1-(2-((1-(Ethoxycarbonyl)butyl)amino)propionyl)octahydro-1H-indole-2-carboxylic acid

Base Information

• Chemical Name: 1-(2-((1-(Ethoxycarbonyl)butyl)amino)propionyl)octahydro-1H-indole-2-carboxylic acid
• CAS No.: 82978-68-5
• Molecular Formula: C₁₉H₃₂N₂O₅
• Molecular Weight: 368.473
• European Community (EC) Number: 280-080-3
• DSSTox Substance ID: DTXSID60861053
• Nikkaji Number: J278.702D
• Mol file: 82978-68-5.mol

Synonyms:82978-68-5;EINECS 280-080-3;1-(2-((1-(Ethoxycarbonyl)butyl)amino)propionyl)octahydro-1H-indole-2-carboxylic acid;(+/-)-1''-epi-Perindopril;1-[2-[[1-(Ethoxycarbonyl)butyl]amino]-1-oxopropyl]octahydro-1H-indole-2-carboxylic acid;1-[2-[[1-(ETHOXYCARBONYL)BUTYL]AMINO]PROPIONYL]OCTAHYDRO-1H-INDOLE-2-CARBOXYLIC ACID;1356929-58-2;SCHEMBL678114;DTXSID60861053;HMS3373M12;STL483400;AKOS037483526;FT-0630914;1-[2-[[1-(ethoxycarbonyl)butyl]amino]propanyl]octahydro-1h-indole-2-carboxylic acid;1-{2-[(1-ethoxy-1-oxopentan-2-yl)amino]propanoyl}octahydro-1H-indole-2-carboxylic acid (non-preferred name)

Chemical Property of 1-(2-((1-(Ethoxycarbonyl)butyl)amino)propionyl)octahydro-1H-indole-2-carboxylic acid

Chemical Property:

• Vapor Pressure: 5.63E-13mmHg at 25°C
• Boiling Point: 537.4°C at 760 mmHg
• Flash Point: 278.8°C
• PSA: 95.94000
• Density: 1.15g/cm³
• LogP: 2.26940
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 9
• Exact Mass: 368.23112213
• Heavy Atom Count: 26
• Complexity: 524

Purity/Quality:

98%Min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCC(C(=O)OCC)NC(C)C(=O)N1C2CCCCC2CC1C(=O)O

Technology Process of 1-(2-((1-(Ethoxycarbonyl)butyl)amino)propionyl)octahydro-1H-indole-2-carboxylic acid

There total 49 articles about 1-(2-((1-(Ethoxycarbonyl)butyl)amino)propionyl)octahydro-1H-indole-2-carboxylic 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: 100.0%

perindopril tert-octylammonium salt (924264-25-5) → Perindopril (82834-16-0,145513-33-3,82978-68-5,99149-83-4)

Guidance literature:

With sulfuric acid; In isopropyl alcohol; at 20 - 60 ℃; for 0.5h; Product distribution / selectivity;

Reference yield: 94.0%

(2S,3aS,7aS)-1-[(2S)-2-[[(1S)-1-(ethoxycarbonyl)butyl]amino]-1-oxopropyl]octahydro-1H-indole-2-carboxylic acid benzyl ester (122454-52-8) → Perindopril (82834-16-0,145513-33-3,82978-68-5,99149-83-4)

Guidance literature:

With hydrogen; 5% palladium over charcoal; In water; methyl cyclohexane; at 15 - 30 ℃; under 375.038 Torr;

Reference yield: 90.0%

(2S,3aS,7aS)-octahydroindole-2-carboxylic acid trimethylsilyl ester (200423-22-9) + ethyl (2S)-2-[(4S)-4-methyl-2-oxido-5-oxo-1,2,3-oxathiazolidin-3-yl]-pentanoate (625095-49-0) → Perindopril (82834-16-0,145513-33-3,82978-68-5,99149-83-4)

Guidance literature:

(2S,3aS,7aS)-octahydroindole-2-carboxylic acid trimethylsilyl ester; ethyl (2S)-2-[(4S)-4-methyl-2-oxido-5-oxo-1,2,3-oxathiazolidin-3-yl]-pentanoate; In dichloromethane; at -15 - 35 ℃;

With sodium hydroxide; water; In ethyl acetate; pH=4.2 - 4.5;

upstream raw materials:

(2S,3aS,7aS)-1-[(2S)-2-[[(1S)-1-(ethoxycarbonyl)butyl]amino]-1-oxopropyl]octahydro-1H-indole-2-carboxylic acid benzyl ester

(2S,3aS,7aS)-1-{2-[1-ethoxycarbonyl-(S)-butylamino]-(S)-propionyl}-octahydroindole-2-carboxylic acid p-nitrobenzylic ester

benzyl (S)-(S)-(S)-perhydroindole-2-carboxylate

N-<1(S)-(ethoxycarbonyl)butyl>-L-alanine

Refernces

• 1、 -. "Of enantiomerically enriched indoline - 2 - formic acid". Paragraph 0145; 0146; 0147; 0148. . Retrieved 2017/09/01.
• 2、 -. "PERINDOPRIL TOSYLATE". Page/Page column 15. . Retrieved 2010/12/31.