1-Piperidinecarboxylic acid, 2-[(2R)-2-hydroxy-2-phenylethyl]-, 1,1-dimethylethyl ester, (2R)-

Base Information

• Chemical Name: 1-Piperidinecarboxylic acid, 2-[(2R)-2-hydroxy-2-phenylethyl]-, 1,1-dimethylethyl ester, (2R)-
• CAS No.: 311772-70-0
• Molecular Formula: C18H27NO3
• Molecular Weight: 305.417
• Mol file: 311772-70-0.mol

Synonyms:

Chemical Property of 1-Piperidinecarboxylic acid, 2-[(2R)-2-hydroxy-2-phenylethyl]-, 1,1-dimethylethyl ester, (2R)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-Piperidinecarboxylic acid, 2-[(2R)-2-hydroxy-2-phenylethyl]-, 1,1-dimethylethyl ester, (2R)-

There total 36 articles about 1-Piperidinecarboxylic acid, 2-[(2R)-2-hydroxy-2-phenylethyl]-, 1,1-dimethylethyl ester, (2R)- 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: 94.0%

(R)-1-phenyl-2-[N(1')-(tert-butoxycarbonyl)piperidin-2'-yl]ethanone (1070913-20-0) → (R)-2-((R)-2-hydroxy-2-phenylethyl)-piperidine-1-carboxylic acid tert-butyl ester (311772-70-0)

Guidance literature:

With lithium tri-t-butoxyaluminum hydride; In tetrahydrofuran; at 0 ℃; for 6h; optical yield given as %de; stereoselective reaction; Inert atmosphere;

DOI:10.1016/j.tet.2009.09.104

Reference yield: 80.0%

bromobenzene (108-86-1,52753-63-6) + (R)-2-(2-oxo-ethyl)-piperidine-1-carboxylic acid tert-butyl ester (639458-46-1) → (R)-2-((R)-2-hydroxy-2-phenylethyl)-piperidine-1-carboxylic acid tert-butyl ester (311772-70-0)

Guidance literature:

bromobenzene; With magnesium; In tetrahydrofuran; at 20 ℃; Inert atmosphere;

(R)-2-(2-oxo-ethyl)-piperidine-1-carboxylic acid tert-butyl ester; In tetrahydrofuran; at -78 ℃; for 4h; Inert atmosphere;

With water; ammonium chloride; stereoselective reaction;

DOI:10.1016/j.tetasy.2011.06.011

Reference yield: 75.0%

tert-butyl (2R)-2-{(2R)-2-[(4-methoxybenzyl)oxy]-2-phenylethyl}piperidine-1-carboxylate (311772-69-7) → (R)-2-((R)-2-hydroxy-2-phenylethyl)-piperidine-1-carboxylic acid tert-butyl ester (311772-70-0)

Guidance literature:

With water; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; at 20 ℃; for 0.25h;

upstream raw materials:

tert-butyl (2R)-2-{(2R)-2-[(4-methoxybenzyl)oxy]-2-phenylethyl}piperidine-1-carboxylate

(S)-2-(2-oxo-ethyl)-piperidine-1-carboxylic acid tert-butyl ester

(R)-2-(2-oxo-ethyl)-piperidine-1-carboxylic acid tert-butyl ester

tert-butyl 2-(2-hydroxyethyl)piperidine-1-carboxylate

Downstream raw materials:

(1R)-1-Phenyl-2<(2R)-2-piperidyl>ethanol

(2R)-2-((2R)-2-hydroxy-2-phenylethyl)-1-methylpiperidine