(+)-Pronuciferine

Base Information

• Chemical Name: (+)-Pronuciferine
• CAS No.: 2128-60-1
• Molecular Formula: C19H21NO3
• Molecular Weight: 311.3749
• NSC Number: 628007
• UNII: 860X46GII1
• DSSTox Substance ID: DTXSID60943782
• Nikkaji Number: J20.736E
• Wikidata: Q27105211
• Metabolomics Workbench ID: 52794
• ChEMBL ID: CHEMBL237766
• Mol file: 2128-60-1.mol

Synonyms:pronuciferine

Chemical Property of (+)-Pronuciferine

Chemical Property:

• Boiling Point: 469.1°Cat760mmHg
• Flash Point: 237.5°C
• PSA: 38.77000
• Density: 1.25g/cm³
• LogP: 2.50730
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 311.15214353
• Heavy Atom Count: 23
• Complexity: 539

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1CCC2=CC(=C(C3=C2C1CC34C=CC(=O)C=C4)OC)OC
• Isomeric SMILES: CN1CCC2=CC(=C(C3=C2[C@H]1CC34C=CC(=O)C=C4)OC)OC

Technology Process of (+)-Pronuciferine

There total 3 articles about (+)-Pronuciferine 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:

(6aR)-N-formylstepharine (104012-91-1) → pronuciferine (2128-60-1)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; diethyl ether; at 60 ℃; for 2h;

DOI:10.1248/cpb.34.1148

Reference yield:

(R)-(-)-stepharine (20698-14-0,22030-07-5,31956-56-6,2810-21-1) → pronuciferine (2128-60-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 30 mg / 72 h

2: AlLiH₄ / diethyl ether; tetrahydrofuran / 2 h / 60 °C

With lithium aluminium tetrahydride; In tetrahydrofuran; diethyl ether;

DOI:10.1248/cpb.34.1148

Reference yield:

→ pronuciferine (2128-60-1)

Guidance literature:

Stepharin (I), Formaldehyd, Ameisensaeure;

upstream raw materials:

(6aR)-N-formylstepharine

(R)-(-)-stepharine

Refernces