791616-67-6

Basic information

• Product Name: (R)-5,5',6,6',7,7',8,8'-Octahydro-3,3'-bis(4-nitrophenyl)-[1,1'-binaphthalene]-2,2'-diol
• Synonyms: (R)-5,5',6,6',7,7',8,8'-Octahydro-3,3'-bis(4-nitrophenyl)-[1,1'-binaphthalene]-2,2'-diol;(R)-5,5',6,6',7,7',8,8'-Octahydro-3,3'-bis(4-nitrophenyl)-[1, 1'-binaphthalene]-2,2'-diol, 99%e.e.
• CAS NO: 791616-67-6
• Molecular Formula: C32H28N2O6
• Molecular Weight: 536.57452
• Mol File: 791616-67-6.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (R)-5,5',6,6',7,7',8,8'-Octahydro-3,3'-bis(4-nitrophenyl)-[1,1'-binaphthalene]-2,2'-diol(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-5,5',6,6',7,7',8,8'-Octahydro-3,3'-bis(4-nitrophenyl)-[1,1'-binaphthalene]-2,2'-diol(791616-67-6)
• EPA Substance Registry System: (R)-5,5',6,6',7,7',8,8'-Octahydro-3,3'-bis(4-nitrophenyl)-[1,1'-binaphthalene]-2,2'-diol(791616-67-6)

Safety Data

• Hazardous Substances Data: 791616-67-6(Hazardous Substances Data)

Usage

Uses

Used in Asymmetric Catalysis:
BINOL is utilized as a chiral ligand in asymmetric catalysis, a crucial technique in creating enantiomerically pure compounds, which are essential in the pharmaceutical industry to ensure the desired biological activity and avoid potential side effects of their mirror images.
Used in Stereoselective Synthesis:
In the realm of organic chemistry, BINOL is employed in stereoselective synthesis, allowing for the preferential formation of one stereoisomer over another. This is particularly important in the development of drugs, where stereochemistry can significantly impact the efficacy and safety of a medication.
Used in Academic Research:
BINOL and its derivatives are widely investigated in academic research for their potential applications in various chemical reactions, including asymmetric allylation, cyclopropanation, and Diels-Alder reactions. (R)-5,5',6,6',7,7',8,8'-Octahydro-3,3'-bis(4-nitrophenyl)-[1,1'-binaphthalene]-2,2'-diol's ability to form stable complexes with metal ions makes it a versatile tool for exploring new reaction pathways and mechanisms.
Used in Pharmaceutical Drug Development:
The pharmaceutical industry leverages BINOL's properties to develop new drugs with improved efficacy and selectivity. Its use in creating enantiomerically pure compounds is particularly valuable in ensuring that drugs interact with biological targets in the desired manner.
Used in Anti-Inflammatory, Antimicrobial, and Anticancer Applications:
BINOL derivatives have been explored for their potential in treating various conditions, including inflammation, microbial infections, and cancer. Their biological activities are currently under investigation, and they may offer new therapeutic options in the future.
Overall, (R)-5,5',6,6',7,7',8,8'-Octahydro-3,3'-bis(4-nitrophenyl)-[1,1'-binaphthalene]-2,2'-diol, or BINOL, is a multifaceted compound with a broad range of applications in chemistry, pharmaceuticals, and materials science. Its unique structure and properties make it an indispensable tool in the development of new drugs and advanced materials.

Upstream product

• 39648-74-3 (Ra)-5,6,7,8,5',6',7',8'-octahydro-[1,1']binaphthalenyl-2,2'-diol 
• 18531-94-7 (R)-1,1'-Bi-2-naphthol 
• 24067-17-2 4-nitrophenylboronic acid 

Relevant articles and documents

Chiral 3-substituted isoindolinone compounds, and preparation method and application thereof

The invention discloses chiral 3-substituted isoindolinone compounds, and a preparation method and application thereof. The compounds are as shown in a formula I which is described in the specification. The preparation method comprises a step of subjecting a compound as shown in a formula II and a compound as shown in a formula III to a Ugi two-component four-center reaction or subjecting a compound as shown in a formula IV, a compound as shown in a formula V and the compound as shown in the formula III to a Ugi three-component four-center reaction in the presence of a chiral phosphoric acid catalyst so as to obtain the compounds as shown in the formula I after completion of the reactions. According to the invention, extensively available raw materials and the cheap and easily available chiral catalyst are used; the raw materials are subjected to the Ugi two-component four-center reaction or the Ugi three-component four-center reaction so as to efficiently prepare the chiral 3-substituted isoindolinone compounds in one step; reaction conditions are mild; and the prepared compounds are stable in the air, high in yield, good in enantioselectivity and easy to separate and purify, and have good application prospects.

ASYMMETRIC-SYNTHESIS CATALYST BASED ON CHIRAL BROENSTED ACID AND METHOD OF ASYMMETRIC SYNTHESIS WITH THE CATALYST

A compound usable as an asymmetric synthesis catalyst which can be easily synthesized without using any metal such as a lanthanoid group element; a method of asymmetric synthesis with the compound; and a chiral compound obtained by the asymmetric synthesis method. A Broensted acid is used as a catalyst in asymmetric synthesis, the chiral Broensted acid being represented by formula (1) below or formula (3) below. The asymmetric synthesis method employs the catalyst. Asymmetric synthesis with the catalyst gives a chiral compound.