CI-906 (free acid)

Base Information

• Chemical Name: CI-906 (free acid)
• CAS No.: 82768-84-1
• Molecular Formula: C₂₅H₃₀N₂O₅
• Molecular Weight: 438.524
• DSSTox Substance ID: DTXSID40861051
• ChEMBL ID: CHEMBL23389
• Mol file: 82768-84-1.mol

Synonyms:82768-84-1;CI-906 (free acid);2-[n-(1-ethoxy-1-oxo-4-phenylbutan-2-yl)alanyl]-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid;CHEMBL23389;SCHEMBL678447;DTXSID40861051;NCGC00389414-01;FT-0630933;EN300-296321;2-{2-[(1-ethoxy-1-oxo-4-phenylbutan-2-yl)amino]propanoyl}-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid;3-Isoquinolinecarboxylic acid, 2-(2-((1-(ethoxycarbonyl)-3-phenylpropyl)amino)-1-oxopropyl)-1,2,3,4-tetrahydro-

Chemical Property of CI-906 (free acid)

Chemical Property:

• Vapor Pressure: 2E-18mmHg at 25°C
• Boiling Point: 662°Cat760mmHg
• Flash Point: 354.1°C
• Density: 1.217g/cm³
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 10
• Exact Mass: 438.21547206
• Heavy Atom Count: 32
• Complexity: 648

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C(CCC1=CC=CC=C1)NC(C)C(=O)N2CC3=CC=CC=C3CC2C(=O)O

Technology Process of CI-906 (free acid)

There total 14 articles about CI-906 (free 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: 83.9%

L-Tic-OH (74163-81-8) + N-(1-ethoxycarbonyl-3-phenylpropyl)-L-alanine (877932-98-4,122076-80-6) + L-alanine acid chloride (129178-93-4) → quinapril (85441-61-8,82768-84-1)

Guidance literature:

With benzenesulfonamide; phosphorus pentachloride; triethylamine; In n-heptane; dichloromethane; water;

Reference yield:

quinapril benzyl ester (82586-54-7) → quinapril (85441-61-8,82768-84-1)

Guidance literature:

With hydrogen; palladium on activated charcoal;

DOI:10.1081/SCC-200048435

Reference yield:

C33H38N2O5 → quinapril (85441-61-8,82768-84-1)

Guidance literature:

With hydrogenchloride; hydrogen; 5%-palladium/activated carbon; In ethanol; water; at 35 - 40 ℃; for 5h; under 367.786 Torr; Product distribution / selectivity;

upstream raw materials:

tert-butyl (S)-2-(((S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl)-L-alanyl)-1,2,3,4-tetrahydroisoquinoline-3-carboxylate

quinapril hydrochloride

quinapril benzyl ester

[1(S)-(ethoxycarbonyl)-3-phenylpropyl]-(S)-alanine

Downstream raw materials:

quinaprilate

Refernces

• 1、 -. "A PROCESS FOR THE PREPARATION OF SUBSTANTIALLY PURE 1,2,3,4-TETRAHYDROISOQUINOLINE-3-CARBOXYLIC ACID DERIVATIVES". Page/Page column 16-17. . Retrieved 2008/06/13.
• 2、 Li,Guo,Zografi. "Effects of a citrate buffer system on the solid-state chemical stability of lyophilized quinapril preparations". . p. 20 - 26. Retrieved 2007/10/03.