(-)-tert-butyl (2S,3R)-1-benzyl-2-phenylpiperidine-3-carboxylate

Base Information

• Chemical Name: (-)-tert-butyl (2S,3R)-1-benzyl-2-phenylpiperidine-3-carboxylate
• CAS No.: 1394978-99-4
• Molecular Formula: C₂₃H₂₉NO₂
• Molecular Weight: 351.489
• Mol file: 1394978-99-4.mol

Synonyms:(-)-tert-butyl (2S,3R)-1-benzyl-2-phenylpiperidine-3-carboxylate

Chemical Property of (-)-tert-butyl (2S,3R)-1-benzyl-2-phenylpiperidine-3-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (-)-tert-butyl (2S,3R)-1-benzyl-2-phenylpiperidine-3-carboxylate

There total 1 articles about (-)-tert-butyl (2S,3R)-1-benzyl-2-phenylpiperidine-3-carboxylate 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: 93.0%

1-iodo-3-chloro-propane (6940-76-7) + tert-butyl cinnamate (14990-09-1) + Lithium N-benzyl-N-(trimethylsilyl)amide (113709-50-5) → (-)-tert-butyl (2S,3R)-1-benzyl-2-phenylpiperidine-3-carboxylate (1394978-99-4)

Guidance literature:

Lithium N-benzyl-N-(trimethylsilyl)amide; With (1S,2S)-1,2-dimethoxy-1,2-diphenylethane; In toluene; for 0.583333h;

tert-butyl cinnamate; In toluene; at -78 ℃; for 1.63h;

1-iodo-3-chloro-propane; enantioselective reaction; Further stages;

DOI:10.1021/jo301495a

Reference yield: 93.0%

(-)-tert-butyl (2S,3R)-1-benzyl-2-phenylpiperidine-3-carboxylate (1394978-99-4) → tert-butyl (2S,3S)-1-benzyl-2-phenylpiperidine-3-carboxylate (1394979-00-0)

Guidance literature:

With sodium methylate; In 5,5-dimethyl-1,3-cyclohexadiene; for 3.5h; diastereoselective reaction; Reflux;

DOI:10.1021/jo301495a

upstream raw materials:

1-iodo-3-chloro-propane

tert-butyl cinnamate

Lithium N-benzyl-N-(trimethylsilyl)amide

Downstream raw materials:

tert-butyl (2S,3S)-1-benzyl-2-phenylpiperidine-3-carboxylate