3-Isoquinolinecarboxylic acid, 1,2,3,4-tetrahydro-2-(5-((aminoiminomethyl)amino)-2-(((6,7-dimethoxy-2-naphthalenyl)sulfonyl)amino)-1-oxopentyl)-

Base Information

• Chemical Name: 3-Isoquinolinecarboxylic acid, 1,2,3,4-tetrahydro-2-(5-((aminoiminomethyl)amino)-2-(((6,7-dimethoxy-2-naphthalenyl)sulfonyl)amino)-1-oxopentyl)-
• CAS No.: 66937-37-9
• Molecular Formula: C28H33N5O7S
• Molecular Weight: 583.6559
• DSSTox Substance ID: DTXSID50985616
• Mol file: 66937-37-9.mol

Synonyms:66937-37-9;3-Isoquinolinecarboxylic acid, 1,2,3,4-tetrahydro-2-(5-((aminoiminomethyl)amino)-2-(((6,7-dimethoxy-2-naphthalenyl)sulfonyl)amino)-1-oxopentyl)-;C28H33N5O7S;DTXSID50985616;C28-H33-N5-O7-S;LS-85456;2-[N~2~-(6,7-Dimethoxynaphthalene-2-sulfonyl)arginyl]-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid

Chemical Property of 3-Isoquinolinecarboxylic acid, 1,2,3,4-tetrahydro-2-(5-((aminoiminomethyl)amino)-2-(((6,7-dimethoxy-2-naphthalenyl)sulfonyl)amino)-1-oxopentyl)-

Chemical Property:

• Vapor Pressure: 8.44E-33mmHg at 25°C
• Boiling Point: 875.7°C at 760 mmHg
• Flash Point: 483.4°C
• Density: 1.43g/cm³
• XLogP3: 2
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 11
• Exact Mass: 583.21006958
• Heavy Atom Count: 41
• Complexity: 1050

Purity/Quality:

85.0-99.8% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=C2C=C(C=CC2=C1)S(=O)(=O)NC(CCCN=C(N)N)C(=O)N3CC4=CC=CC=C4CC3C(=O)O)OC

Technology Process of 3-Isoquinolinecarboxylic acid, 1,2,3,4-tetrahydro-2-(5-((aminoiminomethyl)amino)-2-(((6,7-dimethoxy-2-naphthalenyl)sulfonyl)amino)-1-oxopentyl)-

There total 8 articles about 3-Isoquinolinecarboxylic acid, 1,2,3,4-tetrahydro-2-(5-((aminoiminomethyl)amino)-2-(((6,7-dimethoxy-2-naphthalenyl)sulfonyl)amino)-1-oxopentyl)- 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:

methyl 2-[N2-(6,7-dimethoxy-2-naphthalenesulfonyl)-L-arginyl]-1,2,3,4-tetrahydroisoquinoline-3-carboxylate → 2-[N2-(6,7-dimethoxy-2-naphthalenesulfonyl)-L-arginyl]-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid (66937-37-9)

Guidance literature:

With sodium hydroxide; In methanol; water;

Reference yield:

ethyl 1,2,3,4-tetrahydroisoquinoline-3-(S)-carboxylate (15912-55-7,41234-43-9,55857-63-1) → 2-[N2-(6,7-dimethoxy-2-naphthalenesulfonyl)-L-arginyl]-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid (66937-37-9)

Guidance literature:

Multi-step reaction with 5 steps

1: tetrahydrofuran / 1.) -20 deg C, 10 min, 2.) RT, 1 h

2: HCl / ethyl acetate / 3 h

3: Et₃N / CH₂Cl₂ / 4 h

4: H₂ / Pd black / ethanol; acetic acid / 30 h / Ambient temperature

5: 1 N aq. NaOH / ethanol / 30 h / Ambient temperature

With hydrogenchloride; sodium hydroxide; hydrogen; triethylamine; palladium; In tetrahydrofuran; ethanol; dichloromethane; acetic acid; ethyl acetate;

DOI:10.1021/jm00186a003

Reference yield:

Boc-Arg(NO2)-OH (2188-18-3) → 2-[N2-(6,7-dimethoxy-2-naphthalenesulfonyl)-L-arginyl]-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid (66937-37-9)

Guidance literature:

Multi-step reaction with 6 steps

1: tetrahydrofuran / 0.25 h / -20 °C

2: tetrahydrofuran / 1.) -20 deg C, 10 min, 2.) RT, 1 h

3: HCl / ethyl acetate / 3 h

4: Et₃N / CH₂Cl₂ / 4 h

5: H₂ / Pd black / ethanol; acetic acid / 30 h / Ambient temperature

6: 1 N aq. NaOH / ethanol / 30 h / Ambient temperature

With hydrogenchloride; sodium hydroxide; hydrogen; triethylamine; palladium; In tetrahydrofuran; ethanol; dichloromethane; acetic acid; ethyl acetate;

DOI:10.1021/jm00186a003

upstream raw materials:

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

Boc-Arg(NO₂)-OH