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

Base Information

• Chemical Name: Ethyl 1,2,3,4-tetrahydroisoquinoline-1-carboxylate
• CAS No.: 106181-28-6
• Molecular Formula: C₁₂H₁₅NO₂
• Molecular Weight: 205.257
• Hs Code.: 2933499090
• DSSTox Substance ID: DTXSID30389754
• Nikkaji Number: J810.679G
• Mol file: 106181-28-6.mol

Synonyms:106181-28-6;ethyl 1,2,3,4-tetrahydroisoquinoline-1-carboxylate;1,2,3,4-Tetrahydro-1-isoquinoline carboxylic acid ethyl ester;1,2,3,4-Tetrahydro-isoquinoline-1-carboxylic acid ethyl ester;MFCD01926226;(S)-1,2,3,4-Tetrahydro-isoquinoline-1-carboxylicacidethylester;(R)-1,2,3,4-Tetrahydro-isoquinoline-1-carboxylic acid ethyl ester;1260589-81-8;950580-38-8;1,2,3,4-Tetrahydro-isoquinoline-1-carboxylic acidethyl ester;TimTec1_004574;Ethyl1,2,3,4-tetrahydroisoquinoline-1-carboxylate;SCHEMBL4853532;DTXSID30389754;HMS1546P20;1-Isoquinolinecarboxylic acid, 1,2,3,4-tetrahydro-, ethyl ester;STK676058;AKOS000601686;AKOS016344303;FS-1915;SB30440;SB32315;SB40188;A2023;AM20020166;BB 0260153;CS-0200101;FT-0647954;EN300-6508857;Ethyl 1,2,3,4-tetrahydro-1-isoquinolinecarboxylate;Q-102339;1,2,3,4-Tetrahydro-1-isoquinolinecarboxylic acid ethyl ester;ethyl 1,2,3,4-tetrahydroisoquinoline-1-carboxylate,hydrochloride

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

Chemical Property:

• Vapor Pressure: 0.000499mmHg at 25°C
• Refractive Index: 1.527
• Boiling Point: 313.4 °C at 760 mmHg
• Flash Point: 143.3 °C
• PSA: 38.33000
• Density: 1.101 g/cm³
• LogP: 1.76530
• Storage Temp.: 2-8°C
• XLogP3: 1.8
• 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-Tetrahydro-1-isoquinolinecarboxylicacidethylester 95 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1C2=CC=CC=C2CCN1

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

There total 7 articles about Ethyl 1,2,3,4-tetrahydroisoquinoline-1-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: 98.0%

dihydro isoquinoline-1-ethyl formate → ethyl (+/-)-1,2,3,4-tetrahydroisoquinoline-1-carboxylate (106181-28-6,950580-38-8)

Guidance literature:

With 10% Ru/C; hydrogen; In ethanol; at 65 ℃; for 24h; Reagent/catalyst; Temperature; Sealed tube;

Reference yield: 55.0%

[(Z)-2-(2-Iodo-phenyl)-ethylimino]-acetic acid ethyl ester → ethyl (+/-)-1,2,3,4-tetrahydroisoquinoline-1-carboxylate (106181-28-6,950580-38-8) + (2,3-dihydro-indol-1-yl)acetic acid ethyl ester (50781-89-0)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In benzene; at 80 ℃;

DOI:10.1021/ja0284308

Reference yield: 54.0%

1,2,3,4-tetrahydroisoquinoline-1-carboxylic acid (41034-52-0) + ethanol (64-17-5) → ethyl (+/-)-1,2,3,4-tetrahydroisoquinoline-1-carboxylate (106181-28-6,950580-38-8)

Guidance literature:

With thionyl chloride; for 1h; Heating;

DOI:10.1016/j.tetasy.2007.05.016

upstream raw materials:

1,2,3,4-tetrahydroisoquinoline

chloroformic acid ethyl ester

ethyl isoquinoline-1-carboxylate

1,2,3,4-tetrahydroisoquinoline-1-carboxylic acid

Downstream raw materials:

(S)-ethyl 1,2,3,4-tetrahydroisoquinoline-1-carboxylate

C₁₂H₁₅NO₂

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

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

Refernces

• 1、 -. "Method for preparing (R)-praziquantel". Page/Page column 9. . Retrieved 2015/07/07.
• 2、 Kawase, Masami. "Autoxidation of intermediary mesoionic 1,3-oxazolium-5-olates generated from cyclic N-acyl α-amino acids". . p. 1248 - 1253. Retrieved 2007/10/03.