1,2,3,4 Tetrahydro-2-(3-mercapto-1-oxopropyl)-1-isoquinolinecarboxylic acid

Base Information

• Chemical Name: 1,2,3,4 Tetrahydro-2-(3-mercapto-1-oxopropyl)-1-isoquinolinecarboxylic acid
• CAS No.: 92932-75-7
• Molecular Formula: C₁₃H₁₅NO₃S
• Molecular Weight: 265.333
• DSSTox Substance ID: DTXSID10918864
• ChEMBL ID: CHEMBL23351
• Mol file: 92932-75-7.mol

Synonyms:1,2,3,4 tetrahydro-2-(3-mercapto-1-oxopropyl)-1-isoquinolinecarboxylic acid;EU 4881;EU-4881

Chemical Property of 1,2,3,4 Tetrahydro-2-(3-mercapto-1-oxopropyl)-1-isoquinolinecarboxylic acid

Chemical Property:

• Vapor Pressure: 1.16E-11mmHg at 25°C
• Boiling Point: 520.6°Cat760mmHg
• Flash Point: 268.6°C
• Density: 1.317g/cm³
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 265.07726451
• Heavy Atom Count: 18
• Complexity: 334

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CN(C(C2=CC=CC=C21)C(=O)O)C(=O)CCS

Technology Process of 1,2,3,4 Tetrahydro-2-(3-mercapto-1-oxopropyl)-1-isoquinolinecarboxylic acid

There total 4 articles about 1,2,3,4 Tetrahydro-2-(3-mercapto-1-oxopropyl)-1-isoquinolinecarboxylic acid 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:

2-(3-Acetylsulfanyl-propionyl)-1,2,3,4-tetrahydro-isoquinoline-1-carboxylic acid methyl ester → 2-[(3-mercapto)-1-oxopropyl]-1,2,3,4-tetrahydroisoquinoline-1-carboxylic acid (92932-75-7)

Guidance literature:

With sodium hydroxide; In methanol; for 4h; Ambient temperature;

DOI:10.1021/jm00363a011

Reference yield:

1,2,3,4-tetrahydroisoquinoline-1-carboxylic acid (41034-52-0) → 2-[(3-mercapto)-1-oxopropyl]-1,2,3,4-tetrahydroisoquinoline-1-carboxylic acid (92932-75-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) thionyl chloride, 2.) triethylamine / 1.) reflux, overnight, 2.) water, RT, 2 h

2: K₂CO₃ / CH₂Cl₂ / Ambient temperature

3: 1 N aq. NaOH / methanol / 4 h / Ambient temperature

With sodium hydroxide; thionyl chloride; potassium carbonate; triethylamine; In methanol; dichloromethane;

DOI:10.1021/jm00363a011

Reference yield:

1-methoxycarbonyl-1,2,3,4-tetrahydroisoquinoline (32909-74-3) → 2-[(3-mercapto)-1-oxopropyl]-1,2,3,4-tetrahydroisoquinoline-1-carboxylic acid (92932-75-7)

Guidance literature:

Multi-step reaction with 2 steps

1: K₂CO₃ / CH₂Cl₂ / Ambient temperature

2: 1 N aq. NaOH / methanol / 4 h / Ambient temperature

With sodium hydroxide; potassium carbonate; In methanol; dichloromethane;

DOI:10.1021/jm00363a011

upstream raw materials:

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

1-methoxycarbonyl-1,2,3,4-tetrahydroisoquinoline