N-[(3R,4S)-3-methylpiperidin-4-yl]-N-phenylpropanamide

Base Information

• Chemical Name: N-[(3R,4S)-3-methylpiperidin-4-yl]-N-phenylpropanamide
• CAS No.: 33794-42-2
• Molecular Formula: C₁₅H₂₂N₂O
• Molecular Weight: 246.352
• DSSTox Substance ID: DTXSID101037330
• Mol file: 33794-42-2.mol

Synonyms:33794-42-2;Normethyl Fentanyl;N-[(3R,4S)-3-methylpiperidin-4-yl]-N-phenylpropanamide;(+/-)-cis-3-Methyl norfentanyl;DTXSID101037330;DISCONTINUED. See N734801""

 This product is a nationally controlled contraband, and the Lookchem platform doesn't provide relevant sales information.

Chemical Property of N-[(3R,4S)-3-methylpiperidin-4-yl]-N-phenylpropanamide

Chemical Property:

• Boiling Point: 367.0±35.0 °C(Predicted)
• PKA: 9.84±0.10(Predicted)
• PSA: 32.34000
• Density: 1.043±0.06 g/cm3(Predicted)
• LogP: 2.75640
• Storage Temp.: Controlled Substance, -20°C Freezer
• Solubility.: Chloroform
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 246.173213330
• Heavy Atom Count: 18
• Complexity: 274

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC(=O)N(C1CCNCC1C)C2=CC=CC=C2
• Isomeric SMILES: CCC(=O)N([C@H]1CCNC[C@H]1C)C2=CC=CC=C2

Technology Process of N-[(3R,4S)-3-methylpiperidin-4-yl]-N-phenylpropanamide

There total 10 articles about N-[(3R,4S)-3-methylpiperidin-4-yl]-N-phenylpropanamide 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: 77.0%

trans-N-<3-methyl-1-(phenylmethyl)-4-piperidinyl>-N-phenylpropanamide (42045-84-1,79278-40-3,79278-41-4) → trans-N-<3-methyl-4-piperidinyl>-N-phenylpropanamide (33794-42-2,33794-43-3,58329-01-4,65320-87-8)

Guidance literature:

With hydrogenchloride; palladium on activated charcoal; hydrogen; In ethanol; at 35 ℃; for 21h; under 2585.7 Torr;

Reference yield: 76.0%

cis-N-<3-methyl-1-(phenylmethyl)-4-piperidinyl>-N-phenylpropanamide (42045-84-1,79278-40-3,79278-41-4) → cis-N-<3-methyl-4-piperidinyl>-N-phenylpropanamide (33794-42-2,33794-43-3,58329-01-4,65320-87-8)

Guidance literature:

With hydrogenchloride; palladium on activated charcoal; hydrogen; In ethanol; at 35 ℃; for 21h; under 2585.7 Torr;

Reference yield:

1-Benzyl-3-methyl-4-piperidon (34737-89-8) → trans-N-<3-methyl-4-piperidinyl>-N-phenylpropanamide (33794-42-2,33794-43-3,58329-01-4,65320-87-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 5 N HCl, sodium cyanoborohydride, 3 A molecular sieves / methanol / 72 h / Ambient temperature

2: 3 h / Heating

3: 77 percent / conc. HCl, 10percent Pd_.C, H₂ / ethanol / 21 h / 35 °C / 2585.7 Torr

With hydrogenchloride; palladium on activated charcoal; 3 A molecular sieve; hydrogen; sodium cyanoborohydride; In methanol; ethanol;

upstream raw materials:

trans-N-<3-methyl-1-(phenylmethyl)-4-piperidinyl>-N-phenylpropanamide

1-Benzyl-3-methyl-4-piperidon

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

1-benzyl-3-methyl-4-phenyliminopiperidine

Downstream raw materials:

(+/-)-cis-N-<1-(2-hydroxy-2-phenylethyl)-3-methyl-4-piperidyl>-N-phenylpropanamide

cis-N-(3-methyl-1-<2-(1,2,3,4-tetrahydro)naphthyl>-4-piperidinyl)-N-phenylpropanamide

trans-N-(3-methyl-1-<2-(1,2,3,4-tetrahydro)naphthyl>-4-piperidinyl)-N-phenylpropanamide

Refernces