Groenlandicine

Base Information

• Chemical Name: Groenlandicine
• CAS No.: 38691-95-1
• Molecular Formula: C19H16NO4+
• Molecular Weight: 322.34
• DSSTox Substance ID: DTXSID60191983
• Wikidata: Q83064566
• Mol file: 38691-95-1.mol

Synonyms:Groenlandicine;38691-95-1;16-methoxy-5,7-dioxa-1-azoniapentacyclo[11.8.0.03,11.04,8.014,19]henicosa-1(13),2,4(8),9,11,14,16,18-octaen-17-ol;Benzo(a)-1,3-benzodioxolo(4,5-g)quinolizinium, 11,12-dihydro-9-hydroxy-8-methoxy-;Tetradehydrocheilanthifoline;Tetrahydricheilanthifolinium;DTXSID60191983;HY-N6865;AKOS030573592;AC-34258;CS-0027787;FT-0776549;D85079;B2703-465676;16-methoxy-5,7-dioxa-1-azoniapentacyclo[11.8.0.0^{3,11.0^{4,8.0^{14,19]henicosa-1(13),2,4(8),9,11,14,16,18-octaen-17-ol

Chemical Property of Groenlandicine

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 49.20000
• Density: g/cm³
• LogP: 1.09870
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 322.10793299
• Heavy Atom Count: 24
• Complexity: 474

Purity/Quality:

99%, ^*data from raw suppliers

Groenlandicine 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC1=C(C=C2CC[N+]3=C(C2=C1)C=C4C=CC5=C(C4=C3)OCO5)O

Technology Process of Groenlandicine

There total 4 articles about Groenlandicine 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: 82.0%

C27H25NO6 → dehydrocheilanthifoline (38691-95-1)

Guidance literature:

C₂₇H₂₅NO₆; With methanesulfonyl chloride; triethylamine; In dichloromethane; at 20 ℃; for 6h;

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 2h;

Reference yield:

C9H6ClNO2 → dehydrocheilanthifoline (38691-95-1)

Guidance literature:

Multi-step reaction with 3 steps

1.1: potassium carbonate / dimethyl sulfoxide / 90 °C / Inert atmosphere

2.1: sodium carbonate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; XPhos / toluene; ethanol / 12 h / 110 °C / Inert atmosphere

3.1: triethylamine; methanesulfonyl chloride / dichloromethane / 6 h / 20 °C

3.2: 2 h / 20 °C

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; sodium carbonate; potassium carbonate; methanesulfonyl chloride; triethylamine; XPhos; In ethanol; dichloromethane; dimethyl sulfoxide; toluene;

Reference yield:

7-chloro-[1,3]dioxolo[4,5-h]isoquinoline → dehydrocheilanthifoline (38691-95-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium carbonate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; XPhos / toluene; ethanol / 12 h / 110 °C / Inert atmosphere

2.1: triethylamine; methanesulfonyl chloride / dichloromethane / 6 h / 20 °C

2.2: 2 h / 20 °C

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; sodium carbonate; methanesulfonyl chloride; triethylamine; XPhos; In ethanol; dichloromethane; toluene;

Refernces