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

Base Information

• Chemical Name: Ethyl (S)-1-phenyl-1,2,3,4-tetrahydro-2-isoquinolinecarboxylate
• CAS No.: 180468-42-2
• Molecular Formula: C18H19NO2
• Molecular Weight: 281.354
• Mol file: 180468-42-2.mol

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;

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

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.582
• Boiling Point: 412.2 °C at 760 mmHg
• PKA: -2.16±0.40(Predicted)
• Flash Point: 203.1 °C
• PSA: 29.54000
• Density: 1.145 g/cm³
• LogP: 3.72850
• Storage Temp.: 2-8°C
• Solubility.: Chloroform (Slightly), DMSO (Slightly), Ethanol (Slightly), Methanol (Slightly)

Purity/Quality:

98% ^*data from raw suppliers

Ethyl(S)-1-Phenyl-1,2,3,4-tetrahydro-2-isoquinolinecarboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Solifenacin

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

There total 27 articles about Ethyl (S)-1-phenyl-1,2,3,4-tetrahydro-2-isoquinolinecarboxylate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

chloroformic acid ethyl ester (541-41-3) + (S)-1-phenyl-1,2,3,4-tetrahydroisoquinoline (22990-19-8,96719-89-0,118864-75-8) → (S)-N-carboxylic acid ethyl ester-1-phenyl-1,2,3,4-tetrahydroisoquinoline (180468-42-2)

Guidance literature:

With potassium carbonate; In dichloromethane; at 20 ℃;

DOI:10.1021/jm050099q

Reference yield: 84.0%

ethyl bromide (74-96-4) + carbon dioxide (124-38-9,18923-20-1) + (S)-1-phenyl-1,2,3,4-tetrahydroisoquinoline (22990-19-8,96719-89-0,118864-75-8) → (S)-N-carboxylic acid ethyl ester-1-phenyl-1,2,3,4-tetrahydroisoquinoline (180468-42-2)

Guidance literature:

With sodium carbonate; In 1,4-dioxane; at 25 ℃; for 5h; under 750.075 Torr;

Reference yield:

1-phenyl-3,4-dihydroisoquinoline (52250-50-7) → (S)-N-carboxylic acid ethyl ester-1-phenyl-1,2,3,4-tetrahydroisoquinoline (180468-42-2)

Guidance literature:

Multi-step reaction with 2 steps

1: NaBH₄ / ethanol / 60 h / 20 °C

2: 100 percent / K₂CO₃ / CH₂Cl₂ / 20 °C

With sodium tetrahydroborate; potassium carbonate; In ethanol; dichloromethane;

DOI:10.1021/jm050099q

upstream raw materials:

chloroformic acid ethyl ester

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

1-phenyl-3,4-dihydroisoquinoline

N-phenethylbenzamide

Downstream raw materials:

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

solifenacin

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

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