4-[(S)-[(2R,4S,5S)-5-ethyl-1-azabicyclo[2.2.2]octan-2-yl]-phenanthren-9-yloxymethyl]-6-methoxyquinoline

Base Information

• Chemical Name: 4-[(S)-[(2R,4S,5S)-5-ethyl-1-azabicyclo[2.2.2]octan-2-yl]-phenanthren-9-yloxymethyl]-6-methoxyquinoline
• CAS No.: 135042-88-5
• Molecular Formula: C34H34N2O2
• Molecular Weight: 502.65
• DSSTox Substance ID: DTXSID90583635
• Mol file: 135042-88-5.mol

Synonyms:Hydroquinidine 9-phenanthryl ether;135042-88-5;4-[(S)-[(2R,4S,5S)-5-ethyl-1-azabicyclo[2.2.2]octan-2-yl]-phenanthren-9-yloxymethyl]-6-methoxyquinoline;(9S)-10,11-Dihydro-6'-methoxy-9-(9-phenanthrenyloxy)cinchonan;DTXSID90583635;hydroquinidine-9-phenanthryl ether;Hydroquinidine 9-phenanthryl ether,96%;Hydroquinidine 9-phenanthryl ether, 96%;J-006635

Chemical Property of 4-[(S)-[(2R,4S,5S)-5-ethyl-1-azabicyclo[2.2.2]octan-2-yl]-phenanthren-9-yloxymethyl]-6-methoxyquinoline

Chemical Property:

• Vapor Pressure: 6.64E-19mmHg at 25°C
• Melting Point: 112 °C (dec.)(lit.)
• Refractive Index: 1.699
• Boiling Point: 690.3°Cat760mmHg
• PKA: 9?+-.0.70(Predicted)
• Flash Point: 371.3°C
• PSA: 34.59000
• Density: 1.24g/cm³
• LogP: 7.72820
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 7.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 502.262028332
• Heavy Atom Count: 38
• Complexity: 790

Purity/Quality:

98.5% ^*data from raw suppliers

Hydroquinidine 9-phenanthryl ether ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC1CN2CCC1CC2C(C3=C4C=C(C=CC4=NC=C3)OC)OC5=CC6=CC=CC=C6C7=CC=CC=C75
• Isomeric SMILES: CC[C@@H]1CN2CC[C@H]1C[C@@H]2[C@H](C3=C4C=C(C=CC4=NC=C3)OC)OC5=CC6=CC=CC=C6C7=CC=CC=C75
• Uses: Hydroquinidine 9-Phenanthryl Ether acts as a reagent for the synthesis of antifugal indole alkaloids and N-reverse prenylated tryptophan. Also, acts as a reagent for the synthesis of deoxy sugar via Wharton rearrangement and stereoselective dihydroxylation reaction.

Technology Process of 4-[(S)-[(2R,4S,5S)-5-ethyl-1-azabicyclo[2.2.2]octan-2-yl]-phenanthren-9-yloxymethyl]-6-methoxyquinoline

There total 2 articles about 4-[(S)-[(2R,4S,5S)-5-ethyl-1-azabicyclo[2.2.2]octan-2-yl]-phenanthren-9-yloxymethyl]-6-methoxyquinoline 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:

9-iodo-phenanthrene (17024-12-3) + hydroquinidine (1435-55-8) → dihydroquinidine 9-O-(9'-phenanthryl) ether (135042-88-5)

Guidance literature:

With pyridine; copper(l) iodide; sodium hydride; Yield given. Multistep reaction; 1) DMSO; 2) DMSO, 120 deg C, 70 h;

DOI:10.1021/jo00015a001

Reference yield:

→ dihydroquinidine 9-O-(9'-phenanthryl) ether (135042-88-5)

Guidance literature:

upstream raw materials:

9-iodo-phenanthrene

hydroquinidine