2-Piperidinecarboxylic acid, 1-(3-phenylpropyl)-4-(3-pyridinyl)butyl ester, (2S)-

Base Information

• Chemical Name: 2-Piperidinecarboxylic acid, 1-(3-phenylpropyl)-4-(3-pyridinyl)butyl ester, (2S)-
• CAS No.: 189754-10-7
• Molecular Formula: C24H32N2O2
• Molecular Weight: 380.53
• Mol file: 189754-10-7.mol

Synonyms:

Chemical Property of 2-Piperidinecarboxylic acid, 1-(3-phenylpropyl)-4-(3-pyridinyl)butyl ester, (2S)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-Piperidinecarboxylic acid, 1-(3-phenylpropyl)-4-(3-pyridinyl)butyl ester, (2S)-

There total 5 articles about 2-Piperidinecarboxylic acid, 1-(3-phenylpropyl)-4-(3-pyridinyl)butyl ester, (2S)- 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:

3-(4-hydroxybutyl)-pyridine (60753-14-2) → pipecolic acid 1-phenyl-7-(3'-pyridyl)heptan-4-ol ester (189754-10-7)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 73 percent / (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -78 - 20 °C

2.1: Mg / dibromoethane / tetrahydrofuran / 1 h / cooling

2.2: 68 percent / tetrahydrofuran / 1 h / 20 °C

3.1: 85 percent / EDC hydrochloride; dimethylaminopyridine / acetonitrile

4.1: trifluoroacetic acid; H₂O / methanol

With dmap; oxalyl dichloride; water; magnesium; dimethyl sulfoxide; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; trifluoroacetic acid; 1,1-Dibromoethane; In tetrahydrofuran; methanol; dichloromethane; acetonitrile; 1.1: Swern oxidation;

DOI:10.1021/ol0166909

Reference yield:

4-(3-pyridinyl)butyraldehyde (145912-93-2) → pipecolic acid 1-phenyl-7-(3'-pyridyl)heptan-4-ol ester (189754-10-7)

Guidance literature:

Multi-step reaction with 3 steps

1.1: Mg / dibromoethane / tetrahydrofuran / 1 h / cooling

1.2: 68 percent / tetrahydrofuran / 1 h / 20 °C

2.1: 85 percent / EDC hydrochloride; dimethylaminopyridine / acetonitrile

3.1: trifluoroacetic acid; H₂O / methanol

With dmap; water; magnesium; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; 1,1-Dibromoethane; In tetrahydrofuran; methanol; acetonitrile;

DOI:10.1021/ol0166909

Reference yield:

4-(3-pyridyl)butyl tert-butyldimethylsilyl ether (174523-91-2) → pipecolic acid 1-phenyl-7-(3'-pyridyl)heptan-4-ol ester (189754-10-7)

Guidance literature:

Multi-step reaction with 5 steps

1.1: 81 percent / tetrabutylammonium fluoride / tetrahydrofuran / 1 h / 20 °C

2.1: 73 percent / (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -78 - 20 °C

3.1: Mg / dibromoethane / tetrahydrofuran / 1 h / cooling

3.2: 68 percent / tetrahydrofuran / 1 h / 20 °C

4.1: 85 percent / EDC hydrochloride; dimethylaminopyridine / acetonitrile

5.1: trifluoroacetic acid; H₂O / methanol

With dmap; oxalyl dichloride; tetrabutyl ammonium fluoride; water; magnesium; dimethyl sulfoxide; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; trifluoroacetic acid; 1,1-Dibromoethane; In tetrahydrofuran; methanol; dichloromethane; acetonitrile; 2.1: Swern oxidation;

DOI:10.1021/ol0166909

upstream raw materials:

N-Boc-pipecolic acid 1-phenyl-7-(3'-pyridyl)heptan-4-ol ester

3-(4-hydroxybutyl)-pyridine

4-(3-pyridinyl)butyraldehyde

4-(3-pyridyl)butyl tert-butyldimethylsilyl ether