H2O4*C23H26N2O2

Conditions

Conditions	Yield
In ethanol

...Expand

: 110-15-6
succinic acid

: 242478-37-1
solifenacin

A: 862207-71-4
(1S)-3,4-dihydro-1-phenyl-2-(1H)-isoquinolinecarboxylic acid (3S)-1-azabicyclo[2.2.2]oct-3-yl ester succinate

B: 862207-70-3
(3R)-1-azabicyclo[2.2.2]oct-3-yl (1R)-3,4-dihydro-1-phenyl-2(1H)-isoquinoline carboxylate succinate

C: solifenacin succinate

Conditions

Conditions	Yield
In ethanol; ethyl acetate at 0 - 50℃; Product distribution / selectivity;

...Expand

: 774517-20-3
(3S)-1-azabicyclo[2.2.2]oct-3-yl (1R)-3,4-dihydro-1-phenyl-2(1H)-isoquinolinecarboxylate

: 242478-37-1
solifenacin

A: (1S,3'S)-quinuclidin-3'-yl 1-phenyl-1,2,3,4-tetrahydroisoquinoline-2-carboxylate monohydrochloride

B: Solifenacin hydrochloride

C: (1R,3'R)-quinuclidin-3'-yl 1-phenyl-1,2,3,4-tetrahydroisoquinoline-2-carboxylate monohydrochloride

D: C18H19NO2*ClH

E: (S)-1-phenyl-1,2,3,4-tetrahydroisoquinoline hydrochloride

Conditions

Conditions	Yield
With hydrogenchloride In ethanol; ethyl acetate Product distribution / selectivity;

...Expand

Solifenacin Specification

The Solifenacin is an organic compound with the formula C₂₃H₂₆N₂O₂. The IUPAC name of this chemical is 1-azabicyclo[2.2.2]octan-3-yl(1S)-1-phenyl-3,4-dihydro-1H-isoquinoline-2-carboxylate. With the CAS registry number 242478-37-1, it is also named as 2(1H)-Isoquinolinecarboxylic acid, 3,4-dihydro-1-phenyl-, (3R)-1-azabicyclo[2.2.2]oct-3-yl ester, (1S)-. Besides, it is used in the treatment of overactive bladder with or without urge incontinence.

Physical properties about Solifenacin are: (1)ACD/LogP: 4.159; (2)ACD/LogD (pH 5.5): 1.20; (3)ACD/LogD (pH 7.4): 2.53; (4)ACD/BCF (pH 5.5): 1.00; (5)ACD/BCF (pH 7.4): 20.09; (6)ACD/KOC (pH 5.5): 4.74 ; (7)ACD/KOC (pH 7.4): 102.71; (8)#H bond acceptors: 4; (9)#Freely Rotating Bonds: 3; (10)Index of Refraction: 1.649; (11)Molar Refractivity: 105.823 cm³; (12)Molar Volume: 290.574 cm³; (13)Polarizability: 41.951 10-24cm³; (14)Surface Tension: 57.4669990539551 dyne/cm; (15)Density: 1.247 g/cm³; (16)Flash Point: 259.526 °C ; (17)Enthalpy of Vaporization: 77.52 kJ/mol; (18)Boiling Point: 505.515 °C at 760 mmHg

You can still convert the following datas into molecular structure:
(1)SMILES: O=C(O[C@@H]2C1CCN(CC1)C2)N5[C@@H](c3ccccc3)c4ccccc4CC5
(2)InChI: InChI=1/C23H26N2O2/c26-23(27-21-16-24-13-10-18(21)11-14-24)25-15-12-17-6-4-5-9-20(17)22(25)19-7-2-1-3-8-19/h1-9,18,21-22H,10-16H2/t21-,22-/m0/s1(3)InChIKey: FBOUYBDGKBSUES-VXKWHMMOBQ
(4)Std. InChI: InChI=1S/C23H26N2O2/c26-23(27-21-16-24-13-10-18(21)11-14-24)25-15-12-17-6-4-5-9-20(17)22(25)19-7-2-1-3-8-19/h1-9,18,21-22H,10-16H2/t21-,22-/m0/s1
(5)Std. InChIKey: FBOUYBDGKBSUES-VXKWHMMOSA-N

Product Name

Solifenacin

Synthetic route

Solifenacin Specification

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