1-N-BOC-3-HYDROXY-3-PHENYLPIPERIDINE

Base Information

• Chemical Name: 1-N-BOC-3-HYDROXY-3-PHENYLPIPERIDINE
• CAS No.: 213923-81-0
• Molecular Formula: C16H23NO3
• Molecular Weight: 277.364
• Mol file: 213923-81-0.mol

Synonyms:1-BOC-3-PHENYL-3-HYDROXYPIPERIDINE;1-N-BOC-3-HYDROXY-3-PHENYLPIPERIDINE;tert-butyl 3-hydroxy-3-phenylpiperidine-1-carboxylate;N-BOC-3-hydroxy-3-phenylpiperidine;N-tert-Butoxycarbonyl-3-phenylpiperidin-3-ol

Chemical Property of 1-N-BOC-3-HYDROXY-3-PHENYLPIPERIDINE

Chemical Property:

• PSA: 49.77000
• LogP: 2.84300
• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

99% ^*data from raw suppliers

tert-Butyl3-hydroxy-3-phenylpiperidine-1-carboxylate 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-N-BOC-3-HYDROXY-3-PHENYLPIPERIDINE

There total 2 articles about 1-N-BOC-3-HYDROXY-3-PHENYLPIPERIDINE 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: 61.0%

bromobenzene (108-86-1,52753-63-6) + 3-oxo-piperidine-1-carboxylic acid tert-butyl ester (98977-36-7) → N-tert-butoxycarbonyl-3-hydroxy-3-phenylpiperidine (213923-81-0)

Guidance literature:

bromobenzene; With magnesium; In tetrahydrofuran;

3-oxo-piperidine-1-carboxylic acid tert-butyl ester; In tetrahydrofuran; for 1.5h;

DOI:10.1016/S0968-0896(01)00004-9

Reference yield: 34.0%

3-oxo-piperidine-1-carboxylic acid tert-butyl ester (98977-36-7) + phenylmagnesium bromide (100-58-3) → N-tert-butoxycarbonyl-3-hydroxy-3-phenylpiperidine (213923-81-0)

Guidance literature:

In tetrahydrofuran; at -30 - 20 ℃; for 12.5h;

Reference yield: 97.0%

N-tert-butoxycarbonyl-3-hydroxy-3-phenylpiperidine (213923-81-0) → 3-hydroxy-3-phenylpiperidine (23396-50-1)

Guidance literature:

With toluene-4-sulfonic acid; In dichloromethane; at 20 ℃; for 2h;

upstream raw materials:

bromobenzene

3-oxo-piperidine-1-carboxylic acid tert-butyl ester

phenylmagnesium bromide

Downstream raw materials:

tert-butyl 5-phenyl-3,6-dihydro-2H-pyridine-1-carboxylate

2-chloro-4-(5-phenyl-1,2,3,6-tetrahydropyridino)-6-methylpyrimidine

2-(2-bromo-4-isopropylanilino)-4-(5-phenyl-1,2,3,6-tetrahydropyridino)-6-methylpyrimidine

3-hydroxy-3-phenylpiperidine

Refernces

• 1、 Kumagai, Toshihito,Okubo, Taketoshi,Kataoka-Okubo, Hiromi,Chaki, Shigeyuki,Okuyama, Shigeru,Nakazato, Atsuro. "Synthesis and structure-affinity relationships of 4-(5-Aryl-1,2,3,6-tetrahydropyridino)pyrimidine derivatives as corticotropin-releasing factor1 receptor antagonists". . p. 1349 - 1355. Retrieved 2007/10/03.