(6R)-1-[(1R)-2-(tert-butyldimethylsilyloxy)-1-phenylethyl]-6-methyl-2-piperidone

Base Information

• Chemical Name: (6R)-1-[(1R)-2-(tert-butyldimethylsilyloxy)-1-phenylethyl]-6-methyl-2-piperidone
• CAS No.: 503843-26-3
• Molecular Formula: C₂₀H₃₃NO₂Si
• Molecular Weight: 347.573
• Mol file: 503843-26-3.mol

Synonyms:(6R)-1-[(1R)-2-(tert-butyldimethylsilyloxy)-1-phenylethyl]-6-methyl-2-piperidone

Chemical Property of (6R)-1-[(1R)-2-(tert-butyldimethylsilyloxy)-1-phenylethyl]-6-methyl-2-piperidone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (6R)-1-[(1R)-2-(tert-butyldimethylsilyloxy)-1-phenylethyl]-6-methyl-2-piperidone

There total 2 articles about (6R)-1-[(1R)-2-(tert-butyldimethylsilyloxy)-1-phenylethyl]-6-methyl-2-piperidone 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: 91.0%

tert-butyldimethylsilyl chloride (18162-48-6) + (6R)-1-[(1R)-2-hydroxy-1-phenylethyl]-6-methyl-2-piperidone (177981-20-3) → (6R)-1-[(1R)-2-(tert-butyldimethylsilyloxy)-1-phenylethyl]-6-methyl-2-piperidone (503843-26-3)

Guidance literature:

With 1H-imidazole; triethylamine; In dichloromethane; at 20 ℃; for 36h;

DOI:10.1021/jo0266083

Reference yield:

(3R,8aS)-5-oxo-3-phenyl-2,3,6,7,8,8a-hexahydro-5H-oxazolo<3,2-a>pyridine (152615-80-0) → (6R)-1-[(1R)-2-(tert-butyldimethylsilyloxy)-1-phenylethyl]-6-methyl-2-piperidone (503843-26-3)

Guidance literature:

Multi-step reaction with 2 steps

1: CuCN; BF₃*Et₂O / diethyl ether; tetrahydrofuran / 2 h / -78 °C

2: 91 percent / imidazole; Et₃N / CH₂Cl₂ / 36 h / 20 °C

With 1H-imidazole; boron trifluoride diethyl etherate; triethylamine; In tetrahydrofuran; diethyl ether; dichloromethane;

DOI:10.1021/jo0266083

Reference yield: 82.0%

(6R)-1-[(1R)-2-(tert-butyldimethylsilyloxy)-1-phenylethyl]-6-methyl-2-piperidone (503843-26-3) → (6R)-1-[(1R)-2-(tert-butyldimethylsilyloxy)-1-phenylethyl]-6-methyl-2-piperidinethione (213828-95-6)

Guidance literature:

With Lawessons reagent; In toluene; at 75 ℃; for 0.666667h;

DOI:10.1021/jo0266083

upstream raw materials:

tert-butyldimethylsilyl chloride

(6R)-1-[(1R)-2-hydroxy-1-phenylethyl]-6-methyl-2-piperidone

(3R,8aS)-5-oxo-3-phenyl-2,3,6,7,8,8a-hexahydro-5H-oxazolo<3,2-a>pyridine

Downstream raw materials:

(6R)-1-[(1R)-2-(tert-butyldimethylsilyloxy)-1-phenylethyl]-6-methyl-2-piperidinethione

(2R,6R)-(-)-2-methyl-6-undecylpiperidine

(2R,6R)-[(1R)-2-hydroxy-1-phenylethyl]-2-methyl-6-undecylpiperidine

(2R,6S,1'R)-N-(2-hydroxy-1-phenylethyl)-2-methyl-6-undecylpiperidine