1121764-44-0

Basic information

• Product Name: (S)-5,5',6,6',7,7',8,8'-Octahydro-3,3'-bis(4-methoxyphenyl)-[1,1'-binaphthalene]-2,2'-diol
• Synonyms: (S)-5,5',6,6',7,7',8,8'-Octahydro-3,3'-bis(4-methoxyphenyl)-[1,1'-binaphthalene]-2,2'-diol
• CAS NO: 1121764-44-0
• Molecular Formula: C34H34O4
• Molecular Weight: 506.63136
• Mol File: 1121764-44-0.mol

Chemical Properties

• Boiling Point: 676.4±55.0 °C(Predicted)
• Appearance: /
• Density: 1.195±0.06 g/cm3(Predicted)
• PKA: 8.40±0.20(Predicted)
• CAS DataBase Reference: (S)-5,5',6,6',7,7',8,8'-Octahydro-3,3'-bis(4-methoxyphenyl)-[1,1'-binaphthalene]-2,2'-diol(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-5,5',6,6',7,7',8,8'-Octahydro-3,3'-bis(4-methoxyphenyl)-[1,1'-binaphthalene]-2,2'-diol(1121764-44-0)
• EPA Substance Registry System: (S)-5,5',6,6',7,7',8,8'-Octahydro-3,3'-bis(4-methoxyphenyl)-[1,1'-binaphthalene]-2,2'-diol(1121764-44-0)

Safety Data

• Hazardous Substances Data: 1121764-44-0(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
(S)-5,5',6,6',7,7',8,8'-Octahydro-3,3'-bis(4-methoxyphenyl)-[1,1'-binaphthalene]-2,2'-diol is used as a chiral compound for the development of pharmaceuticals, leveraging its unique structure to create novel drugs with improved efficacy and selectivity.
Used in Materials Science:
In the field of materials science, (S)-5,5',6,6',7,7',8,8'-Octahydro-3,3'-bis(4-methoxyphenyl)-[1,1'-binaphthalene]-2,2'-diol is utilized as a building block for the synthesis of advanced materials with specific properties, such as optical, electronic, or mechanical characteristics.
Used in Asymmetric Synthesis:
(S)-5,5',6,6',7,7',8,8'-Octahydro-3,3'-bis(4-methoxyphenyl)-[1,1'-binaphthalene]-2,2'-diol serves as a chiral ligand in asymmetric synthesis, enabling the production of enantiomerically pure compounds, which are essential in various applications, including pharmaceuticals and agrochemicals.
Used in Analytical Chemistry:
As a reference compound in analytical chemistry, (S)-5,5',6,6',7,7',8,8'-Octahydro-3,3'-bis(4-methoxyphenyl)-[1,1'-binaphthalene]-2,2'-diol aids in the development and validation of analytical methods, ensuring accurate and reliable measurements in various chemical analyses.

Upstream product

• 5720-07-0 4-methoxyphenylboronic acid 

Relevant articles and documents

Synthesis and structural aspects of N-triflylphosphoramides and their calcium salts'highly acidic and effective Bronsted acids

Recently, 1,1′-bi-2-naphthol (BINOL)-based N-triflylphosphoramides emerged as a new class of potent Bronsted acid catalysts. In this paper we describe the efficient synthesis of various BINOL-based N- triflylphosphoramides and their calcium salts. Furthermore, X-ray crystal structure analysis combined with energy-dispersive X-ray spectroscopy (EDX) measurements confirmed that the synthesised chiral N-triflylphosphoramides are highly acidic metal-free catalysts. Freedom! The synthesis and structure determination of various 1,1′-bi-2-naphthol (BINOL)-based N-triflylphosphoramides and their corresponding calcium salts is presented. A simple acidic treatment of the calcium salts provides the metal-free Bronsted acids (see scheme; Tf=trifluoromethanesulfonyl).

Synthesis of BINOL derived phosphorodithioic acids as new chiral Br?nsted acids and an improved synthesis of 3,3′-disubstituted H8-BINOL derivatives

Original phosphorodithioic acid diesters were prepared according to an improved synthesis of 3,3′-disubstituted H8-BINOL derivatives. In preliminary experiments, these new Br?nsted acids were tested as organocatalysts in three reactions. They promoted the Nazarov cyclisation with mixed selectivities, the Mannich reaction with good enantioselectivity and they catalyzed efficiently the alkylation of N-acyliminium with enol silyl ether.

Iridium-catalyzed hydrogenation of β-dehydroamino acid derivatives using monodentate phosphoramidites

The iridium-catalyzed asymmetric hydrogenation of 13 different β-dehydroamino acid derivatives to give optically active β-amino acid esters has been examined. Readily accessible monodentate octahydrobinaphthol- based phosphoramidites were used as chiral ligands. Good to excellent enantioselectivities and yields were obtained for the E isomers, whereas poorer catalyst performance was found for the Z isomers. Importantly, to obtain high enantioselectivity, substitution at the 3,3′-positions of the ligands was necessary. Enantioselectivities of up to 94% ee were achieved under optimized conditions. Wiley-VCH Verlag GmbH & Co. KGaA, 2008.

A convenient protocol for the synthesis of axially chiral Br?nsted acids

Partially hydrogenated binaphthol monophosphoric acids were prepared via an improved four-step sequence. It is demonstrated that typical protection and deprotection of the phenolic groups are dispensable. The vinyl-substituted derivative has been polymerized to give a novel polymerized organocatalyst.