Ethyl 1,2,3,4-tetrahydroisoquinoline-3-carboxylate

Base Information

• Chemical Name: Ethyl 1,2,3,4-tetrahydroisoquinoline-3-carboxylate
• CAS No.: 41234-43-9
• Molecular Formula: C₁₂H₁₅NO₂
• Molecular Weight: 205.257
• Hs Code.: 2933499090
• European Community (EC) Number: 255-273-0
• DSSTox Substance ID: DTXSID80936050
• Nikkaji Number: J320.031K
• ChEMBL ID: CHEMBL2220735
• Mol file: 41234-43-9.mol

Synonyms:Ethyl 1,2,3,4-tetrahydroisoquinoline-3-carboxylate;41234-43-9;15912-55-7;1,2,3,4-Tetrahydro-isoquinoline-3-carboxylic acid ethyl ester;ethyl 1,2,3,4-tetrahydro-3-isoquinolinecarboxylate;EINECS 255-273-0;1,2,3,4-Tetrahydro-3-isoquinolinecarboxylic acid ethyl ester;BAS 02976447;3-Isoquinolinecarboxylic acid, 1,2,3,4-tetrahydro-, ethyl ester;SCHEMBL3319088;CHEMBL2220735;DTXSID80936050;HMS1686E03;MFCD04035517;AKOS000300459;AKOS016118371;SB48012;AS-75855;BB 0254935;CS-0140222;FT-0647678;FT-0698400;D94960;EN300-931591;A873097;1,2,3,4-tetrahydroisoquinoline-3-carboxylic ethyl ester;1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid ethyl ester;(+/-)-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid ethyl ester;1,2,3,4-tetrahydro-3-isoquinoline carboxylic acid, ethyl ester;Ethyl 1,2,3,4-tetrahydro-3-isoquinolinecarboxylate (H-DL-Tic-OEt)

Chemical Property of Ethyl 1,2,3,4-tetrahydroisoquinoline-3-carboxylate

Chemical Property:

• Melting Point: 204℃
• Boiling Point: 313.2°Cat760mmHg
• Flash Point: 143.2°C
• PSA: 38.33000
• Density: 1.101g/cm³
• LogP: 1.59280
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 205.110278721
• Heavy Atom Count: 15
• Complexity: 230

Purity/Quality:

98%,99%, ^*data from raw suppliers

1,2,3,4-Tetrahydroisoquinoline-3-carboxylicAcidEthylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1CC2=CC=CC=C2CN1
• Uses: 1,2,3,4-Tetrahydroisoquinoline-3-carboxylic Acid Ethyl Ester is a useful synthetic intermediate. It is used to prepare quinapril derivatives as bradykinin B2 receptor antagonists. It is also used to synthesize quinolizidinone carboxylic acid selective M1 allosteric modulators.

Technology Process of Ethyl 1,2,3,4-tetrahydroisoquinoline-3-carboxylate

There total 4 articles about Ethyl 1,2,3,4-tetrahydroisoquinoline-3-carboxylate 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%

1,2,3, 4-tetrahydroisoquinoline-3-carboxylic acid camphor sulphonic acid salt + ethanol (64-17-5) → ethyl 1,2,3,4-tetrahydroisoquinoline-3-(S)-carboxylate (15912-55-7,41234-43-9,55857-63-1)

Guidance literature:

With hydrogenchloride; for 18h; Heating / reflux;

Reference yield: 80.0%

(R,S)-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid (67123-97-1) + ethanol (64-17-5) → ethyl 1,2,3,4-tetrahydroisoquinoline-3-(S)-carboxylate (15912-55-7,41234-43-9,55857-63-1)

Guidance literature:

With thionyl chloride;

DOI:10.1016/S0957-4166(01)00275-0

Reference yield:

→ ethyl 1,2,3,4-tetrahydroisoquinoline-3-(S)-carboxylate (15912-55-7,41234-43-9,55857-63-1)

Guidance literature:

With hydrogenchloride;

DOI:10.1021/jo01143a014

upstream raw materials:

(R,S)-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid

ethanol

Downstream raw materials:

3-hydroxymethyl-1,2,3,4-tetrahydroisoquinoline

3-ethyl 2-(3-(trifluoromethyl)phenyl) 3,4-dihydroisoquinoline-2,3(1H)-dicarboxylate

C₁₉H₂₁NO₄S

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

Refernces

• 1、 -. "MODULATORS OF REV-ERB". Page/Page column 59. . Retrieved 2015/07/16.
• 2、 Sanchez, Remedios,Luna, Hector,Perez, Herminia I.,Manjarrez, Norberto,Solis, Aida. "Evaluation of animal liver acetone powders for the resolution of 1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid". . p. 1399 - 1401. Retrieved 2007/10/03.