Nonanoic acid, 9-amino-, methyl ester

Base Information

• Chemical Name: Nonanoic acid, 9-amino-, methyl ester
• CAS No.: 4088-26-0
• Molecular Formula: C10H21NO2
• Molecular Weight: 187.282
• DSSTox Substance ID: DTXSID90443104
• Nikkaji Number: J1.293.226J
• Wikidata: Q82260813
• Mol file: 4088-26-0.mol

Synonyms:Methyl 9-aminononanoate;4088-26-0;Nonanoic acid, 9-amino-, methyl ester;SCHEMBL1701715;DTXSID90443104;9-Aminononanoic acid methyl ester;EN300-8137926

Chemical Property of Nonanoic acid, 9-amino-, methyl ester

Chemical Property:

• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 9
• Exact Mass: 187.157228913
• Heavy Atom Count: 13
• Complexity: 126

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)CCCCCCCCN

Technology Process of Nonanoic acid, 9-amino-, methyl ester

There total 5 articles about Nonanoic acid, 9-amino-, methyl ester 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: 64.0%

9-Isocyanato-nonanoic acid methyl ester (167493-50-7) → 9-aminopelargonic methyl ester (4088-26-0) + 9-amino-1-nonanoic acid hydrochloride (23734-86-3)

Guidance literature:

With hydrogenchloride; for 2.5h; Heating;

DOI:10.1021/jm950872p

Reference yield:

diazomethane (186581-53-3,908094-01-9,334-88-3) + N-[4-(9,18-Dioxo-octadecahydro-4a,8-diaza-benzocycloheptadecen-8-yl)-butyl]-acetamide (83633-04-9) → dimethyl sebacate (106-79-6) + 9-aminopelargonic methyl ester (4088-26-0) + N1-[3-(2-Aminomethyl-piperidin-1-yl)-propyl]-butane-1,4-diamine + {1-[3-(4-Amino-butylamino)-propyl]-piperidin-2-yl}-acetic acid

Guidance literature:

With hydrogenchloride; sodium azide; sulfuric acid; Multistep reaction; 1.) 1.5 h, 23 deg C, 2.) 150 deg C, 20 h, 3.) Et₂O;

DOI:10.1002/hlca.19960790405

Reference yield:

diazomethane (186581-53-3,908094-01-9,334-88-3) + N,N'-diacetyl(10,11-(2)H2)-inandenin-12-one (181486-90-8) → dimethyl sebacate (106-79-6) + 9-aminopelargonic methyl ester (4088-26-0) + 5,9-diaza(14,15-(2)H2)pentadecane-1,15-diamine + 16-amino-8,12-diaza(3-(2)H)hexadecanoic acid

Guidance literature:

With hydrogenchloride; sodium azide; sulfuric acid; Multistep reaction; 1.) 1.5 h, 23 deg C, 2.) 150 deg C, 20 h, 3.) Et₂O;

DOI:10.1002/hlca.19960790405

upstream raw materials:

diazomethane

N-[4-(9,18-Dioxo-octadecahydro-4a,8-diaza-benzocycloheptadecen-8-yl)-butyl]-acetamide

N,N'-diacetyl(10,11-⁽²⁾H₂)-inandenin-12-one

9-Isocyanato-nonanoic acid methyl ester

Downstream raw materials:

Nα-benzoyl-L-arginine

9-aminononanoic acid

Refernces

• 1、 -. "METHOD FOR SYNTHESISING 9-AMINONONANOIC ACID OR THE ESTERS THEREOF FROM NATURAL UNSATURATED FATTY ACIDS". . . Retrieved 2011/05/08.
• 2、 Kalgutkar, Amit S.,Crews, Brenda C.,Marnett, Lawrence J.. "Design, synthesis, and biochemical evaluation of N-substituted maleimides as inhibitors of prostaglandin endoperoxide synthases". . p. 1692 - 1703. Retrieved 2007/10/03.