Product Name

  • Name

    Ethyl (S)-1-phenyl-1,2,3,4-tetrahydro-2-isoquinolinecarboxylate

  • EINECS
  • CAS No. 180468-42-2
  • Article Data23
  • CAS DataBase
  • Density 1.145 g/cm3
  • Solubility
  • Melting Point
  • Formula C18H19NO2
  • Boiling Point 412.2 °C at 760 mmHg
  • Molecular Weight 281.354
  • Flash Point 203.1 °C
  • Transport Information
  • Appearance
  • Safety
  • Risk Codes
  • Molecular Structure Molecular Structure of 180468-42-2 (Ethyl (S)-1-phenyl-1,2,3,4-tetrahydro-2-isoquinolinecarboxylate)
  • Hazard Symbols
  • Synonyms 2(1H)-Isoquinolinecarboxylicacid, 3,4-dihydro-1-phenyl-, ethyl ester, (S)-;2(1H)-Isoquinolinecarboxylicacid, 3,4-dihydro-1-phenyl-, ethyl ester, (1S)-;Ethyl (S)-1-phenyl-1,2,3,4-tetrahydroisoquinoline-2-carboxylate;
  • PSA 29.54000
  • LogP 3.72850

Synthetic route

chloroformic acid ethyl ester
541-41-3

chloroformic acid ethyl ester

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

(S)-1-phenyl-1,2,3,4-tetrahydroisoquinoline

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

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

Conditions
ConditionsYield
With potassium carbonate In dichloromethane at 20℃;100%
With triethylamine In dichloromethane at 20℃; for 5h;99%
With potassium carbonate; 1-butyl-3-methylimidazolium Tetrafluoroborate at 20℃; for 2h; Reagent/catalyst; Concentration;97.9%
ethyl bromide
74-96-4

ethyl bromide

carbon dioxide
124-38-9

carbon dioxide

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

(S)-1-phenyl-1,2,3,4-tetrahydroisoquinoline

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

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

Conditions
ConditionsYield
With sodium carbonate In 1,4-dioxane at 25℃; under 750.075 Torr; for 5h;84%
...Expand
ethyl (S)-((2-(2-hydroxyethyl)phenyl)(phenyl)methyl)carbamate

ethyl (S)-((2-(2-hydroxyethyl)phenyl)(phenyl)methyl)carbamate

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

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

Conditions
ConditionsYield
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 20℃; for 12h; enantioselective reaction;71%
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 20℃; for 12h; Inert atmosphere; Cooling with ice;71%
1-phenyl-3,4-dihydroisoquinoline
52250-50-7

1-phenyl-3,4-dihydroisoquinoline

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

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

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: NaBH4 / ethanol / 60 h / 20 °C
2: 100 percent / K2CO3 / CH2Cl2 / 20 °C
View Scheme
Multi-step reaction with 3 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
View Scheme
N-phenethylbenzamide
3278-14-6

N-phenethylbenzamide

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

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

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: P2O5; POCl3 / xylene / 2.5 h / Heating
2: NaBH4 / ethanol / 60 h / 20 °C
3: 100 percent / K2CO3 / CH2Cl2 / 20 °C
View Scheme
Multi-step reaction with 4 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
View Scheme
(S)-1,2,3,4-tetrahydro-1-phenyl-isoquinoline-2-carboxylic acid
1035272-88-8

(S)-1,2,3,4-tetrahydro-1-phenyl-isoquinoline-2-carboxylic acid

chloroformic acid ethyl ester
541-41-3

chloroformic acid ethyl ester

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

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

Conditions
ConditionsYield
With sodium carbonate In water; toluene at 14.9 - 34.8℃; for 3h;
(R)-(-)-1-phenyl-1,2,3,4-tetrahydroisoquinoline
180272-45-1

(R)-(-)-1-phenyl-1,2,3,4-tetrahydroisoquinoline

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

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

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: triethylamine / dichloromethane / -10 - 20 °C
2.1: hydrogenchloride; water; phosphoric acid / 95 - 100 °C
2.2: 20 °C / pH 9 - 10
3.1: D-tartaric acid / water / 1.5 h / 65 - 95 °C / Resolution of racemate
4.1: acetone / 5 °C / Reflux
View Scheme
Multi-step reaction with 3 steps
1.1: potassium carbonate / dichloromethane / 0 - 25 °C
2.1: sodium hydroxide / ethanol / 75 - 80 °C
2.2: Cooling
3.1: acetone / 5 °C / Reflux
View Scheme
Multi-step reaction with 4 steps
1.1: triethylamine / dichloromethane / -10 - 20 °C
2.1: hydrogenchloride; water; phosphoric acid / 32 h / 95 - 100 °C
2.2: 20 °C / pH 9 - 10
3.1: D-tartaric acid / water / 1.5 h / 65 - 95 °C / Resolution of racemate
4.1: acetone / 5 °C / Reflux
View Scheme
Multi-step reaction with 4 steps
1.1: triethylamine / dichloromethane / -10 - 20 °C
2.1: hydrogenchloride; water; phosphoric acid / 95 - 100 °C
2.2: 20 °C / pH 9 - 10
3.1: D-tartaric acid / water / Resolution of racemate
3.2: 20 °C
4.1: acetone / 5 °C / Reflux
View Scheme
4-nitrophenyl-1-phenyl-3,4-dihydroisoquinoline-2(1H)-carboxylate
881834-78-2

4-nitrophenyl-1-phenyl-3,4-dihydroisoquinoline-2(1H)-carboxylate

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

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

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: sodium hydroxide / ethanol / 75 - 80 °C
1.2: Cooling
2.1: triethylamine / dichloromethane / -10 - 20 °C
3.1: hydrogenchloride; water; phosphoric acid / 32 h / 95 - 100 °C
3.2: 20 °C / pH 9 - 10
4.1: D-tartaric acid / water / 1.5 h / 65 - 95 °C / Resolution of racemate
5.1: acetone / 5 °C / Reflux
View Scheme
Multi-step reaction with 2 steps
1.1: sodium hydroxide / ethanol / 75 - 80 °C
1.2: Cooling
2.1: acetone / 5 °C / Reflux
View Scheme
1-phenyl-1,2,3,4-tetrahydroisoquinoline
22990-19-8

1-phenyl-1,2,3,4-tetrahydroisoquinoline

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

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

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: D-tartaric acid / water / 1.5 h / 65 - 95 °C / Resolution of racemate
2: acetone / 5 °C / Reflux
View Scheme
Multi-step reaction with 2 steps
1.1: D-tartaric acid / water / Resolution of racemate
1.2: 20 °C
2.1: acetone / 5 °C / Reflux
View Scheme
Multi-step reaction with 4 steps
1.1: D-tartaric acid / water / Resolution of racemate
1.2: 20 °C
2.1: potassium carbonate / dichloromethane / 0 - 25 °C
3.1: sodium hydroxide / ethanol / 75 - 80 °C
3.2: Cooling
4.1: acetone / 5 °C / Reflux
View Scheme
Multi-step reaction with 2 steps
1.1: D-tartaric acid / methanol; ethyl acetate / 2.08 h / 28 - 64 °C / Resolution of racemate
1.2: 1.17 h / pH 8 - 9
2.1: sodium carbonate / toluene / 2.17 h / 0 - 28 °C
View Scheme
N-acetyl-(1R)-phenyl-1,2,3,4-tetrahydroisoquinoline
1300713-32-9

N-acetyl-(1R)-phenyl-1,2,3,4-tetrahydroisoquinoline

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

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

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: hydrogenchloride; water; phosphoric acid / 32 h / 95 - 100 °C
1.2: 20 °C / pH 9 - 10
2.1: D-tartaric acid / water / 1.5 h / 65 - 95 °C / Resolution of racemate
3.1: acetone / 5 °C / Reflux
View Scheme
N-chloroacetyl-(1R)-phenyl-1,2,3,4-tetrahydroisoquinoline
1085541-60-1

N-chloroacetyl-(1R)-phenyl-1,2,3,4-tetrahydroisoquinoline

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

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

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: hydrogenchloride; water; phosphoric acid / 95 - 100 °C
1.2: 20 °C / pH 9 - 10
2.1: D-tartaric acid / water / 1.5 h / 65 - 95 °C / Resolution of racemate
3.1: acetone / 5 °C / Reflux
View Scheme
Multi-step reaction with 3 steps
1.1: hydrogenchloride; water; phosphoric acid / 95 - 100 °C
1.2: 20 °C / pH 9 - 10
2.1: D-tartaric acid / water / Resolution of racemate
2.2: 20 °C
3.1: acetone / 5 °C / Reflux
View Scheme
Multi-step reaction with 5 steps
1.1: hydrogenchloride; water; phosphoric acid / 95 - 100 °C
1.2: 20 °C / pH 9 - 10
2.1: D-tartaric acid / water / Resolution of racemate
2.2: 20 °C
3.1: potassium carbonate / dichloromethane / 0 - 25 °C
4.1: sodium hydroxide / ethanol / 75 - 80 °C
4.2: Cooling
5.1: acetone / 5 °C / Reflux
View Scheme
1-phenyl-3,4-dihydroisoquinoline
52250-50-7

1-phenyl-3,4-dihydroisoquinoline

diethyl dicarbonate
1609-47-8

diethyl dicarbonate

A

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

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

B

ethyl (R)-1-phenyl-3,4-dihydroisoquinoline-2(1H)-carboxylate
180468-41-1

ethyl (R)-1-phenyl-3,4-dihydroisoquinoline-2(1H)-carboxylate

Conditions
ConditionsYield
With bis(1,5-cyclooctadiene)diiridium(I) dichloride; (R)-3,5-diMe-Synphos; hydrogen In 1,4-dioxane at 40℃; under 22502.3 Torr; for 18h; Inert atmosphere; optical yield given as %ee; enantioselective reaction;
...Expand
N-benzyl-1-phenyl-1,2,3,4-tetrahydroisoquinoline
1443308-90-4

N-benzyl-1-phenyl-1,2,3,4-tetrahydroisoquinoline

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

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

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: hydrogen; hydrogenchloride; 5%-palladium/activated carbon / ethanol; ethyl acetate / 24 h / 20 °C / 760.05 Torr / Schlenk technique
2: triethylamine / dichloromethane / 5 h / 20 °C
View Scheme
C22H18N(1+)*Br(1-)
1443308-91-5

C22H18N(1+)*Br(1-)

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

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

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: bis(1,5-cyclooctadiene)diiridium(I) dichloride; hydrogen; (+)-(R)-[2,3,2',3'-tetrahydro-5,5'-bi(1,4-benzodioxin)-6,6'-diyl]bis(diphenylphosphane) / dichloromethane; tetrahydrofuran / 20 h / 30 °C / 31029.7 Torr / Autoclave; Glovebox
2: hydrogen; hydrogenchloride; 5%-palladium/activated carbon / ethanol; ethyl acetate / 24 h / 20 °C / 760.05 Torr / Schlenk technique
3: triethylamine / dichloromethane / 5 h / 20 °C
View Scheme
1-phenylisoquinoline
3297-72-1

1-phenylisoquinoline

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

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

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: acetone / 24 h / 90 °C
2: bis(1,5-cyclooctadiene)diiridium(I) dichloride; hydrogen; (+)-(R)-[2,3,2',3'-tetrahydro-5,5'-bi(1,4-benzodioxin)-6,6'-diyl]bis(diphenylphosphane) / dichloromethane; tetrahydrofuran / 20 h / 30 °C / 31029.7 Torr / Autoclave; Glovebox
3: hydrogen; hydrogenchloride; 5%-palladium/activated carbon / ethanol; ethyl acetate / 24 h / 20 °C / 760.05 Torr / Schlenk technique
4: triethylamine / dichloromethane / 5 h / 20 °C
View Scheme
(S)-2-[(R)-tert-butylsulfinyl]-1-phenyl-1,2,3,4-tetrahydroisoquinoline

(S)-2-[(R)-tert-butylsulfinyl]-1-phenyl-1,2,3,4-tetrahydroisoquinoline

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

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

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: hydrogenchloride / methanol; 1,4-dioxane / 1 h / 0 - 20 °C
2.1: triethylamine / dichloromethane / 0.17 h / 0 °C
2.2: 1 h / 20 °C
View Scheme
2-(2-bromoethyl)benzaldehyde
22901-09-3

2-(2-bromoethyl)benzaldehyde

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

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

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: copper(II) sulfate / dichloromethane / 20 h / 23 °C
2.1: toluene; diethyl ether / 3 h / -40 - 25 °C / Inert atmosphere
3.1: sodium hydride / tetrahydrofuran; mineral oil / 0 - 20 °C
4.1: hydrogenchloride / methanol; 1,4-dioxane / 1 h / 0 - 20 °C
5.1: triethylamine / dichloromethane / 0.17 h / 0 °C
5.2: 1 h / 20 °C
View Scheme
(R)-N-{(E)-[2-(2-bromoethyl)phenylmethylidene]}-2-methylpropane-2-sulfinamide

(R)-N-{(E)-[2-(2-bromoethyl)phenylmethylidene]}-2-methylpropane-2-sulfinamide

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

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

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: toluene; diethyl ether / 3 h / -40 - 25 °C / Inert atmosphere
2.1: sodium hydride / tetrahydrofuran; mineral oil / 0 - 20 °C
3.1: hydrogenchloride / methanol; 1,4-dioxane / 1 h / 0 - 20 °C
4.1: triethylamine / dichloromethane / 0.17 h / 0 °C
4.2: 1 h / 20 °C
View Scheme
(R)-N-{(S)-[2-(2-bromoethyl)phenyl](phenyl)methyl}-2-methylpropane-2-sulfinamide

(R)-N-{(S)-[2-(2-bromoethyl)phenyl](phenyl)methyl}-2-methylpropane-2-sulfinamide

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

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

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: sodium hydride / tetrahydrofuran; mineral oil / 0 - 20 °C
2.1: hydrogenchloride / methanol; 1,4-dioxane / 1 h / 0 - 20 °C
3.1: triethylamine / dichloromethane / 0.17 h / 0 °C
3.2: 1 h / 20 °C
View Scheme
triphenylboroxine
3262-89-3

triphenylboroxine

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

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

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: (R)-N-(4,4-dimethyl-2-methylenepentyl)-2-methylpropane-2-sulfinamide; chlorobis(cyclooctene)rhodium(I) dimer / toluene / 0.5 h / 20 °C / Inert atmosphere
1.2: 6 h / 60 °C / Inert atmosphere
2.1: Trimethylenediamine / 0.5 h / 20 °C / Microwave irradiation
3.1: triethylamine / dichloromethane / 6 h / 20 °C
3.2: 6 h / 20 °C
4.1: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 12 h / 20 °C
View Scheme
(S)-N-(dimethylsulfamoyl)-C-(2-(2-((tert-butyldimethylsilyl)oxy)ethyl)phenyl)-C-phenylmethyleneamine

(S)-N-(dimethylsulfamoyl)-C-(2-(2-((tert-butyldimethylsilyl)oxy)ethyl)phenyl)-C-phenylmethyleneamine

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

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

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: Trimethylenediamine / 0.5 h / 20 °C / Microwave irradiation
2.1: triethylamine / dichloromethane / 6 h / 20 °C
2.2: 6 h / 20 °C
3.1: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 12 h / 20 °C
View Scheme
Multi-step reaction with 4 steps
1: Trimethylenediamine / 2.5 h / 120 °C / Microwave irradiation
2: triethylamine / dichloromethane / 12 h / 20 °C / Inert atmosphere; Cooling with ice
3: tetrabutyl ammonium fluoride / tetrahydrofuran / 12 h / 20 °C / Cooling with ice
4: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 12 h / 20 °C / Inert atmosphere; Cooling with ice
View Scheme
C17H30N2O3SSi

C17H30N2O3SSi

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

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

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: (R)-N-(4,4-dimethyl-2-methylenepentyl)-2-methylpropane-2-sulfinamide; chlorobis(cyclooctene)rhodium(I) dimer / toluene / 0.5 h / 20 °C / Inert atmosphere
1.2: 6 h / 60 °C / Inert atmosphere
2.1: Trimethylenediamine / 0.5 h / 20 °C / Microwave irradiation
3.1: triethylamine / dichloromethane / 6 h / 20 °C
3.2: 6 h / 20 °C
4.1: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 12 h / 20 °C
View Scheme
Multi-step reaction with 5 steps
1.1: C18H31NOS; [RhCl(cis-cyclooctene)2]2 / toluene / 0.5 h / 20 °C / Inert atmosphere; Schlenk technique
1.2: 6 h / 60 °C
2.1: Trimethylenediamine / 2.5 h / 120 °C / Microwave irradiation
3.1: triethylamine / dichloromethane / 12 h / 20 °C / Inert atmosphere; Cooling with ice
4.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 12 h / 20 °C / Cooling with ice
5.1: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 12 h / 20 °C / Inert atmosphere; Cooling with ice
View Scheme
C21H31NOSi

C21H31NOSi

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

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

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: triethylamine / dichloromethane / 6 h / 20 °C
1.2: 6 h / 20 °C
2.1: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 12 h / 20 °C
View Scheme
Multi-step reaction with 3 steps
1: triethylamine / dichloromethane / 12 h / 20 °C / Inert atmosphere; Cooling with ice
2: tetrabutyl ammonium fluoride / tetrahydrofuran / 12 h / 20 °C / Cooling with ice
3: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 12 h / 20 °C / Inert atmosphere; Cooling with ice
View Scheme
C24H35NO3Si

C24H35NO3Si

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

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

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: tetrabutyl ammonium fluoride / tetrahydrofuran / 12 h / 20 °C / Cooling with ice
2: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 12 h / 20 °C / Inert atmosphere; Cooling with ice
View Scheme
2-<2-(t-Butyldimethylsilyloxy)ethyl>benzaldehyde
81168-10-7

2-<2-(t-Butyldimethylsilyloxy)ethyl>benzaldehyde

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

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

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1.1: titanium(IV) tetraethanolate / tetrahydrofuran / 12 h / Reflux
2.1: C18H31NOS; [RhCl(cis-cyclooctene)2]2 / toluene / 0.5 h / 20 °C / Inert atmosphere; Schlenk technique
2.2: 6 h / 60 °C
3.1: Trimethylenediamine / 2.5 h / 120 °C / Microwave irradiation
4.1: triethylamine / dichloromethane / 12 h / 20 °C / Inert atmosphere; Cooling with ice
5.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 12 h / 20 °C / Cooling with ice
6.1: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 12 h / 20 °C / Inert atmosphere; Cooling with ice
View Scheme
benzoyl chloride
98-88-4

benzoyl chloride

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

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

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: sodium carbonate / water / 0.25 h / 29.8 °C
1.2: 4.33 h / 17.5 - 26.6 °C
2.1: PPA / water / 4.25 h / 14.9 - 165 °C
2.2: 0.17 h / 28 - 42 °C / pH 2.1 - 7.12
3.1: methanol; sodium tetrahydroborate / water / 5.42 h / 20 - 34 °C
4.1: D-tartaric acid / methanol; ethyl acetate / 2.08 h / 28 - 64 °C / Resolution of racemate
4.2: 1.17 h / pH 8 - 9
5.1: sodium carbonate / toluene / 2.17 h / 0 - 28 °C
View Scheme
phenethylamine
64-04-0

phenethylamine

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

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

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: sodium carbonate / water / 0.25 h / 29.8 °C
1.2: 4.33 h / 17.5 - 26.6 °C
2.1: PPA / water / 4.25 h / 14.9 - 165 °C
2.2: 0.17 h / 28 - 42 °C / pH 2.1 - 7.12
3.1: methanol; sodium tetrahydroborate / water / 5.42 h / 20 - 34 °C
4.1: D-tartaric acid / methanol; ethyl acetate / 2.08 h / 28 - 64 °C / Resolution of racemate
4.2: 1.17 h / pH 8 - 9
5.1: sodium carbonate / toluene / 2.17 h / 0 - 28 °C
View Scheme
(S)-N-carboxylic acid ethyl ester-1-phenyl-1,2,3,4-tetrahydroisoquinoline
180468-42-2

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

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

(R)-quinuclidin-3-ol

solifenacin
242478-37-1

solifenacin

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

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

diphenylamine
122-39-4

diphenylamine

(S)-N,N,1-triphenyl-3,4-dihydroisoquinoline-2(1H)-carboxamide

(S)-N,N,1-triphenyl-3,4-dihydroisoquinoline-2(1H)-carboxamide

Conditions
ConditionsYield
With sodium hydride In toluene at 110 - 120℃;84%
With sodium hydride In toluene at 103 - 135℃; Temperature;82%
With sodium hydride In toluene at 110 - 120℃;
(S)-N-carboxylic acid ethyl ester-1-phenyl-1,2,3,4-tetrahydroisoquinoline
180468-42-2

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

4-chloro-aniline
106-47-8

4-chloro-aniline

(S)-N-(p-chlorophenyl)-1-phenyl-3,4-dihydroisoquinoline-2(1H)-carboxamide

(S)-N-(p-chlorophenyl)-1-phenyl-3,4-dihydroisoquinoline-2(1H)-carboxamide

Conditions
ConditionsYield
With sodium hydride In toluene at 110 - 120℃;81%
With sodium hydride In toluene at 110 - 120℃;
(S)-N-carboxylic acid ethyl ester-1-phenyl-1,2,3,4-tetrahydroisoquinoline
180468-42-2

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

4-fluoroaniline
371-40-4

4-fluoroaniline

(S)-N-(p-fluorophenyl)-1-phenyl-3,4-dihydroisoquinoline-2(1H)-carboxamide

(S)-N-(p-fluorophenyl)-1-phenyl-3,4-dihydroisoquinoline-2(1H)-carboxamide

Conditions
ConditionsYield
With sodium hydride In toluene at 110 - 120℃;78.3%
With sodium hydride In toluene at 110 - 120℃;
(S)-N-carboxylic acid ethyl ester-1-phenyl-1,2,3,4-tetrahydroisoquinoline
180468-42-2

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

2,6-Dichloroaniline
608-31-1

2,6-Dichloroaniline

(S)-N-(2,6-dichlorophenyl)-1-phenyl-3,4-dihydroisoquinoline-2(1H)-carboxamide

(S)-N-(2,6-dichlorophenyl)-1-phenyl-3,4-dihydroisoquinoline-2(1H)-carboxamide

Conditions
ConditionsYield
With sodium hydride In toluene at 110 - 120℃;77.5%
With sodium hydride In toluene at 110 - 120℃;
(S)-N-carboxylic acid ethyl ester-1-phenyl-1,2,3,4-tetrahydroisoquinoline
180468-42-2

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

3-bromoaniline
591-19-5

3-bromoaniline

(S)-N-(m-bromophenyl)-1-phenyl-3,4-dihydroisoquinoline-2(1H)-carboxamide

(S)-N-(m-bromophenyl)-1-phenyl-3,4-dihydroisoquinoline-2(1H)-carboxamide

Conditions
ConditionsYield
With sodium hydride In toluene at 110 - 120℃;77.5%
With sodium hydride In toluene at 110 - 120℃;
(S)-N-carboxylic acid ethyl ester-1-phenyl-1,2,3,4-tetrahydroisoquinoline
180468-42-2

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

4-methoxy-aniline
104-94-9

4-methoxy-aniline

(S)-N-(p-methoxyphenyl)-1-phenyl-3,4-dihydroisoquinoline-2(1H)-carboxamide

(S)-N-(p-methoxyphenyl)-1-phenyl-3,4-dihydroisoquinoline-2(1H)-carboxamide

Conditions
ConditionsYield
With sodium hydride In toluene at 110 - 120℃;77%
With sodium hydride In toluene at 110 - 120℃;
(S)-N-carboxylic acid ethyl ester-1-phenyl-1,2,3,4-tetrahydroisoquinoline
180468-42-2

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

2-bromoaniline
615-36-1

2-bromoaniline

(S)-N-(o-bromophenyl)-1-phenyl-3,4-dihydroisoquinoline-2(1H)-carboxamide

(S)-N-(o-bromophenyl)-1-phenyl-3,4-dihydroisoquinoline-2(1H)-carboxamide

Conditions
ConditionsYield
With sodium hydride In toluene at 110 - 120℃;74.5%
With sodium hydride In toluene at 110 - 120℃;
(S)-N-carboxylic acid ethyl ester-1-phenyl-1,2,3,4-tetrahydroisoquinoline
180468-42-2

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

benzylamine
100-46-9

benzylamine

(S)-N-benzyl-1-phenyl-3,4-dihydroisoquinoline-2(1H)-carboxamide

(S)-N-benzyl-1-phenyl-3,4-dihydroisoquinoline-2(1H)-carboxamide

Conditions
ConditionsYield
With sodium hydride In toluene at 110 - 120℃;73%
With sodium hydride In toluene at 110 - 120℃;
(S)-N-carboxylic acid ethyl ester-1-phenyl-1,2,3,4-tetrahydroisoquinoline
180468-42-2

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

phenyl sulfamate
19792-91-7

phenyl sulfamate

C24H24N2O5S

C24H24N2O5S

Conditions
ConditionsYield
Stage #1: (S)-N-carboxylic acid ethyl ester-1-phenyl-1,2,3,4-tetrahydroisoquinoline; phenyl sulfamate With aluminum oxide; bis{rhodium[3,3'-(1,3-phenylene)bis(2,2-dimethylpropanoic acid)]} at 20℃; for 0.0833333h;
Stage #2: With bis(tertbutylcarbonyloxy)iodobenzene at 20℃; for 6h; enantioselective reaction;		73%
(S)-N-carboxylic acid ethyl ester-1-phenyl-1,2,3,4-tetrahydroisoquinoline
180468-42-2

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

1-amino-3-methylbenzene
108-44-1

1-amino-3-methylbenzene

(S)-1-phenyl-N-m-tolyl-3,4-dihydroisoquinoline-2(1H)-carboxamide

(S)-1-phenyl-N-m-tolyl-3,4-dihydroisoquinoline-2(1H)-carboxamide

Conditions
ConditionsYield
With sodium hydride In toluene at 110 - 120℃;70%
With sodium hydride In toluene at 110 - 120℃;
(S)-N-carboxylic acid ethyl ester-1-phenyl-1,2,3,4-tetrahydroisoquinoline
180468-42-2

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

2-Chloroaniline
95-51-2

2-Chloroaniline

(S)-N-(o-chlorophenyl)-1-phenyl-3,4-dihydroisoquinoline-2(1H)-carboxamide

(S)-N-(o-chlorophenyl)-1-phenyl-3,4-dihydroisoquinoline-2(1H)-carboxamide

Conditions
ConditionsYield
With sodium hydride In toluene at 110 - 120℃;69.6%
With sodium hydride In toluene at 110 - 120℃;
(S)-N-carboxylic acid ethyl ester-1-phenyl-1,2,3,4-tetrahydroisoquinoline
180468-42-2

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

2-methoxy-phenylamine
90-04-0

2-methoxy-phenylamine

(S)-N-(o-methoxyphenyl)-1-phenyl-3,4-dihydroisoquinoline-2(1H)-carboxamide

(S)-N-(o-methoxyphenyl)-1-phenyl-3,4-dihydroisoquinoline-2(1H)-carboxamide

Conditions
ConditionsYield
With sodium hydride In toluene at 110 - 120℃;68%
With sodium hydride In toluene at 110 - 120℃;
(S)-N-carboxylic acid ethyl ester-1-phenyl-1,2,3,4-tetrahydroisoquinoline
180468-42-2

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

3-chloro-aniline
108-42-9

3-chloro-aniline

(S)-N-(m-chlorophenyl)-1-phenyl-3,4-dihydroisoquinoline-2(1H)-carboxamide

(S)-N-(m-chlorophenyl)-1-phenyl-3,4-dihydroisoquinoline-2(1H)-carboxamide

Conditions
ConditionsYield
With sodium hydride In toluene at 110 - 120℃;66%
With sodium hydride In toluene at 110 - 120℃;
(S)-N-carboxylic acid ethyl ester-1-phenyl-1,2,3,4-tetrahydroisoquinoline
180468-42-2

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

meta-fluoroaniline
372-19-0

meta-fluoroaniline

(S)-N-(m-fluorophenyl)-1-phenyl-3,4-dihydroisoquinoline-2(1H)-carboxamide

(S)-N-(m-fluorophenyl)-1-phenyl-3,4-dihydroisoquinoline-2(1H)-carboxamide

Conditions
ConditionsYield
With sodium hydride In toluene at 110 - 120℃;65.7%
With sodium hydride In toluene at 110 - 120℃;
(S)-N-carboxylic acid ethyl ester-1-phenyl-1,2,3,4-tetrahydroisoquinoline
180468-42-2

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

aniline
62-53-3

aniline

(S)-N,1-diphenyl-3,4-dihydroisoquinoline-2(1H)-carboxamide

(S)-N,1-diphenyl-3,4-dihydroisoquinoline-2(1H)-carboxamide

Conditions
ConditionsYield
With sodium hydride In toluene at 110 - 120℃;65%
With sodium hydride In toluene at 110 - 120℃;64.7%
(S)-N-carboxylic acid ethyl ester-1-phenyl-1,2,3,4-tetrahydroisoquinoline
180468-42-2

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

m-Anisidine
536-90-3

m-Anisidine

(S)-N-(m-methoxyphenyl)-1-phenyl-3,4-dihydroisoquinoline-2(1H)-carboxamide

(S)-N-(m-methoxyphenyl)-1-phenyl-3,4-dihydroisoquinoline-2(1H)-carboxamide

Conditions
ConditionsYield
With sodium hydride In toluene at 110 - 120℃;63.5%
With sodium hydride In toluene at 110 - 120℃;
(S)-N-carboxylic acid ethyl ester-1-phenyl-1,2,3,4-tetrahydroisoquinoline
180468-42-2

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

2-Fluoroaniline
348-54-9

2-Fluoroaniline

(S)-N-(o-fluorophenyl)-1-phenyl-3,4-dihydroisoquinoline-2(1H)-carboxamide

(S)-N-(o-fluorophenyl)-1-phenyl-3,4-dihydroisoquinoline-2(1H)-carboxamide

Conditions
ConditionsYield
With sodium hydride In toluene at 110 - 120℃;63%
With sodium hydride In toluene at 110 - 120℃;
(S)-N-carboxylic acid ethyl ester-1-phenyl-1,2,3,4-tetrahydroisoquinoline
180468-42-2

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

4-bromo-aniline
106-40-1

4-bromo-aniline

(S)-N-(p-bromophenyl)-1-phenyl-3,4-dihydroisoquinoline-2(1H)-carboxamide

(S)-N-(p-bromophenyl)-1-phenyl-3,4-dihydroisoquinoline-2(1H)-carboxamide

Conditions
ConditionsYield
With sodium hydride In toluene at 110 - 120℃;61.6%
With sodium hydride In toluene at 110 - 120℃;
(S)-N-carboxylic acid ethyl ester-1-phenyl-1,2,3,4-tetrahydroisoquinoline
180468-42-2

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

o-toluidine
95-53-4

o-toluidine

(S)-1-phenyl-N-o-tolyl-3,4-dihydroisoquinoline-2(1H)-carboxamide

(S)-1-phenyl-N-o-tolyl-3,4-dihydroisoquinoline-2(1H)-carboxamide

Conditions
ConditionsYield
With sodium hydride In toluene at 110 - 120℃;59.5%
With sodium hydride In toluene at 110 - 120℃;
(S)-N-carboxylic acid ethyl ester-1-phenyl-1,2,3,4-tetrahydroisoquinoline
180468-42-2

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

p-toluidine
106-49-0

p-toluidine

(S)-1-phenyl-N-p-tolyl-3,4-dihydroisoquinoline-2(1H)-carboxamide

(S)-1-phenyl-N-p-tolyl-3,4-dihydroisoquinoline-2(1H)-carboxamide

Conditions
ConditionsYield
With sodium hydride In toluene at 110 - 120℃;53%
With sodium hydride In toluene at 110 - 120℃;
(3R)-1-azabicyclo[2.2.2]octan-3-ol hydrochloride

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

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

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

solifenacin
242478-37-1

solifenacin

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

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

sodium (R)-quinuclidin-3-ol

sodium (R)-quinuclidin-3-ol

solifenacin
242478-37-1

solifenacin

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

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

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

(R)-quinuclidin-3-ol

A

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

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

B

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

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

C

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

(S)-1-phenyl-1,2,3,4-tetrahydroisoquinoline

D

solifenacin
242478-37-1

solifenacin

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

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

(S)-quinuclidin-3-ol
3684-26-2, 25333-42-0, 34583-34-1, 1619-34-7

(S)-quinuclidin-3-ol

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

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

Conditions
ConditionsYield
With sodium hydride In toluene Heating;
(S)-N-carboxylic acid ethyl ester-1-phenyl-1,2,3,4-tetrahydroisoquinoline
180468-42-2

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

A

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

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

B

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

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

C

solifenacin
242478-37-1

solifenacin

Conditions
ConditionsYield
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

Ethyl (S)-1-phenyl-1,2,3,4-tetrahydro-2-isoquinolinecarboxylate Chemical Properties

Molecule structure of Ethyl (S)-1-phenyl-1,2,3,4-tetrahydro-2-isoquinolinecarboxylate (CAS NO.180468-42-2):

Molecular Formula: C18H19NO2
Molecular Weight: 281.35 g/mol 
Density: 1.145 g/cm3 
Boiling Point: 412.162 °C at 760 mmHg
Flash Point: 203.068 °C
Index of Refraction: 1.582
Molar Refractivity: 82.021 cm3
Molar Volume: 245.628 cm3
Surface Tension: 45.057 dyne/cm 
Enthalpy of Vaporization: 66.475 kJ/mol 
InChI: InChI=1/C18H19NO2/c1-2-21-18(20)19-13-12-14-8-6-7-11-16(14)17(19)15-9-4-3-5-10-15/h3-11,17H,2,12-13H2,1H3 
InChIKey of Ethyl (S)-1-phenyl-1,2,3,4-tetrahydro-2-isoquinolinecarboxylate (CAS NO.180468-42-2): DKKVDRQVNMALLN-UHFFFAOYAI 

Ethyl (S)-1-phenyl-1,2,3,4-tetrahydro-2-isoquinolinecarboxylate Specification

 Ethyl (S)-1-phenyl-1,2,3,4-tetrahydro-2-isoquinolinecarboxylate (CAS NO.180468-42-2) is also named as 2(1H)-isoquinolinecarboxylic acid, 3,4-dihydro-1-phenyl-, ethyl ester ; Ethyl-1-phenyl-3,4-dihydroisochinolin-2(1H)-carboxylat ; (S)-ethyl 1-phenyl-3,4-dihydroisoquinoline-2(1H)-carboxylate .

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