(2S,3R)-tert-butyl 3-hydroxy-2-phenylpiperidine-1-carboxylic acid

Base Information

• Chemical Name: (2S,3R)-tert-butyl 3-hydroxy-2-phenylpiperidine-1-carboxylic acid
• CAS No.: 250589-63-0
• Molecular Formula: C₁₆H₂₃NO₃
• Molecular Weight: 277.364
• Mol file: 250589-63-0.mol

Synonyms:(2S,3R)-tert-butyl 3-hydroxy-2-phenylpiperidine-1-carboxylic acid

Chemical Property of (2S,3R)-tert-butyl 3-hydroxy-2-phenylpiperidine-1-carboxylic acid

Chemical Property:

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,3R)-tert-butyl 3-hydroxy-2-phenylpiperidine-1-carboxylic acid

There total 52 articles about (2S,3R)-tert-butyl 3-hydroxy-2-phenylpiperidine-1-carboxylic acid 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%

(2S,3R)-3-Acetoxy-2-phenyl-piperidine-1-carboxylic acid tert-butyl ester (250589-62-9) → (2S,3R)-tert-butyl 3-hydroxy-2-phenylpiperidine-1-carboxylic acid (250589-63-0)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; methanol; at 65 ℃;

DOI:10.1016/S0040-4039(99)01462-8

Reference yield: 90.0%

(2S,3R)-tert-butyl 3-(benzyloxyl)-2-phenylpiperidine-1-carboxylic acid → (2S,3R)-tert-butyl 3-hydroxy-2-phenylpiperidine-1-carboxylic acid (250589-63-0)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; palladium(II) hydroxide; In methanol; for 2h;

DOI:10.1016/j.tet.2017.02.057

Reference yield: 83.0%

di-tert-butyl dicarbonate (24424-99-5) + (2S,3R)-1-benzyl-3-hydroxy-2-phenylpiperidine (220058-24-2,250589-64-1) → (2S,3R)-tert-butyl 3-hydroxy-2-phenylpiperidine-1-carboxylic acid (250589-63-0)

Guidance literature:

With palladium on activated charcoal; hydrogen; In ethyl acetate;

DOI:10.1055/s-0029-1217568

upstream raw materials:

(2S,3R)-3-Acetoxy-2-phenyl-piperidine-1-carboxylic acid tert-butyl ester

trans (2S,3R)-N-benzyl-3-acetoxy-2-phenylpiperidine

di-tert-butyl dicarbonate

(2S,3R)-1-benzyl-3-hydroxy-2-phenylpiperidine

Downstream raw materials:

C₂₅H₂₇F₆NO₃

(2S,3S)-1-(tert-butyloxycarbonyl)-2-phenyl-3-[(3,5)-bis(trifluoromethyl)benzyloxy]piperidine

(2S,3S)-3-Amino-1-tert-butoxycarbonyl-2-phenylpiperidine

(2S,3S)-3-(2-methoxy-5-trifluoromethoxybenzyl)-amino-2-phenylpiperidine