Methyl 1-benzyl-4-(phenylamino)piperidine-4-carboxylate

Base Information

• Chemical Name: Methyl 1-benzyl-4-(phenylamino)piperidine-4-carboxylate
• CAS No.: 61085-60-7
• Molecular Formula: C20H24 N2 O2
• Molecular Weight: 324.423
• Hs Code.: 2933399090
• European Community (EC) Number: 262-589-2
• UNII: HT0TL4GJ6X
• DSSTox Substance ID: DTXSID40209959
• Nikkaji Number: J268.387C
• Wikidata: Q72488165
• Mol file: 61085-60-7.mol

Synonyms:61085-60-7;Methyl 1-benzyl-4-(phenylamino)piperidine-4-carboxylate;methyl 4-anilino-1-benzylpiperidine-4-carboxylate;4-(Phenylamino]-1-benzyl-4-piperidinecarboxylic Acid Methyl Ester;HT0TL4GJ6X;EINECS 262-589-2;MFCD02093804;4-(Phenyl-13C6-amino]-1-benzyl-4-piperidinecarboxylicAcidMethylEster;UNII-HT0TL4GJ6X;MLS003960117;SCHEMBL3171094;Methyl 4-(Phenylamino)-1-benzyl-4-piperidinecarboxylate;DTXSID40209959;NPNNCHCGYDKUTA-UHFFFAOYSA-N;methyl 4-(phenylamino)-1-(phenylmethyl)-4-piperidinecarboxylate;AKOS005216046;AS-47084;SMR002658437;SY241361;CS-0197682;F11957;A904149;methyl 1-benzyl-4-anilino-4-piperidine carboxylate;REMIFENTANIL HYDROCHLORIDE IMPURITY J [EP IMPURITY];methyl4-(phenylamino)-1-(phenylmethyl)-4-piperidinecarboxylate;1-Benzyl-4-(phenylamino)piperidine-4-carboxylic acid methyl ester;methyl 4-(phenylamino)-1 (phenylmethyl)-4-piperidinecarboxylate;4-PIPERIDINECARBOXYLIC ACID, 4-(PHENYLAMINO)-1-(PHENYLMETHYL)-, METHYL ESTER

Chemical Property of Methyl 1-benzyl-4-(phenylamino)piperidine-4-carboxylate

Chemical Property:

• Vapor Pressure: 2.66E-08mmHg at 25°C
• Boiling Point: 450.4°C at 760 mmHg
• Flash Point: 226.2°C
• PSA: 41.57000
• Density: 1.172g/cm³
• LogP: 3.31720
• Storage Temp.: Refrigerator
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 324.183778013
• Heavy Atom Count: 24
• Complexity: 392

Purity/Quality:

98%Min ^*data from raw suppliers

4-(Phenylamino]-1-benzyl-4-piperidinecarboxylicAcidMethylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1(CCN(CC1)CC2=CC=CC=C2)NC3=CC=CC=C3
• Uses: Remifentanil derivative Remifentanil derivative.

Technology Process of Methyl 1-benzyl-4-(phenylamino)piperidine-4-carboxylate

There total 20 articles about Methyl 1-benzyl-4-(phenylamino)piperidine-4-carboxylate 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: 75.0%

methanol (67-56-1) + 1-benzyl-4-phenylaminopiperidine-4-carboxylic acid amide (1096-03-3) → methyl 4-(phenylamino)-1-(phenylmethyl)-4-piperidinecarboxylate (61085-60-7)

Guidance literature:

With toluene-4-sulfonic acid; at 105 ℃; for 36h;

DOI:10.1021/jo00040a061

Reference yield: 73.0%

sodium 4-carboxy-4-(phenylamino)-N-benzylpiperidine (61085-47-0) + methyl iodide (74-88-4) → methyl 4-(phenylamino)-1-(phenylmethyl)-4-piperidinecarboxylate (61085-60-7)

Guidance literature:

In dimethyl sulfoxide; at 72 ℃; for 0.166667h;

Reference yield: 42.0%

1-benzyl-4-(phenylamino)piperidine-4-carboxylic acid (85098-64-2) + methyl iodide (74-88-4) → methyl 4-(phenylamino)-1-(phenylmethyl)-4-piperidinecarboxylate (61085-60-7)

Guidance literature:

1-benzyl-4-(phenylamino)piperidine-4-carboxylic acid; With sodium hydride; In N,N-dimethyl-formamide;

methyl iodide; In N,N-dimethyl-formamide; at 20 ℃; for 48h;

DOI:10.1021/jm0507274

upstream raw materials:

methanol

1-benzyl-4-phenylaminopiperidine-4-carboxylic acid amide

sodium 4-carboxy-4-(phenylamino)-N-benzylpiperidine

methyl iodide

Downstream raw materials:

4-(N-phenylamino)-1-phenylmethyl-4-piperidinylmethanol

methyl 4-[N-(1-oxopropyl)-N-phenylamino]-1-benzyl-4-piperidinecarboxylate

methyl 4-[N-(1-oxopropyl)-N-phenylamino]-4-piperidinecarboxylate hydrochloride

methyl 4-[N-(1-oxopropyl)-N-phenylamino]-4-piperidinecarboxylate

Refernces

• 1、 -. "Synthesis of intermediate anilino methyl esters used in the production of synthetic opioid analgesics". . . Retrieved 2014/06/11.
• 2、 -. "SUBSTITUTED 4-AMINO-PIPERIDINES". Page/Page column 25. . Retrieved 2010/02/17.