(3R,4R)-Ethyl 4-phenylpiperidine-3-carboxylate

Base Information

• Chemical Name: (3R,4R)-Ethyl 4-phenylpiperidine-3-carboxylate
• CAS No.: 749192-64-1
• Molecular Formula: C₁₄H₁₉NO₂
• Molecular Weight: 233.31
• Mol file: 749192-64-1.mol

Synonyms:(3R,4R)-4-Phenyl-piperidine-3-carboxylic acid ethyl ester;3-piperidinecarboxylic acid, 4-phenyl-, ethyl ester, (3R,4R)-;

Chemical Property of (3R,4R)-Ethyl 4-phenylpiperidine-3-carboxylate

Chemical Property:

• Vapor Pressure: 0.000104mmHg at 25°C
• Refractive Index: 1.513
• Boiling Point: 337.6 °C at 760 mmHg
• Flash Point: 158 °C
• PSA: 38.33000
• Density: 1.056 g/cm³
• LogP: 2.27160

Purity/Quality:

98%min ^*data from raw suppliers

(3R,4R)-ETHYL 4-PHENYLPIPERIDINE-3-CARBOXYLATE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (3R,4R)-Ethyl 4-phenylpiperidine-3-carboxylate

There total 4 articles about (3R,4R)-Ethyl 4-phenylpiperidine-3-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: 73.0%

ethyl 1-benzyl-4-phenyl-1,2,5,6-tetrahydropyridine-3-carboxylate → (±)-syn-ethyl 4-phenylpiperidine-3-carboxylate (116140-26-2,749192-64-1)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In ethanol; at 20 ℃;

Reference yield:

ethyl 1-benzyl-4-oxopiperidine-3-carboxylate hydrochloride (1454-53-1) → (±)-syn-ethyl 4-phenylpiperidine-3-carboxylate (116140-26-2,749192-64-1)

Guidance literature:

Multi-step reaction with 3 steps

1.1: potassium carbonate / water; dichloromethane

1.2: 0.17 h / 0 °C / Inert atmosphere

1.3: 1.5 h / Inert atmosphere

2.1: potassium carbonate; bis-triphenylphosphine-palladium(II) chloride; lithium chloride / 1,4-dioxane / 95 °C / Inert atmosphere

3.1: hydrogen / ethanol

With bis-triphenylphosphine-palladium(II) chloride; hydrogen; potassium carbonate; lithium chloride; In 1,4-dioxane; ethanol; dichloromethane; water; 2.1: |Suzuki Coupling;

DOI:10.1021/acs.jmedchem.8b00542

Reference yield:

ethyl 1-benzyl-4-(trifluoromethylsulfonyloxy)-1,2,5,6-tetrahydropyridine-3-carboxylate (500732-79-6) → (±)-syn-ethyl 4-phenylpiperidine-3-carboxylate (116140-26-2,749192-64-1)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate; bis-triphenylphosphine-palladium(II) chloride; lithium chloride / 1,4-dioxane / 95 °C / Inert atmosphere

2: hydrogen / ethanol

With bis-triphenylphosphine-palladium(II) chloride; hydrogen; potassium carbonate; lithium chloride; In 1,4-dioxane; ethanol; 1: |Suzuki Coupling;

DOI:10.1021/acs.jmedchem.8b00542

upstream raw materials:

phenyl-4 carbethoxy-5 piperidone-2

ethyl 1-benzyl-4-oxopiperidine-3-carboxylate hydrochloride

ethyl 1-benzyl-4-(trifluoromethylsulfonyloxy)-1,2,5,6-tetrahydropyridine-3-carboxylate

Refernces

• 1、 -. "VMAT INHIBITORY COMPOUNDS". Paragraph 0211-0214. . Retrieved 2016/04/01.