(R)-2-Benzylpiperidine

Base Information

• Chemical Name: (R)-2-Benzylpiperidine
• CAS No.: 203452-46-4
• Molecular Formula: C₁₂H₁₇N
• Molecular Weight: 175.274
• Hs Code.: 2933399990
• UNII: JGN6TR76QF
• Nikkaji Number: J919.570J
• Mol file: 203452-46-4.mol

Synonyms:(R)-2-Benzylpiperidine;203452-46-4;(2R)-2-benzylpiperidine;JGN6TR76QF;2-Benzylpiperidine, (R)-;SCHEMBL8872309;TQR1108;(2R)-2-(Phenylmethyl)piperidine;(R)-2-Benzylpiperidine, >=95%;(R)-2-Benzylpiperidine, AldrichCPR;MFCD20663986;AKOS025141981;LS-1004;Piperidine, 2-(phenylmethyl)-, (2R)-

Chemical Property of (R)-2-Benzylpiperidine

Chemical Property:

• Melting Point: 45-50°C
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 175.136099547
• Heavy Atom Count: 13
• Complexity: 138

Purity/Quality:

97% ^*data from raw suppliers

(R)-2-Benzylpiperidine 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1CCNC(C1)CC2=CC=CC=C2
• Isomeric SMILES: C1CCN[C@H](C1)CC2=CC=CC=C2
• Uses: Chiral building block developed using Liverpool ChiroChem-patented technology.

Technology Process of (R)-2-Benzylpiperidine

There total 20 articles about (R)-2-Benzylpiperidine 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: 97.0%

(S)-2-Benzyl-1,4-bis-(toluene-4-sulfonyl)-piperidine → (2R)-2-benzylpiperidine (203452-46-4)

Guidance literature:

With sodium amalgam; In tetrahydrofuran; methanol; for 12h; Heating;

DOI:10.1055/s-1998-1567

Reference yield: 87.0%

(S)-6-benzyl-1,2,3,6-tetrahydropyridine (99112-89-7) → (2R)-2-benzylpiperidine (203452-46-4)

Guidance literature:

With sodium tetrahydroborate; ruthenium(III) chloride trihydrate; In methanol; 1,2-dichloro-ethane; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1021/acs.jmedchem.9b00686

Reference yield: 87.0%

6-phenylhex-5-yn-1-amine (135469-76-0) → (2R)-2-benzylpiperidine (203452-46-4) + (2S)-2-benzylpiperidine (99112-94-4)

Guidance literature:

6-phenylhex-5-yn-1-amine; With C₄₂H₅₈N₄O₂Ti; In toluene; at 110 ℃; for 14h; Inert atmosphere; Schlenk technique;

With formic acid; [{(1S,2S-N-p-toluenesulfonyl-1,2-diphenylethanediamine)}(η⁶-p-cymene)RuCl]; triethylamine; In N,N-dimethyl-formamide; at 20 ℃; for 14h; enantioselective reaction; Inert atmosphere; Schlenk technique;

DOI:10.1002/anie.201206826

upstream raw materials:

(S)-6-benzyl-1,2,3,6-tetrahydropyridine

2-benzylpiperidine

(1E)-4-hydroxy-1-mesityl-4-methylpent-1-en-3-one

6-phenylhex-5-yn-1-amine

Downstream raw materials:

(R)-(4-([1,1'-biphenyl]-4-yl)-1H-1,2,3-triazol-1-yl)(2-benzylpiperidin-1-yl)methanone