634180-45-3

Basic information

• Product Name: 1,1'-Biisoquinoline, 1,1',2,2',3,3',4,4'-octahydro-, (1S,1'S)-
• CAS NO: 634180-45-3
• Molecular Formula: C18H20N2
• Mol File: 634180-45-3.mol

Chemical Properties

• CAS DataBase Reference: 1,1'-Biisoquinoline, 1,1',2,2',3,3',4,4'-octahydro-, (1S,1'S)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,1'-Biisoquinoline, 1,1',2,2',3,3',4,4'-octahydro-, (1S,1'S)-(634180-45-3)
• EPA Substance Registry System: 1,1'-Biisoquinoline, 1,1',2,2',3,3',4,4'-octahydro-, (1S,1'S)-(634180-45-3)

Safety Data

• Hazardous Substances Data: 634180-45-3(Hazardous Substances Data)

Usage

Derivative of biisoquinoline

Yes
It is derived from biisoquinoline, a bicyclic compound containing two isoquinoline rings.

Stereochemistry

(1S,1'S)-
This refers to the spatial arrangement of the atoms in the molecule, specifically the stereocenters at positions 1 and 1', which have an S configuration.

Potential application

Pharmaceutical industry
It may be used as a building block for the synthesis of biologically active molecules, making it a subject of interest for further research and development.

Physical and chemical properties

Areas of interest for further research
The specific physical and chemical properties of 1,1'-Biisoquinoline, 1,1',2,2',3,3',4,4'-octahydro-, (1S,1'S)- are not provided in the material, but they are important aspects to study for understanding its potential uses and reactivity.

Research and development

Ongoing
Further research is needed to explore the properties, potential applications, and synthesis methods for 1,1'-Biisoquinoline, 1,1',2,2',3,3',4,4'-octahydro-, (1S,1'S)-, as well as its role in the pharmaceutical industry.

Upstream product

• 84500-67-4 1,2,3,4-tetrahydroisoquinoline-1-carbonitrile 
• 3230-65-7 3,4-dihydroisoquinoline 
• 23069-99-0 N-(2-phenylethyl)formamide 
• 64-04-0 phenethylamine 
• 14040-79-0 N¹, N²-diphenethyloxalamide 
• 34786-39-5 3,3′,4,4′-tetrahydro-1,1′-biisoquinoline 
• 91-21-4 1,2,3,4-tetrahydroisoquinoline 
• 198973-60-3 N-chlorotetrahydroisoquinoline 

Downstream Products

• 634180-49-7 (1R,1'R)-1,1',2,2',3,3',4,4'-octahydro-1,1'-biisoquinoline 

Relevant articles and documents

Enantioselective Reductive Coupling of Imines Templated by Chiral Diboron

We herein report a general, practical, and highly efficient method for asymmetric synthesis of a wide range of chiral vicinal diamines via reductive coupling of imines templated by chiral diboron. The protocol features high enantioselectivity and stereospecificity, mild reaction conditions, simple operating procedures, use of readily available starting materials, and a broad substrate scope. The method signifies the generality of diboron-enabled [3,3]-sigmatropic rearrangement.

Practical and Asymmetric Reductive Coupling of Isoquinolines Templated by Chiral Diborons

We herein describe a chiral diboron-templated highly diastereoselective and enantioselective reductive coupling of isoquinolines that provided expedited access to a series of chiral substituted bisisoquinolines in good yields and excellent ee's under mild conditions. The method enjoys a broad substrate scope and good functional group compatibility. Mechanistic investigation suggests the reaction proceeds through a concerted [3,3]-sigmatropic rearrangement.

Design aspects of metal-free nitrogen-based catalysts and their influence on the yield in the Henry reaction

Design aspects of metal-free nitrogen-based catalysts and their influence on the yield in the Henry reaction are disclosed. C 1-Symmetric, N,N-1,2-disposed amine-imine type catalysts were found to be most efficient. C 1-N,N-1,2-Disposed 1,2,3,4-tetrahydro-1,1′-biisoquinoline selectively and efficiently catalyzed the addition of nitromethane to α-keto esters and aldehydes giving exclusively the corresponding β-nitro alcohol adducts in excellent yields under very mild conditions. Georg Thieme Verlag Stuttgart New York.

A facile synthesis of vicinal diamines promoted by low-valent niobium: Preparation of chiral octahydrobiisoquinolines and their application to catalytic asymmetric synthesis

An efficient homocoupling of imines to give vicinal diamines promoted by low-valent niobium, generated by treatment of NbCl5 with zinc powder, is described. The desired products were obtained in good to excellent yields. Dihydroisoquinoline derivatives also gave the coupling products with good diastereoselectivities (D,L/meso). Optical resolution of the racemic octahydrobiisoquinolines was achieved and their complexes with Cu1 used in the catalytic asymmetric oxidative coupling of β-naphthols. Wiley-VCH Verlag GmbH & Co. KGaA, 2005.

Synthesis and reactions of partially reduced biisoquinolines

An improved synthesis of the 1,1′,2,2′,3,3′,4,4′-octahydro-1,1′-biisoquinoline ring system is described. The reactivity of this system has been investigated, including the unusually high basicity of the parent compound and its N,N′-dimethyl derivative. The resolution of the parent compound has been achieved for the first time, along with the development of a straightforward method for assaying its enantiomeric purity.

Synthesis and properties of a chiral bis-tetrahydroisoquinoline proton sponge

A new chiral proton sponge has been prepared, and the reasons for its unusually high basicity elucidated by a quantum chemical study.

Synthesis of 1-(Aminomethyl)-1,2,3,4-tetrahydroisoquinolines and Their Actions at Adrenoceptors in Vivo and in Vitro

An improved synthesis of 1-(aminomethyl)-1,2,3,4-tetrahydroisoquinolines has been developed by using aluminum hydride reduction of 1-cyano-1,2,3,4-tetrahydroisoquinolines.Three 1-(aminomethyl)-6,7-dihydroxytetrahydroisnolines