Benzyl 3-methyl-4-phenyl-1-(p-tolylsulphonyl)piperidine-4-carboxylate

Base Information

• Chemical Name: Benzyl 3-methyl-4-phenyl-1-(p-tolylsulphonyl)piperidine-4-carboxylate
• CAS No.: 83898-25-3
• Molecular Formula: C₂₇H₂₉NO₄S
• Molecular Weight: 463.598
• European Community (EC) Number: 281-233-7
• DSSTox Substance ID: DTXSID201004031
• Nikkaji Number: J332.842B
• Mol file: 83898-25-3.mol

Synonyms:EINECS 281-233-7;83898-25-3;Benzyl 3-methyl-4-phenyl-1-(p-tolylsulphonyl)piperidine-4-carboxylate;SCHEMBL11133061;DTXSID201004031;C27-H29-N-O4-S;3-Methyl-1-[(4-methylphenyl)sulfonyl]-4-phenyl-4-piperidinecarboxylic acid benzyl ester;Benzyl 3-methyl-1-(4-methylbenzene-1-sulfonyl)-4-phenylpiperidine-4-carboxylate

Chemical Property of Benzyl 3-methyl-4-phenyl-1-(p-tolylsulphonyl)piperidine-4-carboxylate

Chemical Property:

• Vapor Pressure: 3.06E-14mmHg at 25°C
• Boiling Point: 597.5°C at 760 mmHg
• Flash Point: 315.2°C
• PSA: 72.06000
• Density: 1.213g/cm³
• LogP: 5.72560
• XLogP3: 5.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 7
• Exact Mass: 463.18172958
• Heavy Atom Count: 33
• Complexity: 743

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1CN(CCC1(C2=CC=CC=C2)C(=O)OCC3=CC=CC=C3)S(=O)(=O)C4=CC=C(C=C4)C

Technology Process of Benzyl 3-methyl-4-phenyl-1-(p-tolylsulphonyl)piperidine-4-carboxylate

There total 4 articles about Benzyl 3-methyl-4-phenyl-1-(p-tolylsulphonyl)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:

(3S)-3-methyl-4-phenyl-1-tosylpiperidine-4-carboxylic acid + benzyl bromide (100-39-0) → (3S,4R)-benzyl 3-methyl-4-phenyl-1-tosylpiperidine-4-carboxylate (83898-25-3)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 3h;

DOI:10.3390/molecules22111971

Reference yield:

(S)-1-({4-methyl-N-[2-(tosyloxy)ethyl]phenyl}sulfonamido)propan-2-yl-4-methyl benzenesulfonate → (3S,4R)-benzyl 3-methyl-4-phenyl-1-tosylpiperidine-4-carboxylate (83898-25-3)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium amide / tetrahydrofuran / 1 h / 0 - 20 °C

1.2: 3 h / 0 - 40 °C

2.1: potassium hydroxide / 44 h / 170 °C

3.1: potassium carbonate / N,N-dimethyl-formamide / 3 h / 20 °C

With potassium carbonate; sodium amide; potassium hydroxide; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.3390/molecules22111971

Reference yield:

(3S)-3-methyl-4-phenyl-1-tosylpiperidine-4-carbonitrile → (3S,4R)-benzyl 3-methyl-4-phenyl-1-tosylpiperidine-4-carboxylate (83898-25-3)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium hydroxide / 44 h / 170 °C

2: potassium carbonate / N,N-dimethyl-formamide / 3 h / 20 °C

With potassium carbonate; potassium hydroxide; In N,N-dimethyl-formamide;

DOI:10.3390/molecules22111971

upstream raw materials:

benzyl bromide

(S)-1-((2-hydroxyethyl)amino)propan-2-ol