(3R,6S)-epi-Pseudoconhydrine

Base Information

• Chemical Name: (3R,6S)-epi-Pseudoconhydrine
• CAS No.: 40336-06-9
• Molecular Formula: C₈H₁₇NO
• Molecular Weight: 143.229
• DSSTox Substance ID: DTXSID501298510
• Nikkaji Number: J1.308.210C
• Mol file: 40336-06-9.mol

Synonyms:(3R,6S)-epi-Pseudoconhydrine;DTXSID501298510;AKOS000277147;rel-(3R,6S)-6-Propyl-3-piperidinol;40336-06-9

Chemical Property of (3R,6S)-epi-Pseudoconhydrine

Chemical Property:

• XLogP3: 1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 143.131014166
• Heavy Atom Count: 10
• Complexity: 95.3

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCCC1CCC(CN1)O
• Isomeric SMILES: CCC[C@H]1CC[C@H](CN1)O

Technology Process of (3R,6S)-epi-Pseudoconhydrine

There total 7 articles about (3R,6S)-epi-Pseudoconhydrine 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: 87.0%

cis-benzyl 2-allyl-5-hydroxypiperidine-1-carboxylate → cis-5-hydroxy-2-propylpiperidine (140-55-6,5457-27-2,10388-97-3,40336-06-9)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In ethanol; for 5h; Inert atmosphere;

DOI:10.1021/jacs.5b07201

Reference yield:

cis-2-propyl-5-(benzyloxy)piperidine → cis-5-hydroxy-2-propylpiperidine (140-55-6,5457-27-2,10388-97-3,40336-06-9)

Guidance literature:

With hydrogenchloride; palladium 10% on activated carbon; hydrogen; In methanol; at 20 ℃; for 96h;

DOI:10.1055/s-0033-1338629

Reference yield:

cis-1-benzyl-2-(1-propenyl)-5-(benzyloxy)piperidine → cis-5-hydroxy-2-propylpiperidine (140-55-6,5457-27-2,10388-97-3,40336-06-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 10 wt% Pd(OH)2 on carbon; hydrogen; hydrogenchloride / ethanol / 120 h

2: hydrogen; hydrogenchloride; palladium 10% on activated carbon / methanol / 96 h / 20 °C

With hydrogenchloride; palladium 10% on activated carbon; 10 wt% Pd(OH)2 on carbon; hydrogen; In methanol; ethanol;

DOI:10.1055/s-0033-1338629

upstream raw materials:

5-Acetoxy-2-propyl-3,4-dihydro-2H-pyridine-1-carboxylic acid methyl ester

methyl 2-propylpiperidine-1-carboxylate

β-acetoxy-α-hydroxy-N-(methoxycarbonyl)-α'-propylpiperidine