Tolterodine supplier | CasNO.124937-51-5

Name
Tolterodine
EINECS
CAS No. 124937-51-5
Article Data29
CAS DataBase
Density 1.003 g/cm³
Solubility
Melting Point
Formula C₂₂H₃₁NO
Boiling Point 442.2 °C at 760 mmHg
Molecular Weight 325.494
Flash Point 192.1 °C
Transport Information
Appearance white like or light brown crystalline powder
Safety 22-36/37-57
Risk Codes 63-51/53
Molecular Structure
Hazard Symbols Xn,N
Synonyms Phenol,2-[3-[bis(1-methylethyl)amino]-1-phenylpropyl]-4-methyl-, (R)-;(+)-Tolterodine;(R)-(+)-N,N-Diisopropyl-3-(2-hydroxy-5-methylphenyl)-3-phenylpropylamine;(R)-(+)-Tolterodine;(R)-N,N-Diisopropyl-3-(2-hydroxy-5-methylphenyl)-3-phenylpropanamine;(R)-N,N-Diisopropyl-N-[3-(2-hydroxy-5-methylphenyl)-3-phenylpropyl]amine;(R)-Tolterodine;Kabi 2234;PNU 200583;
PSA 23.47000
LogP 5.34140

Synthetic route

: 848768-06-9
(R)-3-(2-(benzyloxy)-5-methylphenyl)-N,N-diisopropyl-3-phenylpropan-1-amine

: 124937-51-5
(R)-(+)-tolterodine

Conditions

Conditions	Yield
With hydrogen; palladium on activated charcoal In methanol at 20℃; for 24h;	100%
With palladium on activated charcoal; hydrogen In methanol at 20℃; for 24h;	100%
With hydrogen; palladium on activated charcoal In methanol at 20℃; under 760 Torr; for 12h;	97%
With palladium 10% on activated carbon; hydrogen In methanol at 20℃; under 1125.11 Torr; for 24h;	94%

: (R)-N,N-diisopropyl-3-[2-(benzyloxy)-5-methylphenyl]-3-phenylpropan-1-amine

: 124937-51-5
(R)-(+)-tolterodine

Conditions

Conditions	Yield
With hydrogenchloride In isopropyl alcohol at 50℃; for 22h;	98%

: 828933-86-4
(4R)-6-methyl-4-phenylchroman-2-ol

: 108-18-9
diisopropylamine

: 124937-51-5
(R)-(+)-tolterodine

Conditions

Conditions	Yield
With sodium cyanoborohydride; acetic acid In methanol at 20℃; for 72h; Inert atmosphere;	93%
With palladium 10% on activated carbon; hydrogen In methanol at 50℃; under 2585.81 Torr; for 12h; Autoclave;	93%
With hydrogen; palladium on activated charcoal In methanol under 2585.74 Torr; for 12h; Heating;	91%

: 1275593-51-5
(Z)-2-(3-(diisopropylamino)-1-phenylprop-1-enyl)-4-methylphenol

: 124937-51-5
(R)-(+)-tolterodine

Conditions

Conditions	Yield
With 1,2-bis [(2S,5S)-2,5-diphenylphospholano]ethane 1,5-cyclooctadiene rhodium(I) tetrafluoroborate; hydrogen; lithium tert-butoxide In toluene at 20℃; under 2585.81 Torr; for 2h; Inert atmosphere; optical yield given as %ee; enantioselective reaction;	89%

: 518360-71-9
(R)-N,N-diisopropyl-3-(2-methoxy-5-methylphenyl)-3-phenylpropan-1-amine

: 124937-51-5
(R)-(+)-tolterodine

Conditions

Conditions	Yield
With hydrogen bromide; acetic acid	87%
Stage #1: (R)-N,N-diisopropyl-3-(2-methoxy-5-methylphenyl)-3-phenylpropan-1-amine With boron tribromide In dichloromethane at -78 - 0℃; Stage #2: With methanol In dichloromethane at -78 - 20℃; optical yield given as %ee;

: 906532-18-1
diisopropyl-(3-phenyl-3-p-toluyloxypropyl)amine

: 124937-51-5
(R)-(+)-tolterodine

Conditions

Conditions	Yield
Stage #1: diisopropyl-(3-phenyl-3-p-toluyloxypropyl)amine With sulfuric acid In water at 20℃; for 3h; Stage #2: With sodium hydroxide In water for 0.5h; pH=9 - 10; Product distribution / selectivity;	82%
Stage #1: diisopropyl-(3-phenyl-3-p-toluyloxypropyl)amine at 20℃; for 3h; Stage #2: With sodium hydroxide In water for 0.5h; pH=9 - 10; Product distribution / selectivity;

: 851789-55-4
C29H37NO3S

: 124937-51-5
(R)-(+)-tolterodine

Conditions

Conditions	Yield
With sodium hydroxide In methanol for 4h; Heating;	82%

: 106-44-5
p-cresol

: 906532-26-1
3-(N,N-diisopropylamino)-1-phenylpropan-1-ol

: 124937-51-5
(R)-(+)-tolterodine

Conditions

Conditions	Yield
Stage #1: p-cresol; 3-(N,N-diisopropylamino)-1-phenylpropan-1-ol With sulfuric acid In water at 40℃; for 3h; Stage #2: With sodium hydroxide In water for 0.5h; pH=9 - 10; Product distribution / selectivity;	80%

: 828933-86-4
(4R)-6-methyl-4-phenylchroman-2-ol

: 124937-51-5
(R)-(+)-tolterodine

Conditions

Conditions	Yield
With sodium cyanoborohydride; acetic acid; diisopropylamine In methanol at 20℃; for 72h;	48%

: 215929-29-6
(R)-3-(2-Benzyloxy-5-methyl-phenyl)-N,N-diisopropyl-3-phenyl-propionamide

: 124937-51-5
(R)-(+)-tolterodine

Conditions

Conditions	Yield
With lithium aluminium tetrahydride; hydrogen; palladium on activated charcoal 1) ether, rt, overnight; 2) MeOH, 1 atm, rt, overnight; Yield given. Multistep reaction;
Multi-step reaction with 2 steps 1: dimethylsulfide borane complex / tetrahydrofuran / 20 h / Inert atmosphere; Reflux 2: palladium 10% on activated carbon; hydrogen / methanol / 24 h / 20 °C / 1125.11 Torr View Scheme

: 2-[3-[bis-(1-methylethyl)-amino]-1-phenylpropyl]-4-methylphenol tartrate

: 124937-51-5
(R)-(+)-tolterodine

Conditions

Conditions	Yield
Stage #1: 2-[3-[bis-(1-methylethyl)-amino]-1-phenylpropyl]-4-methylphenol tartrate In water; toluene pH=9.5; Stage #2: With formic acid; tartaric acid In isopropyl alcohol Purification / work up;

: 16299-22-2
6-methyl-4-phenylchromen-2-one

: 124937-51-5
(R)-(+)-tolterodine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: R,R-chiraphos; NaOH; H2 / [Rh(COD)Cl]2 / methanol / 24 h / 50 °C / 9000.9 Torr 1.2: pTsOH / toluene / 4 h / Heating 1.3: DIBALH / toluene / -25 °C 2.1: H2 / Pd/C / methanol / 12 h / 48 °C / 3800.26 Torr View Scheme
Multi-step reaction with 2 steps 1: copper diacetate; diethoxymethylsilane; (R,R(Fc))-1-diphenylphosphino-2-(1-dicyclohexylphosphinoethyl)ferrocene / tetrahydrofuran; toluene; tert-butyl alcohol / 3 h / 20 °C / Inert atmosphere 2: sodium tris(acetoxy)borohydride; acetic acid / 1,2-dichloro-ethane / 72 h / 20 °C / Inert atmosphere View Scheme

: 827007-19-2
(R)-6-methyl-4-phenyl-3,4-dihydrochromen-2-one

: 124937-51-5
(R)-(+)-tolterodine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 95 percent / diisobutylaluminum hydride / toluene; hexane / 2.5 h / -25 - -20 °C 2: 91 percent / H2 / Pd/C / methanol / 12 h / 2585.74 Torr / Heating View Scheme
Multi-step reaction with 4 steps 1.1: K2CO3 / 1 h / Heating 1.2: NaI / acetone / 36 h / 40 °C 1.3: 87 percent / LiAlH4 / tetrahydrofuran / 4 h / 0 °C 2.1: 83 percent / Et3N; DMAP / CH2Cl2 / 0 - 20 °C 3.1: 81 percent / K2CO3 / acetonitrile / 48 h / 60 °C 4.1: 97 percent / H2 / 10 percent Pd/C / methanol / 12 h / 20 °C / 760 Torr View Scheme
Multi-step reaction with 2 steps 1: diisobutylaluminium hydride / toluene; hexane / -20 - 25 °C / Schlenk technique; Inert atmosphere 2: hydrogen; palladium 10% on activated carbon / methanol / 12 h / 50 °C / 2585.81 Torr / Autoclave View Scheme

: 92-48-8
6-methylcoumarin

: 124937-51-5
(R)-(+)-tolterodine

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 88 percent / Rh(acac)(C2H4)2; (R)-Segphos / dioxane; H2O / 8 h / 60 °C 2: 95 percent / diisobutylaluminum hydride / toluene; hexane / 2.5 h / -25 - -20 °C 3: 91 percent / H2 / Pd/C / methanol / 12 h / 2585.74 Torr / Heating View Scheme

: 98-80-6
phenylboronic acid

: 124937-51-5
(R)-(+)-tolterodine

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 88 percent / Rh(acac)(C2H4)2; (R)-Segphos / dioxane; H2O / 8 h / 60 °C 2: 95 percent / diisobutylaluminum hydride / toluene; hexane / 2.5 h / -25 - -20 °C 3: 91 percent / H2 / Pd/C / methanol / 12 h / 2585.74 Torr / Heating View Scheme

: 874651-73-7
(R)-3-(2-(benzyloxy)-5-methylphenyl)-3-phenylpropan-1-ol

: 124937-51-5
(R)-(+)-tolterodine

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 83 percent / Et3N; DMAP / CH2Cl2 / 0 - 20 °C 2: 81 percent / K2CO3 / acetonitrile / 48 h / 60 °C 3: 97 percent / H2 / 10 percent Pd/C / methanol / 12 h / 20 °C / 760 Torr View Scheme
Multi-step reaction with 3 steps 1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / ethyl acetate / Reflux 2: sodium tris(acetoxy)borohydride / 1,2-dichloro-ethane / 16 h / 20 °C 3: palladium on activated charcoal; hydrogen / methanol / 24 h / 20 °C View Scheme

: 874651-74-8
(R)-3-[2-(benzyloxy)-5-methylphenyl]-3-phenylpropyl 4-nitrobenzenesulfonate

: 124937-51-5
(R)-(+)-tolterodine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 81 percent / K2CO3 / acetonitrile / 48 h / 60 °C 2: 97 percent / H2 / 10 percent Pd/C / methanol / 12 h / 20 °C / 760 Torr View Scheme

: 2830-53-7
1-(benzyloxy)-2-bromo-4-methylbenzene

: 124937-51-5
(R)-(+)-tolterodine

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: 1.) Mg, 2.) CuBr*Me2S, Me2S / 1) THF, reflux, 15 min; 2) THF, -50 deg C, 3 min; 3) THF, 10 deg C, 2 h 2: 90 percent / LiOH, H2O2 / tetrahydrofuran; H2O 3: 1.) SOCl2 / 1) benzene, 50 deg C, 50 min; 2) ether, rt, 1.5 h 4: 1.) LiAlH4, 2.) H2 / 2.) Pd/C / 1) ether, rt, overnight; 2) MeOH, 1 atm, rt, overnight View Scheme

: 155835-37-3
(4R)-3-(3-phenyl-2-(E)-propenoyl)-4-phenyl-2-oxazolidinone

: 124937-51-5
(R)-(+)-tolterodine

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: 1.) Mg, 2.) CuBr*Me2S, Me2S / 1) THF, reflux, 15 min; 2) THF, -50 deg C, 3 min; 3) THF, 10 deg C, 2 h 2: 90 percent / LiOH, H2O2 / tetrahydrofuran; H2O 3: 1.) SOCl2 / 1) benzene, 50 deg C, 50 min; 2) ether, rt, 1.5 h 4: 1.) LiAlH4, 2.) H2 / 2.) Pd/C / 1) ether, rt, overnight; 2) MeOH, 1 atm, rt, overnight View Scheme

: 215929-28-5
(R)-3-(2-(benzyloxy)-5-methylphenyl)-3-phenylpropanoic acid

: 124937-51-5
(R)-(+)-tolterodine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 1.) SOCl2 / 1) benzene, 50 deg C, 50 min; 2) ether, rt, 1.5 h 2: 1.) LiAlH4, 2.) H2 / 2.) Pd/C / 1) ether, rt, overnight; 2) MeOH, 1 atm, rt, overnight View Scheme
Multi-step reaction with 3 steps 1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dmap / dichloromethane / 24 h / 20 °C / Inert atmosphere 2: dimethylsulfide borane complex / tetrahydrofuran / 20 h / Inert atmosphere; Reflux 3: palladium 10% on activated carbon; hydrogen / methanol / 24 h / 20 °C / 1125.11 Torr View Scheme

: 215929-27-4
(R)-3-[(R)-3-(2-benzyloxy-5-methylphenyl)-3-phenylpropionyl]-4-phenyloxazolidin-2-one

: 124937-51-5
(R)-(+)-tolterodine

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 90 percent / LiOH, H2O2 / tetrahydrofuran; H2O 2: 1.) SOCl2 / 1) benzene, 50 deg C, 50 min; 2) ether, rt, 1.5 h 3: 1.) LiAlH4, 2.) H2 / 2.) Pd/C / 1) ether, rt, overnight; 2) MeOH, 1 atm, rt, overnight View Scheme

: tolterodine tartrate

: 124937-51-5
(R)-(+)-tolterodine

Conditions

Conditions	Yield
With sodium hydroxide; sodium carbonate In water; toluene

: 124935-88-2
N,N-diisopropyl-3-(2-methoxy-5-methylphenyl)-3-phenylpropan-1-amine

: 124937-51-5
(R)-(+)-tolterodine

Conditions

Conditions	Yield
With boron tribromide In dichloromethane at 0 - 5℃;

: 897314-72-6
(+/-)-N,N-diisopropyl-3-(2-hydroxy-5-methylphenyl)-3-phenyl-propanamide

: 124937-51-5
(R)-(+)-tolterodine

Conditions

Conditions	Yield
Stage #1: (+/-)-N,N-diisopropyl-3-(2-hydroxy-5-methylphenyl)-3-phenyl-propanamide With lithium aluminium tetrahydride In diethyl ether for 96h; Heating / reflux; Stage #2: With acetic acid In diethyl ether pH=5; Product distribution / selectivity;

: 40546-94-9
6-methyl-4-phenyl-3,4-dihydrocoumarin

: 108-18-9
diisopropylamine

A: 851789-43-0
3-phenyl-3-(2'-hydroxy-5'-methyl)phenylpropanol-1

B: 124937-51-5
(R)-(+)-tolterodine

C: 209747-04-6
2-hydroxy-6-methyl-4-phenyldihydrobenzopyran

Conditions

Conditions	Yield
Stage #1: 6-methyl-4-phenyl-3,4-dihydrocoumarin With diisobutylaluminium hydride In toluene at -25℃; for 5h; Stage #2: With citric acid In water; ethyl acetate; toluene at 20℃; Stage #3: diisopropylamine With hydrogen; 5%-palladium/activated carbon In methanol at 48℃; under 3800.26 Torr; for 12h;

...Expand

: 1-(2-methoxy-5-methylphenyl)-1-phenyl-prop-2-ene-1-ol

: 124937-51-5
(R)-(+)-tolterodine

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: thionyl chloride / tetrahydrofuran / 12 h / 22 °C 2: acetonitrile / 8 h / 60 °C 3: hydrogen bromide / water; acetic acid / 4 h / 112 °C 4: 1,2-bis [(2S,5S)-2,5-diphenylphospholano]ethane 1,5-cyclooctadiene rhodium(I) tetrafluoroborate; hydrogen; lithium tert-butoxide / toluene / 2 h / 20 °C / 2585.81 Torr / Inert atmosphere View Scheme

: C17H17ClO

: 124937-51-5
(R)-(+)-tolterodine

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: acetonitrile / 8 h / 60 °C 2: hydrogen bromide / water; acetic acid / 4 h / 112 °C 3: 1,2-bis [(2S,5S)-2,5-diphenylphospholano]ethane 1,5-cyclooctadiene rhodium(I) tetrafluoroborate; hydrogen; lithium tert-butoxide / toluene / 2 h / 20 °C / 2585.81 Torr / Inert atmosphere View Scheme

: 4072-13-3
(2-methoxy-5-methylphenyl)phenylmethanone

: 124937-51-5
(R)-(+)-tolterodine

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1: tetrahydrofuran / 0 - 22 °C 2: thionyl chloride / tetrahydrofuran / 12 h / 22 °C 3: acetonitrile / 8 h / 60 °C 4: hydrogen bromide / water; acetic acid / 4 h / 112 °C 5: 1,2-bis [(2S,5S)-2,5-diphenylphospholano]ethane 1,5-cyclooctadiene rhodium(I) tetrafluoroborate; hydrogen; lithium tert-butoxide / toluene / 2 h / 20 °C / 2585.81 Torr / Inert atmosphere View Scheme

Yield

Multi-step reaction with 5 steps
1: tetrahydrofuran / 0 - 22 °C
2: thionyl chloride / tetrahydrofuran / 12 h / 22 °C
3: acetonitrile / 8 h / 60 °C
4: hydrogen bromide / water; acetic acid / 4 h / 112 °C
5: 1,2-bis [(2S,5S)-2,5-diphenylphospholano]ethane 1,5-cyclooctadiene rhodium(I) tetrafluoroborate; hydrogen; lithium tert-butoxide / toluene / 2 h / 20 °C / 2585.81 Torr / Inert atmosphere
View Scheme

: 613-84-3
2-hydroxy-5-methylbenzaldehyde

: 124937-51-5
(R)-(+)-tolterodine

Conditions

Conditions	Yield
Multi-step reaction with 8 steps 1.1: potassium carbonate 2.1: Inert atmosphere; Schlenk technique 3.1: triethylamine / toluene / 2 h / 150 °C / Inert atmosphere 4.1: sec.-butyllithium / diethyl ether; cyclohexane; hexane / 1 h / -78 °C / Inert atmosphere; Schlenk technique 4.2: 2 h / -78 °C / Inert atmosphere; Schlenk technique 4.3: 16.08 h / -78 - 20 °C / Inert atmosphere; Schlenk technique 5.1: tetrabutyl ammonium fluoride; water / toluene / 1.5 h / 20 °C 6.1: osmium(VIII) oxide; sodium periodate 7.1: sodium tris(acetoxy)borohydride / tetrahydrofuran / 18 h / 20 °C / Inert atmosphere 8.1: hydrogen bromide; acetic acid View Scheme
Multi-step reaction with 4 steps 1.1: triphenylphosphine; lithium hydroxide monohydrate; lithium chloride / water / Reflux 2.1: calcium carbonate; palladium diacetate / methanol / 4 h / 60 °C 2.2: 20 °C 3.1: copper diacetate; diethoxymethylsilane; (R,R(Fc))-1-diphenylphosphino-2-(1-dicyclohexylphosphinoethyl)ferrocene / tetrahydrofuran; toluene; tert-butyl alcohol / 3 h / 20 °C / Inert atmosphere 4.1: sodium tris(acetoxy)borohydride; acetic acid / 1,2-dichloro-ethane / 72 h / 20 °C / Inert atmosphere View Scheme
Multi-step reaction with 4 steps 1: triphenylphosphine; lithium hydroxide monohydrate; lithium chloride / water / Reflux 2: calcium carbonate; palladium diacetate / methanol / 60 °C 3: copper diacetate; diethoxymethylsilane; (R,R(Fc))-1-diphenylphosphino-2-(1-dicyclohexylphosphinoethyl)ferrocene / tetrahydrofuran; toluene; tert-butyl alcohol / 3 h / 20 °C / Inert atmosphere 4: sodium tris(acetoxy)borohydride; acetic acid / 1,2-dichloro-ethane / 72 h / 20 °C / Inert atmosphere View Scheme
Multi-step reaction with 9 steps 1.1: toluene / 1.5 h / 80 °C 2.1: potassium carbonate / acetone / 20 °C 2.2: 3 h / Reflux 3.1: oxalyl dichloride; N,N-dimethyl-formamide / tetrahydrofuran / 0.5 h 4.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -78 °C 4.2: 0.75 h / -78 - 0 °C 5.1: palladium diacetate; [2,2]bipyridinyl / methanol; water / 16 h / 80 °C / Schlenk technique; Sealed tube 6.1: lithium borohydride / diethyl ether / 3 h / 0 - 20 °C / Inert atmosphere 7.1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / ethyl acetate / Reflux 8.1: sodium tris(acetoxy)borohydride / 1,2-dichloro-ethane / 16 h / 20 °C 9.1: palladium on activated charcoal; hydrogen / methanol / 24 h / 20 °C View Scheme
Multi-step reaction with 6 steps 1.1: 18-crown-6 ether; potassium carbonate / acetone / 0.5 h / 20 °C 1.2: 3 h / Reflux 2.1: sodium hydride / mineral oil; tetrahydrofuran / 0.33 h / 0 °C / Inert atmosphere 2.2: 2 h / 0 - 20 °C / Inert atmosphere 3.1: potassium hydroxide; C47H55O7P; chlorobis(ethylene)rhodium(I) dimer / water; 1,4-dioxane / 24 h / 20 °C / Inert atmosphere 3.2: 3 h / Reflux 4.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dmap / dichloromethane / 24 h / 20 °C / Inert atmosphere 5.1: dimethylsulfide borane complex / tetrahydrofuran / 20 h / Inert atmosphere; Reflux 6.1: palladium 10% on activated carbon; hydrogen / methanol / 24 h / 20 °C / 1125.11 Torr View Scheme

: 79-30-1
isobutyryl chloride

: 124937-51-5
(R)-(+)-tolterodine

: 895137-81-2
2-[(1R)-3-(diisopropylamino)-1-phenylpropyl]-4-methylphenyl 2-methylpropanoate

Conditions

Conditions	Yield
With sodium hydroxide In tetrahydrofuran; water at 20℃; for 1h; Inert atmosphere;	96%
With sodium hydroxide In tetrahydrofuran; water at 20℃; Inert atmosphere;	96%
Stage #1: isobutyryl chloride; (R)-(+)-tolterodine In dichloromethane at -10 - 0℃; Stage #2: With sodium hydrogencarbonate In dichloromethane; water for 0.25h;

: 495-69-2
Hippuric Acid

: 124937-51-5
(R)-(+)-tolterodine

: 1182264-69-2
tolterodine hippurate

Conditions

Conditions	Yield
In acetone at 25℃; Inert atmosphere;	92.3%
In acetone at 25℃;	92.3%

: 98-11-3
benzenesulfonic acid

: 124937-51-5
(R)-(+)-tolterodine

: 1182264-73-8
tolterodine benzene sulfonate

Conditions

Conditions	Yield
In acetone at 25℃; Inert atmosphere;	89.9%
In acetone at 25℃;	89.9%

: 124937-51-5
(R)-(+)-tolterodine

: 130-85-8
Pamoic acid

: tolterodine palmoate

Conditions

Conditions	Yield
In water at 20℃; for 4h; Temperature;	87.27%

: 124937-51-5
(R)-(+)-tolterodine

: 86-48-6
1-hydroxy-2-naphthoic acid

: 615255-99-7
tolterodine 1-hydroxy-2-naphthate

Conditions

Conditions	Yield
In acetone at 25℃; Inert atmosphere;	84.1%
In acetone at 25℃;	84.1%

: 104-15-4
toluene-4-sulfonic acid

: 124937-51-5
(R)-(+)-tolterodine

: 1182264-77-2
tolterodine p-toluene sulfonate

Conditions

Conditions	Yield
In acetone at 25℃; Inert atmosphere;	83%
In acetone at 25℃;	83%

: 124937-51-5
(R)-(+)-tolterodine

: 98-79-3
L-Pyroglutamic acid

: 1182264-79-4
tolterodine L-pyroglutamate

Conditions

Conditions	Yield
In acetone at 25℃;	82.3%
In acetone at 25℃; for 1.16667h;	82.3%

: 81-04-9
naphthalene-1,5-disulfonate

: 124937-51-5
(R)-(+)-tolterodine

: tolterodine hemi naphthalene-1,5-disulfonate

Conditions

Conditions	Yield
In acetone at 25℃; for 1.16667h;	78.4%
In acetone at 25℃; for 1.16667h;	78.4%

: 124-04-9
Adipic acid

: 124937-51-5
(R)-(+)-tolterodine

: tolterodine hemiadipate

Conditions

Conditions	Yield
In acetone at 25℃; for 1.16667h;	74.3%

: 124-04-9
Adipic acid

: 124937-51-5
(R)-(+)-tolterodine

: tolterodine hemiadipate

Conditions

Conditions	Yield
In acetone at 25℃; for 1.16667h;	74.3%

: 65-85-0
benzoic acid

: 124937-51-5
(R)-(+)-tolterodine

: 615255-00-0
tolterodine benzoate

Conditions

Conditions	Yield
In acetone at 25℃; for 1.16667h;	73.1%
In acetone at 25℃; for 1.16667h;	73.1%

: 79-14-1
glycolic Acid

: 124937-51-5
(R)-(+)-tolterodine

: 1182264-86-3
(R)-2-(3-(diisopropylamino)-1-phenylpropyl)-4-methylphenol 2-hydroxyacetate

Conditions

Conditions	Yield
In acetone at 25℃; for 1.16667h;	69.2%
In acetone at 25℃; for 1.16667h;	69.2%

: 490-79-9
2,5-dihydroxybenzoic acid.

: 124937-51-5
(R)-(+)-tolterodine

: 1182264-71-6
tolterodine gentisate

Conditions

Conditions	Yield
In acetone at 25℃; Inert atmosphere;	42.5%
In acetone at 25℃;	42.5%

: 97950-17-9
(2Z,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohexen-1-yl)nona-2,4,6,8-tetraenoic acid

: 124937-51-5
(R)-(+)-tolterodine

: tolterodine retinoate

Conditions

Conditions	Yield
In acetone at 25℃;	22.4%

: 302-79-4
all-trans-retinoic-acid

: 124937-51-5
(R)-(+)-tolterodine

: 1182264-88-5
tolterodine retinoate

Conditions

Conditions	Yield
In ethanol; acetone at 25℃;	22.4%

Tolterodine Specification

The Tolterodine is an organic compound with the formula C₂₂H₃₁NO. The IUPAC name of this chemical is 2-[(1R)-3-[di(propan-2-yl)amino]-1-phenylpropyl]-4-methylphenol. With the CAS registry number 124937-51-5, it is also named as 2-[3-(Diisopropylamino)-1-phenylpropyl]-4-methylphenol. The product's categories are Tolterodine; Inhibitors; Intermediates & Fine Chemicals; Pharmaceuticals. Besides, it is used in the treatment of urinary incontinence.

Physical properties about Tolterodine are: (1)ACD/LogP: 5.77; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): 2.67; (4)ACD/LogD (pH 7.4): 2.91; (5)ACD/BCF (pH 5.5): 11.41; (6)ACD/BCF (pH 7.4): 19.97; (7)ACD/KOC (pH 5.5): 26.21; (8)ACD/KOC (pH 7.4): 45.89; (9)#H bond acceptors: 2; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 8; (12)Polar Surface Area: 12.47 Å²; (13)Index of Refraction: 1.547; (14)Molar Refractivity: 102.97 cm³; (15)Molar Volume: 324.3 cm³; (16)Polarizability: 40.82×10^-24cm³; (17)Surface Tension: 38.5 dyne/cm; (18)Density: 1.003 g/cm³; (19)Flash Point: 192.1 °C; (20)Enthalpy of Vaporization: 72.66 kJ/mol; (21)Boiling Point: 442.2 °C at 760 mmHg; (22)Vapour Pressure: 1.97E-08 mmHg at 25°C.

Preparation: it is produced by trans-cinnamic acid and p-cresol in the reaction of concentrated sulfuric acid environment, the product generated after cooling and crystallization. Reaction is as follows:

You can still convert the following datas into molecular structure:
(1)SMILES: Oc1ccc(cc1C(c2ccccc2)CCN(C(C)C)C(C)C)C
(2)InChI: InChI=1/C22H31NO/c1-16(2)23(17(3)4)14-13-20(19-9-7-6-8-10-19)21-15-18(5)11-12-22(21)24/h6-12,15-17,20,24H,13-14H2,1-5H3
(3)InChIKey: OOGJQPCLVADCPB-UHFFFAOYAE
(4)Std. InChI: InChI=1S/C22H31NO/c1-16(2)23(17(3)4)14-13-20(19-9-7-6-8-10-19)21-15-18(5)11-12-22(21)24/h6-12,15-17,20,24H,13-14H2,1-5H3
(5)Std. InChIKey: OOGJQPCLVADCPB-UHFFFAOYSA-N

Product Name

Tolterodine

Synthetic route

Tolterodine Specification

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