6-Indolizinepropanoic acid, 3-carboxy-1,2,3,5-tetrahydro-8-hydroxy-5-oxo-, (-)-

Base Information

• Chemical Name: 6-Indolizinepropanoic acid, 3-carboxy-1,2,3,5-tetrahydro-8-hydroxy-5-oxo-, (-)-
• CAS No.: 87896-52-4
• Molecular Formula: C₁₂H₁₃NO₆
• Molecular Weight: 267.238
• DSSTox Substance ID: DTXSID501007846
• Nikkaji Number: J227.570H,J326.032A
• Wikidata: Q83004081
• Pharos Ligand ID: NUZQS9S9VV9U
• Metabolomics Workbench ID: 121302
• ChEMBL ID: CHEMBL107635

Synonyms:3-carboxy-1,2,3,5-tetrahydro-9-hydroxy-5-oxo-6-indolizinepropanoic acid;A 58365A;A-58365A;A58365A

Chemical Property of 6-Indolizinepropanoic acid, 3-carboxy-1,2,3,5-tetrahydro-8-hydroxy-5-oxo-, (-)-

Chemical Property:

• Vapor Pressure: 2.09E-17mmHg at 25°C
• Boiling Point: 609.6°Cat760mmHg
• Flash Point: 322.5°C
• Density: 1.6g/cm³
• XLogP3: -0.5
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 4
• Exact Mass: 267.07428713
• Heavy Atom Count: 19
• Complexity: 518

Purity/Quality:

>98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1CC2=C(C=C(C(=O)N2C1C(=O)O)CCC(=O)O)O

Technology Process of 6-Indolizinepropanoic acid, 3-carboxy-1,2,3,5-tetrahydro-8-hydroxy-5-oxo-, (-)-

There total 40 articles about 6-Indolizinepropanoic acid, 3-carboxy-1,2,3,5-tetrahydro-8-hydroxy-5-oxo-, (-)- 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: 97.0%

(3S)-8-hydroxy-6-(2-methoxycarbonylethyl)-5-oxo-1,2,3,5-tetrahydroindolizine-3-carboxylic acid methyl ester (90288-30-5) → (-)-A58365A (87896-52-4)

Guidance literature:

With DOWEX(R) 50WX₈-200 ion-exchange resin; water; for 3h; Heating;

DOI:10.1016/S0040-4020(02)00631-2

Reference yield: 96.0%

phenylmethyl 3-(8-hydroxy-5-oxo-3-(benzyloxycarbonyl)-1,2,3-trihydroindolizin-6-yl)propanoate (229640-43-1) → (-)-A58365A (87896-52-4)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol;

DOI:10.1016/S0040-4039(01)80464-0 DOI:10.1021/ol9905497

Reference yield: 93.0%

(S)-1,2,3,5-tetrahydro-8-hydroxy-5-oxo-3-<(phenylmethoxy)carbonyl>-6-indolizinepropanoic acid (222739-23-3) → (-)-A58365A (87896-52-4)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; for 0.25h;

DOI:10.1021/jo9822941

upstream raw materials:

(3S)-8-hydroxy-6-(2-methoxycarbonylethyl)-5-oxo-1,2,3,5-tetrahydroindolizine-3-carboxylic acid methyl ester

phenylmethyl 3-(8-hydroxy-5-oxo-3-(benzyloxycarbonyl)-1,2,3-trihydroindolizin-6-yl)propanoate

(S)-1,2,3,5-tetrahydro-8-hydroxy-5-oxo-3-<(phenylmethoxy)carbonyl>-6-indolizinepropanoic acid

methyl (S)-pyroglutamate

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