Paspalic acid

Base Information

• Chemical Name: Paspalic acid
• CAS No.: 5516-88-1
• Molecular Formula: C16H16N2O2
• Molecular Weight: 268.315
• UNII: P81DUK4Q2L
• DSSTox Substance ID: DTXSID20203672
• Nikkaji Number: J3.278.213B
• Wikidata: Q76001874
• Mol file: 5516-88-1.mol

Synonyms:6-methyl-delta 8,9-ergoline-8-carboxylic acid;paspalic acid

Chemical Property of Paspalic acid

Chemical Property:

• Vapor Pressure: 2.54E-12mmHg at 25°C
• Boiling Point: 536.1°Cat760mmHg
• Flash Point: 278°C
• PSA: 56.33000
• Density: 1.358g/cm³
• LogP: 2.07050
• XLogP3: -0.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 268.121177757
• Heavy Atom Count: 20
• Complexity: 461

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1CC(=CC2C1CC3=CNC4=CC=CC2=C34)C(=O)O
• Isomeric SMILES: CN1CC(=C[C@H]2[C@H]1CC3=CNC4=CC=CC2=C34)C(=O)O

Technology Process of Paspalic acid

There total 2 articles about Paspalic acid 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:

→ paspalic acid (5516-88-1,5539-08-2)

Guidance literature:

mikrobiologische Prep. mit Claviceps paspali Stevens et Hall, neben geringen Mengen Lysergsaeure;

DOI:10.1002/hlca.19640470416

Reference yield:

→ 6-methyl-8,9-didehydro-ergoline-8-carboxylic acid (5516-88-1,5539-08-2)

Guidance literature:

Tryptophan 3, Claviceps purpurea-Stamm J13;

DOI:10.1002/jlac.197819780516

Reference yield:

paspalic acid (5516-88-1,5539-08-2) → 9,10-dihydrolysergic acid (5878-43-3)

Guidance literature:

With hydrogen; palladium on activated charcoal;

DOI:10.1016/j.bmcl.2007.12.030

Downstream raw materials:

9,10-dihydrolysergic acid

Refernces

• 1、 Kobel et al.. "-". . p. 1052,1061, 1062. Retrieved 1964.