pelletierine

Base Information

• Chemical Name: pelletierine
• CAS No.: 4396-01-4
• Molecular Formula: C8H15NO
• Molecular Weight: 141.213
• European Community (EC) Number: 224-523-0
• UNII: NPL21M0A40
• DSSTox Substance ID: DTXSID00863036
• Nikkaji Number: J113.934G
• Wikidata: Q27107635
• ChEMBL ID: CHEMBL2448876
• Mol file: 4396-01-4.mol

Synonyms:fenclonin;dl-pelletierine;PCP,PCPA;isopelletierine;para-chlorophenylalanine;4-Chlorophenylalanine;fenchlonine;RS-4-chlorophenylalanine;Fenclonine;DL-p-Chlorophenylalanine;cp10,188;c-pal;4-Cl-DL-Phe;piperidin-2-yl-propan-2-one;PCP;

Chemical Property of pelletierine

Chemical Property:

• Vapor Pressure: 0.429mmHg at 25°C
• Melting Point: 130-132 °C
• Boiling Point: 195°Cat760mmHg
• PKA: pK1:9.45 (15°C)
• Flash Point: 74.2°C
• PSA: 29.10000
• Density: 0.918g/cm³
• LogP: 1.43640
• Storage Temp.: Hygroscopic, -20°C Freezer, Under inert atmosphere
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Slightly)
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 141.115364102
• Heavy Atom Count: 10
• Complexity: 122

Purity/Quality:

99% ^*data from raw suppliers

1-PIPERIDIN-2-YLACETONE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)CC1CCCCN1
• Description: An alkaloid of this name was discovered by Tanret but when this alkaloid was shown to be (±)-pelletierine, the name was adopted for this particular base isolated from Punica granatum. The alkaloid is an oily liquid which yields a number of well crystalline salts and derivative: the hydrochloride, m.p. 143°C; hydrobromide, m.p. 149°C; picrate, m.p. 147 -8°C and the picrolonate, m.p. 185-6°C. The N-acetyl derivative is an oily liquid, b.p. 110-5°C/0.I mm while the N-benzoyl compound is crystalline with m.p. 72-4°C. The alkaloid may be prepared by the demethylation of methylisopelletierine, the action being revers_x0002_ible.

Technology Process of pelletierine

There total 27 articles about pelletierine 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%

(±)-2-(2-oxopropyl)piperidine-1-carbamic acid benzyl ester → isopelletierine (4396-01-4)

Guidance literature:

With palladium on activated charcoal; hydrogen; In ethyl acetate; at 30 ℃; for 4h;

DOI:10.1016/j.tetlet.2015.03.001

Reference yield: 75.0%

Tripiperidin (522-33-8,2583-71-3,60537-08-8) + acetonedicarboxylic acid (542-05-2) → isopelletierine (4396-01-4)

Guidance literature:

With triethylamine; In acetonitrile; at -10 - -5 ℃; for 4h;

Reference yield: 50.0%

piperidine (110-89-4) + ethyl acetoacetate (141-97-9) → isopelletierine (4396-01-4)

Guidance literature:

piperidine; With N-chloro-succinimide; In diethyl ether; at 20 ℃; for 4h;

With potassium hydroxide; In ethanol; Cooling with ice;

ethyl acetoacetate; With sodium hydroxide; In water; for 4h; Reflux;

DOI:10.1039/c0cc01885f

upstream raw materials:

2,3,4,5-tetrahydropyridine

2-acetoacetic acid

2-acetonylpyridine

α-tripiperideine

Downstream raw materials:

N-methylpelletierine

6,4',5'-Trimethoxy-2'-((4S,9aR)-2-oxo-octahydro-quinolizin-4-yl)-biphenyl-3-carbonitrile

N-Acetylisopelletierin

(4R*,9aR*)-4-(3,4-dimethoxyphenyl)octahydro-2H-quinolizin-2-one