1-[4-( Triisopropylsilyl)oxylp henyl]- 2-(4-hydroxy-4-pheny1piperidino)-1-propanone

Base Information

• Chemical Name: 1-[4-( Triisopropylsilyl)oxylp henyl]- 2-(4-hydroxy-4-pheny1piperidino)-1-propanone
• CAS No.: 169332-15-4
• Molecular Formula: C29H43NO3Si
• Molecular Weight: 481.74
• Mol file: 169332-15-4.mol

Synonyms:1-[4-( Triisopropylsilyl)oxylp henyl]- 2-(4-hydroxy-4-pheny1piperidino)-1-propanone

Chemical Property of 1-[4-( Triisopropylsilyl)oxylp henyl]- 2-(4-hydroxy-4-pheny1piperidino)-1-propanone

Chemical Property:

• PSA: 49.77000
• LogP: 6.73360

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-[4-( Triisopropylsilyl)oxylp henyl]- 2-(4-hydroxy-4-pheny1piperidino)-1-propanone

There total 5 articles about 1-[4-( Triisopropylsilyl)oxylp henyl]- 2-(4-hydroxy-4-pheny1piperidino)-1-propanone 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: 78.0%

4-hydroxy-4-phenylpiperidin (40807-61-2) + 4-(triisopropylsilyloxy)-alpha-bromopropiophenone (134136-66-6) → 1-<4-<(triisopropylsilyl)oxy>phenyl>-2-(4-hydroxy-4-phenylpiperidino)-1-propanone (169332-15-4)

Guidance literature:

With triethylamine; In ethanol; for 16h; Heating;

DOI:10.1021/jm00016a017

Reference yield: 37.0%

→ 1-<4-<(triisopropylsilyl)oxy>phenyl>-2-(4-hydroxy-4-phenylpiperidino)-1-propanone (169332-15-4)

Guidance literature:

Reference yield:

triisopropylsilyl chloride (13154-24-0) → 1-<4-<(triisopropylsilyl)oxy>phenyl>-2-(4-hydroxy-4-phenylpiperidino)-1-propanone (169332-15-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 99 percent / imidazole / dimethylformamide / 3 h

2: 100 percent / Br₂ / CCl₄ / 1.5 h

3: 78 percent / Et₃N / ethanol / 16 h / Heating

With 1H-imidazole; bromine; triethylamine; In tetrachloromethane; ethanol; N,N-dimethyl-formamide;

DOI:10.1021/jm00016a017

upstream raw materials:

4-hydroxy-4-phenylpiperidin

4-(triisopropylsilyloxy)-alpha-bromopropiophenone

triisopropylsilyl chloride

1-(4-{[tris(1-methylethyl)silyl]oxy}phenyl)propan-1-one

Downstream raw materials:

1-(4-hydroxyphenyl)-2-(4-hydroxy-4-phenylpiperidino)-1-propanone

(+/-)-Traxoprodil

Traxoprodil

(+)-(1S,2S)-1-(4-hydroxy-phenyl)-2-(4-hydroxy-4-phenylpiperidino-1-yl)-1-propanol

Refernces

• 1、 Chenard,Bordner,Butler,Chambers,Collins,De Costa,Ducat,Dumont,Fox,Mena,Menniti,Nielsen,Pagnozzi,Richter,Ronau,Shalaby,Stemple,White. "(1S,2S)-1-(4-hydroxyphenyl)-2-(4-hydroxy-4-phenylpiperidino)-1-propanol: A potent new neuroprotectant which blocks N-methyl-D-aspartate responses". . p. 3138 - 3145. Retrieved 2007/10/03.