4-Piperidinecarboxylic acid, 4-(phenylamino)-, methyl ester

Base Information

• Chemical Name: 4-Piperidinecarboxylic acid, 4-(phenylamino)-, methyl ester
• CAS No.: 61085-80-1
• Molecular Formula: C13H18N2O2
• Molecular Weight: 234.298
• DSSTox Substance ID: DTXSID30485922
• Wikidata: Q82325625
• Mol file: 61085-80-1.mol

Synonyms:61085-80-1;methyl 4-anilinopiperidine-4-carboxylate;4-Piperidinecarboxylic acid, 4-(phenylamino)-, methyl ester;METHYL 4-(PHENYLAMINO)PIPERIDINE-4-CARBOXYLATE;methyl 4-(phenylamino)-4-piperidinecarboxylate;SCHEMBL11455113;DTXSID30485922;DVMSHHYWRCBCDO-UHFFFAOYSA-N;AKOS005067183

Chemical Property of 4-Piperidinecarboxylic acid, 4-(phenylamino)-, methyl ester

Chemical Property:

• PSA: 50.36000
• LogP: 1.79550
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 234.136827821
• Heavy Atom Count: 17
• Complexity: 256

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1(CCNCC1)NC2=CC=CC=C2
• Uses: Methyl 4-(phenylamino)-4-piperidinecarboxylate is an intermediate in the synthesis of Remifentanil Ester Hydrochloride (R143515), a controlled substance, an Opioid. Remifentanil Esters are used as intermediates in the synthesis of isothiocyanate derivatives of carfentanils and (methoxymethyl)fentanyls which are opioid δ receptor irreversible inhibitors.

Technology Process of 4-Piperidinecarboxylic acid, 4-(phenylamino)-, methyl ester

There total 3 articles about 4-Piperidinecarboxylic acid, 4-(phenylamino)-, 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:

N-phenyl-α-(4-piperidino)glycine sodium salt → 4-anilino-piperidine-4-carboxylic acid methyl ester (61085-80-1)

Guidance literature:

N-phenyl-α-(4-piperidino)glycine sodium salt; With methanol; sulfuric acid; at 65 ℃; for 72h;

With sodium hydrogencarbonate; In methanol; water;

Reference yield:

methanol (67-56-1) + N-phenyl-α-(4-piperidino)glycine (772283-93-9) → 4-anilino-piperidine-4-carboxylic acid methyl ester (61085-80-1)

Guidance literature:

methanol; N-phenyl-α-(4-piperidino)glycine; With sulfuric acid; at 65 ℃;

With ammonium hydroxide; In water; at 20 ℃; Product distribution / selectivity;

Reference yield:

→ 4-anilino-piperidine-4-carboxylic acid methyl ester (61085-80-1)

Guidance literature:

Benzyl-Verb. 4f, H2, Pd/C;

upstream raw materials:

methanol

N-phenyl-α-(4-piperidino)glycine

Downstream raw materials:

methyl 4-(phenylamino)-1-(phenylmethyl)-4-piperidinecarboxylate

methyl 3-(4-N-aminophenyl-4-carbomethoxy-piperidino)propionate