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Cas Database |
| Name |
Ethyl (S)-1-phenyl-1,2,3,4-tetrahydro-2-isoquinolinecarboxylate |
EINECS | N/A |
| CAS No. | 180468-42-2 | Density | 1.145 g/cm3 |
| PSA | 29.54000 | LogP | 3.72850 |
| Solubility | N/A | Melting Point |
N/A |
| Formula | C18H19NO2 | Boiling Point | 412.2 °C at 760 mmHg |
| Molecular Weight | 281.354 | Flash Point | 203.1 °C |
| Transport Information | N/A | Appearance | N/A |
| Safety | Risk Codes | N/A | |
| Molecular Structure |
|
Hazard Symbols | N/A |
| 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; |
Article Data | 23 |
Ethyl (S)-1-phenyl-1,2,3,4-tetrahydro-2-isoquinolinecarboxylate Synthetic route
- 541-41-3
chloroformic acid ethyl ester
- 22990-19-8, 96719-89-0, 118864-75-8
(S)-1-phenyl-1,2,3,4-tetrahydroisoquinoline
- 180468-42-2
(S)-N-carboxylic acid ethyl ester-1-phenyl-1,2,3,4-tetrahydroisoquinoline
| Conditions | Yield |
|---|---|
| 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% |
- 74-96-4
ethyl bromide
- 124-38-9
carbon dioxide
- 22990-19-8, 96719-89-0, 118864-75-8
(S)-1-phenyl-1,2,3,4-tetrahydroisoquinoline
- 180468-42-2
(S)-N-carboxylic acid ethyl ester-1-phenyl-1,2,3,4-tetrahydroisoquinoline
| Conditions | Yield |
|---|---|
| With sodium carbonate In 1,4-dioxane at 25℃; under 750.075 Torr; for 5h; | 84% |
- 180468-42-2
(S)-N-carboxylic acid ethyl ester-1-phenyl-1,2,3,4-tetrahydroisoquinoline
| Conditions | Yield |
|---|---|
| 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% |
- 52250-50-7
1-phenyl-3,4-dihydroisoquinoline
- 180468-42-2
(S)-N-carboxylic acid ethyl ester-1-phenyl-1,2,3,4-tetrahydroisoquinoline
| Conditions | Yield |
|---|---|
| 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 |
- 3278-14-6
N-phenethylbenzamide
- 180468-42-2
(S)-N-carboxylic acid ethyl ester-1-phenyl-1,2,3,4-tetrahydroisoquinoline
| Conditions | Yield |
|---|---|
| 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 |
- 1035272-88-8
(S)-1,2,3,4-tetrahydro-1-phenyl-isoquinoline-2-carboxylic acid
- 541-41-3
chloroformic acid ethyl ester
- 180468-42-2
(S)-N-carboxylic acid ethyl ester-1-phenyl-1,2,3,4-tetrahydroisoquinoline
| Conditions | Yield |
|---|---|
| With sodium carbonate In water; toluene at 14.9 - 34.8℃; for 3h; |
- 180272-45-1
(R)-(-)-1-phenyl-1,2,3,4-tetrahydroisoquinoline
- 180468-42-2
(S)-N-carboxylic acid ethyl ester-1-phenyl-1,2,3,4-tetrahydroisoquinoline
| Conditions | Yield |
|---|---|
| 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 |
- 881834-78-2
4-nitrophenyl-1-phenyl-3,4-dihydroisoquinoline-2(1H)-carboxylate
- 180468-42-2
(S)-N-carboxylic acid ethyl ester-1-phenyl-1,2,3,4-tetrahydroisoquinoline
| Conditions | Yield |
|---|---|
| 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 |
- 22990-19-8
1-phenyl-1,2,3,4-tetrahydroisoquinoline
- 180468-42-2
(S)-N-carboxylic acid ethyl ester-1-phenyl-1,2,3,4-tetrahydroisoquinoline
| Conditions | Yield |
|---|---|
| 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 |
- 1300713-32-9
N-acetyl-(1R)-phenyl-1,2,3,4-tetrahydroisoquinoline
- 180468-42-2
(S)-N-carboxylic acid ethyl ester-1-phenyl-1,2,3,4-tetrahydroisoquinoline
| Conditions | Yield |
|---|---|
| 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 |
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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