(3R,4S)-3-methyl-N-phenylpiperidin-4-amine

Base Information

• Chemical Name: (3R,4S)-3-methyl-N-phenylpiperidin-4-amine
• CAS No.: 53757-54-3
• Molecular Formula: C12H18N2
• Molecular Weight: 190.288
• DSSTox Substance ID: DTXSID50451684
• Nikkaji Number: J696.036G
• Wikidata: Q82271826
• Mol file: 53757-54-3.mol

Synonyms:53757-54-3;(3R,4S)-3-methyl-N-phenylpiperidin-4-amine;SCHEMBL8989444;cis-3-methyl-4-anilinopiperidine;DTXSID50451684;N-Phenyl-3beta-methylpiperidin-4beta-amine

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Chemical Property of (3R,4S)-3-methyl-N-phenylpiperidin-4-amine

Chemical Property:

• XLogP3: 2.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 190.146998583
• Heavy Atom Count: 14
• Complexity: 164

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1CNCCC1NC2=CC=CC=C2
• Isomeric SMILES: C[C@@H]1CNCC[C@@H]1NC2=CC=CC=C2

Technology Process of (3R,4S)-3-methyl-N-phenylpiperidin-4-amine

There total 9 articles about (3R,4S)-3-methyl-N-phenylpiperidin-4-amine 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:

1-benzyl-3-methyl-N-phenyl-4-piperidinamine (58329-00-3) → (+/-)-cis-3-methyl-N-phenyl-4-piperidinamine (53757-54-3) + trans-3-Methyl-N-phenyl-4-piperidineamine (57444-99-2)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; at 60 ℃; for 6h; under 775.7 Torr;

DOI:10.1021/jm00018a026

Reference yield:

(+/-)-cis-1-benzyl-3-methyl-N-phenylpiperidinamine (58329-00-3,79278-34-5,97220-05-8,130149-82-5,130149-85-8) → (+/-)-cis-3-methyl-N-phenyl-4-piperidinamine (53757-54-3)

Guidance literature:

With hydrogenchloride; hydrogen; palladium dihydroxide; In methanol; for 120h; under 2068.6 Torr;

DOI:10.1021/jm00009a015

Reference yield:

1-Benzyl-3-methyl-4-piperidon (34737-89-8) → (+/-)-cis-3-methyl-N-phenyl-4-piperidinamine (53757-54-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 2.) NaBH₄ / 1.) toluene, EtOH, 2.) toluene, EtOH

2: HCl, H₂ / Pd(OH)2/C / methanol / 120 h / 2068.6 Torr

With hydrogenchloride; sodium tetrahydroborate; hydrogen; palladium dihydroxide; In methanol;

DOI:10.1021/jm00009a015

upstream raw materials:

Methyl 3-methyl-4-(phenylimino)-1-piperidinecarboxylate

(+/-)-cis-1-benzyl-3-methyl-N-phenylpiperidinamine

1-benzyl-3-methyl-N-phenyl-4-piperidinamine

1-Benzyl-3-methyl-4-piperidon

Downstream raw materials:

(3R,4S)-(+)-cis-N-<3-methyl-1-<2-(4-nitrophenyl)ethyl>-4-piperidyl>-N-phenylpropanamide

(3S,4R)-(-)-cis-N-<3-methyl-1-<2-(4-nitrophenyl)ethyl>-4-piperidyl>-N-phenylpropanamide

(3S,4R)-(-)-cis-3-methyl-1-<2-(4-nitrophenyl)ethyl>-N-phenyl-4-piperidinamine

(3R,4S)-(+)-cis-3-methyl-1-<2-(4-nitrophenyl)ethyl>-N-phenyl-4-piperidinamine