756491-51-7

Basic information

• Product Name: (R)-3,3'-bis(4-Methoxyphenyl)-[1,1'-Binaphthalene]-2,2'-diol
• Synonyms: (R)-3,3'-bis(4-Methoxyphenyl)-[1,1'-Binaphthalene]-2,2'-diol;(R)-3,3'-Bis(4-methoxyphenyl)-[1,1'-binaphthalene]-2,2'- diol, 99%e.e.
• CAS NO: 756491-51-7
• Molecular Formula: C34H26O4
• Molecular Weight: 498.56784
• Mol File: 756491-51-7.mol
• Article Data: 8

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (R)-3,3'-bis(4-Methoxyphenyl)-[1,1'-Binaphthalene]-2,2'-diol(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-3,3'-bis(4-Methoxyphenyl)-[1,1'-Binaphthalene]-2,2'-diol(756491-51-7)
• EPA Substance Registry System: (R)-3,3'-bis(4-Methoxyphenyl)-[1,1'-Binaphthalene]-2,2'-diol(756491-51-7)

Safety Data

• Hazardous Substances Data: 756491-51-7(Hazardous Substances Data)

Usage

Description

(R)-3,3'-bis(4-Methoxyphenyl)-[1,1'-Binaphthalene]-2,2'-diol, commonly known as (R)-BIPHEN, is a synthetic chiral compound with the molecular formula C36H28O4. It is characterized by its non-superimposable mirror image and is widely used in pharmaceutical and organic synthesis applications.

Uses

Used in Pharmaceutical Industry:
(R)-BIPHEN is used as a chiral ligand in asymmetric catalysis for the production of enantiomerically enriched compounds. This is important in the pharmaceutical industry as it allows for the synthesis of single enantiomers of drugs, which can have different biological activities and reduce side effects.
Used in Organic Synthesis:
(R)-BIPHEN is used as a building block in the synthesis of various organic compounds. Its unique structure and chiral properties make it a valuable component in the creation of complex organic molecules.
Used in Medicinal Chemistry Research:
(R)-BIPHEN has potential antitumor and antiviral activity, making it an important compound in medicinal chemistry research. Its ability to target specific biological processes and inhibit the growth of cancer cells or viral replication makes it a promising candidate for the development of new therapeutic agents.
Overall, (R)-3,3'-bis(4-Methoxyphenyl)-[1,1'-Binaphthalene]-2,2'-diol, or (R)-BIPHEN, is a versatile and important molecule in the field of organic chemistry with diverse applications in pharmaceuticals, organic synthesis, and medicinal chemistry research.

Upstream product

• 189518-78-3 (Ra)-3,3’-diiodo-2,2’-bis(methoxymethoxy)-1,1’-binaphthalene 
• 104-92-7 1-bromo-4-methoxy-benzene 
• 602-09-5 1,1'-bi-2-naphthol 
• 5720-07-0 4-methoxyphenylboronic acid 
• 171364-79-7 2-(4-methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 142010-87-5 (±)?3,3'?dibromo?2,2'?bis(methoxymethyl)?1,1'?binaphthalene 
• 173831-50-0 rac-2,2'-bis-(methoxymethoxy)-1,1'-binaphthalene 
• 18531-94-7 (R)-1,1'-Bi-2-naphthol 
• 756491-45-9 (+/-)-3,3'-bis(4-methoxyphenyl)-2,2'-bis(methoxymethoxy)-1,1'-binaphthyl 

Relevant articles and documents

Hypercrosslinking chiral Br?nsted acids into porous organic polymers for efficient heterogeneous asymmetric organosynthesis

Here, we developed a construction strategy for directly immobilizing the axially chiral phosphoric acid into hypercrosslinked polymers by a one-pot Friedel-Crafts alkylation reaction. The obtained chiral polymers have high porosity, excellent stability and tailorable catalytic centers, and display excellent activity, enantioselectivity and recyclability for asymmetric transfer hydrogenation.

Efficient synthesis of 3,3'-diaryl binaphthol through a one-step method

The invention relates to a class of catalysis reactions of binaphthol and halogenated aromatic hydrocarbons, particularly to efficient preparation of 3,3'-diaryl binaphthol and 3-Bulkyaryl binaphtholthrough a one-step method, and belongs to the technical field of asymmetric catalysis. A purpose of the present invention is to provide a simple and practical method for preparing 3,3'-diaryl binaphthol through a one-step reaction of inexpensive BINOL and a brominated aromatic hydrocarbon reagent, and is further to provide a simple and rapid method for conveniently preparing 3-aryl binaphthol withhigh steric hindrance.

Expedient BINOL derivative arylations

A dramatic improvement of our previous methodology based on a Suzuki-Miyaura cross-coupling to access 3,3′-disubstituted H8-BINOLs using microwave heating is reported herein. These new conditions represent a large gain in term of atom-economy, reaction time, catalyst loading, and excess of reagents employed.