Isonipecotic acid, 1-methyl-4-phenyl-, ethyl ester, 1-oxide

Base Information

• Chemical Name: Isonipecotic acid, 1-methyl-4-phenyl-, ethyl ester, 1-oxide
• CAS No.: 13147-07-4
• Molecular Formula: C15H21 N O3
• Molecular Weight: 263.337
• Nikkaji Number: J541.968I
• Mol file: 13147-07-4.mol

Synonyms:Pethidine N-oxide;Meperidine N-oxide;13147-07-4;Isonipecotic acid, 1-methyl-4-phenyl-, ethyl ester, 1-oxide;YYHWYXQYNPKPQL-UHFFFAOYSA-N;Ethyl 1-methyl-4-phenyl-4-piperidinecarboxylate 1-oxide #

Chemical Property of Isonipecotic acid, 1-methyl-4-phenyl-, ethyl ester, 1-oxide

Chemical Property:

• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 263.15214353
• Heavy Atom Count: 19
• Complexity: 315

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1(CC[N+](CC1)(C)[O-])C2=CC=CC=C2

Technology Process of Isonipecotic acid, 1-methyl-4-phenyl-, ethyl ester, 1-oxide

There total 2 articles about Isonipecotic acid, 1-methyl-4-phenyl-, ethyl ester, 1-oxide 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%

pethidine (57-42-1) → meperidine N-oxide (13147-07-4)

Guidance literature:

With dihydrogen peroxide; In methanol; 1.) room temperature, 48 h, 2.) heating, 2 h; other reagent: m-chloroperbenzoic acid;

Reference yield:

pethidine (57-42-1) → 4-phenyl-piperidine-4-carboxylic acid (3627-45-0) + pethidinic acid (3627-48-3) + Normeperidine (77-17-8) + meperidine N-oxide (13147-07-4) + p-hydroxymeperidine (4220-06-8) + N-hydroxynormeperidine

Guidance literature:

metabolism (rat); determination in plasma, blood, urine;

DOI:10.1002/jps.2600700504

Reference yield:

meperidine N-oxide (13147-07-4) + potassium cyanide (151-50-8) → 4-phenyl-4-carbethoxy-2-cyano-1-methylpiperidine

Guidance literature:

With trifluoroacetic anhydride; Yield given. Multistep reaction; 1.) methylene chloride, room temperature, 1 h; heating, 20 min, 2.) water, room temperature, 1 h;

upstream raw materials:

pethidine

Refernces

• 1、 Groutas, W.C.,Essawi, M.,Portoghese, P.S.. "α-CYANATION OF TERTIARY AMINES". . p. 495 - 502. Retrieved 2007/10/02.