Methyl 8-oxo-8-(phenylamino)octanoate

Base Information

• Chemical Name: Methyl 8-oxo-8-(phenylamino)octanoate
• CAS No.: 162853-41-0
• Molecular Formula: C15H21 N O3
• Molecular Weight: 263.337
• Hs Code.: 2924299090
• DSSTox Substance ID: DTXSID90460593
• Nikkaji Number: J2.724.548J
• Wikidata: Q72498892
• Mol file: 162853-41-0.mol

Synonyms:162853-41-0;Methyl 8-oxo-8-(phenylamino)octanoate;methyl suberanilate;methyl 8-anilino-8-oxooctanoate;Methyl 7-(phenylcarbamoyl)heptanoate;7-Phenylcarbamoyl-heptanoic acid methyl ester;METHYL 7-PHENYLCARBAMOYLHEPTANOATE;suberanilic acid methyl ester;SCHEMBL313148;DTXSID90460593;UKIMVQKYXFBPCC-UHFFFAOYSA-N;MFCD06795513;AKOS015891189;METHYL7-PHENYLCARBAMOYLHEPTANATE;FT-0708328;Octanoic acid, 8-oxo-8-(phenylamino)-, methyl ester

Chemical Property of Methyl 8-oxo-8-(phenylamino)octanoate

Chemical Property:

• Melting Point: 64-65℃
• Boiling Point: 425.6±28.0 °C(Predicted)
• PKA: 15.02±0.70(Predicted)
• PSA: 55.40000
• Density: 1.090
• LogP: 3.21170
• Storage Temp.: 2-8°C
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 9
• Exact Mass: 263.15214353
• Heavy Atom Count: 19
• Complexity: 273

Purity/Quality:

99% ^*data from raw suppliers

Methyl8-oxo-8-(phenylamino)octanoate 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)CCCCCCC(=O)NC1=CC=CC=C1

Technology Process of Methyl 8-oxo-8-(phenylamino)octanoate

There total 8 articles about Methyl 8-oxo-8-(phenylamino)octanoate 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: 98.0%

suberic acid monomethyl ester (3946-32-5) + aniline (62-53-3) → 8-oxo-8-(phenylamino)octanoic acid methyl ester (162853-41-0)

Guidance literature:

With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; diisopropylamine; In dichloromethane; at 20 ℃; for 12h;

DOI:10.1021/np400143j

Reference yield: 95.1%

methanol (67-56-1) + suberanilic acid (149648-52-2) → 8-oxo-8-(phenylamino)octanoic acid methyl ester (162853-41-0)

Guidance literature:

With zinc(II) chloride; at 50 ℃; for 3h; Temperature;

Reference yield: 90.0%

methyl 8-chloro-8-oxooctanoate (41624-92-4) + aniline (62-53-3) → 8-oxo-8-(phenylamino)octanoic acid methyl ester (162853-41-0)

Guidance literature:

With triethylamine; In dichloromethane; for 12h; Heating;

DOI:10.1016/j.ejmech.2007.05.009

upstream raw materials:

methanol

suberanilic acid

methyl 8-chloro-8-oxooctanoate

aniline

Downstream raw materials:

7-(1H-indol-2-yl)-N-phenylheptanamide

suberanilic acid

vorinostat

suberoylanilide hydroxamic acid potassium salt

Refernces

• 1、 Liao, Yi,Xu, Liping,Ou, Siyu,Edwards, Holly,Luedtke, Daniel,Ge, Yubin,Qin, Zhihui. "H2O2/Peroxynitrite-Activated Hydroxamic Acid HDAC Inhibitor Prodrugs Show Antileukemic Activities against AML Cells". . p. 635 - 640. Retrieved 2018/06/22.
• 2、 Elmarrouni, Abdellatif,Ritts, Casey B.,Balsells, Jaume. "Silyl-mediated photoredox-catalyzed Giese reaction: Addition of non-activated alkyl bromides". . p. 6639 - 6646. Retrieved 2018/08/24.