Lysergic acid pyrrolidate

Base Information

• Chemical Name: Lysergic acid pyrrolidate
• CAS No.: 2385-87-7
• Molecular Formula: C20H23 N3 O
• Molecular Weight: 321.422
• DSSTox Substance ID: DTXSID20946653
• Nikkaji Number: J42.979A
• Wikipedia: LPD-824
• Wikidata: Q6459673
• ChEMBL ID: CHEMBL302524
• Mol file: 2385-87-7.mol

Synonyms:Lysergic acid pyrrolidate;2385-87-7;LPD-824;D-Lysergic acid pyrrolidide;LSD-25-pyrrolidate;Ergoline-8-beta-carboxylic acid, 9,10-didehydro-6-methyl-, pyrrolidate;Methanone, [(8b)-9,10-didehydro-6-methylergolin-8-yl](1-pyrrolidinyl)-;[(6aR,9R)-7-methyl-6,6a,8,9-tetrahydro-4H-indolo[4,3-fg]quinolin-9-yl]-pyrrolidin-1-ylmethanone;lysergic acid pyrrolidide;CHEMBL302524;SCHEMBL3185923;DTXSID20946653;AKOS040752815;LS-64389;Q6459673;Pyrrolidine, 1-[[(8.beta.)-9,10-didehydro-6-methylergolin-8-yl]carbonyl]-;((6aR,9R)-7-Methyl-4,6,6a,7,8,9-hexahydro-indolo[4,3-fg]quinolin-9-yl)-pyrrolidin-1-yl-methanone

Chemical Property of Lysergic acid pyrrolidate

Chemical Property:

• Vapor Pressure: 2.8E-13mmHg at 25°C
• Refractive Index: 1.6200 (estimate)
• Boiling Point: 576.2°Cat760mmHg
• Flash Point: 302.3°C
• PSA: 39.34000
• Density: 1.3g/cm³
• LogP: 2.53580
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 321.184112366
• Heavy Atom Count: 24
• Complexity: 553

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1CC(C=C2C1CC3=CNC4=CC=CC2=C34)C(=O)N5CCCC5
• Isomeric SMILES: CN1C[C@@H](C=C2[C@H]1CC3=CNC4=CC=CC2=C34)C(=O)N5CCCC5

Technology Process of Lysergic acid pyrrolidate

There total 3 articles about Lysergic acid pyrrolidate 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: 56.0%

pyrrolidine (123-75-1) + D-lysergic acid (82-58-6) → d-Lysergic acid pyrrolidide (2385-87-7)

Guidance literature:

With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; triethylamine; In dichloromethane; at 0 - 5 ℃; for 0.5h;

DOI:10.1016/j.bmcl.2011.06.070

Reference yield:

pyrrolidine (123-75-1) + lysergic acid-azide; hydrochloride → 1-(6-methyl-9,10-didehydro-ergoline-8-carbonyl)-pyrrolidine (53543-79-6) + d-Lysergic acid pyrrolidide (2385-87-7)

Guidance literature:

DOI:10.1002/hlca.19550380207

Reference yield:

→ d-Lysergic acid pyrrolidide (2385-87-7)

Guidance literature:

Lysergsaeure, Pyrrolidin, (PhO)3P-imidazol-hexamethyl-phosphoryl-amid;

upstream raw materials:

pyrrolidine

D-lysergic acid

Downstream raw materials:

C₂₇H₂₇N₃O₂

C₂₆H₂₅N₃O₂

1-(9,10-didehydro-ergolin-8-carbonyl)-pyrrolidine

Refernces

• 1、 -. "ERGOLINE DERIVATIVES AND THEIR USE AS CHEMOKINE RECEPTOR LIGANDS". Page/Page column 11-12. . Retrieved 2008/06/13.