1-Piperidinecarboxylic acid, 4-phenyl-, phenylmethyl ester

Base Information

• Chemical Name: 1-Piperidinecarboxylic acid, 4-phenyl-, phenylmethyl ester
• CAS No.: 733810-73-6
• Molecular Formula: C19H21NO2
• Molecular Weight: 295.381
• Mol file: 733810-73-6.mol

Synonyms:benzyl 4-phenylpiperidine-1-carboxylate;4-phenylpiperidine-1-carboxylic acid benzyl ester;

Chemical Property of 1-Piperidinecarboxylic acid, 4-phenyl-, phenylmethyl ester

Chemical Property:

• Boiling Point: 438.7±44.0 °C(Predicted)
• PKA: -1.71±0.40(Predicted)
• PSA: 29.54000
• Density: 1.136±0.06 g/cm3(Predicted)
• LogP: 4.14070

Purity/Quality:

NLT 98% ^*data from raw suppliers

Benzyl4-Phenylpiperidine-1-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-Piperidinecarboxylic acid, 4-phenyl-, phenylmethyl ester

There total 25 articles about 1-Piperidinecarboxylic acid, 4-phenyl-, phenylmethyl 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: 97.0%

bromobenzene (108-86-1,52753-63-6) + benzyl 4-bromo-1-piperidinecarboxylate (166953-64-6) → phenylmethyl 4-phenylhexahydropyridine-1-carboxylate (733810-73-6)

Guidance literature:

With pyridine; nickel(II) iodide; 4,4'-di-tert-butyl-2,2'-bipyridine; magnesium chloride; zinc; In N,N-dimethyl acetamide; at 25 ℃; for 12h; Inert atmosphere;

DOI:10.1021/ol3013342

Reference yield: 89.0%

iodobenzene (591-50-4) + 1-benzyl 4-(1,3-dioxoisoindolin-2-yl) piperidine-1,4-dicarboxylate → phenylmethyl 4-phenylhexahydropyridine-1-carboxylate (733810-73-6)

Guidance literature:

With 4,4'-di-tert-butyl-2,2'-bipyridine nickel(II) bromide; zinc; In N,N-dimethyl acetamide; at 28 ℃; for 9h; Inert atmosphere; Glovebox;

DOI:10.1021/jacs.6b01533

Reference yield: 67.0%

2-phenyl-4,4,5,5-tetramethyl-1,3,2-dioxoborole (24388-23-6) + benzyl 4-bromo-1-piperidinecarboxylate (166953-64-6) → phenylmethyl 4-phenylhexahydropyridine-1-carboxylate (733810-73-6)

Guidance literature:

With C₂₅H₃₃Cl₂FeLiN₂*0.75C₄H₈O; lithium ethylmethyl amide; In benzene; at 20 ℃; for 24h; Glovebox; Inert atmosphere;

DOI:10.1002/anie.201914315

upstream raw materials:

phenyltrifluorosilane

benzyl 4-bromo-1-piperidinecarboxylate

N-(Benzyloxycarbonyloxy)succinimide

1-(benzyloxycarbonyl)-4-hydroxypiperidine

Downstream raw materials:

(3-oxo-3-phenyl-propyl)-carbamic acid benzyl ester

Adofen

C₁₈H₁₇NO₄

3,4-dihydroxy-4-phenyl-piperidine-1-carboxylic acid benzyl ester

Refernces

• 1、 Wong, Alexander S.,Zhang, Bufan,Li, Bo,Neidig, Michael L.,Byers, Jeffery A.. "Air-Stable Iron-Based Precatalysts for Suzuki-Miyaura Cross-Coupling Reactions between Alkyl Halides and Aryl Boronic Esters". . p. 2461 - 2472. Retrieved 2021/11/01.
• 2、 Hughes, Jonathan M. E.,Fier, Patrick S.. "Desulfonylative Arylation of Redox-Active Alkyl Sulfones with Aryl Bromides". supporting information. p. 5650 - 5654. Retrieved 2019/08/01.