844657-46-1

Basic information

• Product Name: (8α,9R)- 9-(9-phenanthrenyloxy)-Cinchonan-6'-ol
• Synonyms: (8α,9R)- 9-(9-phenanthrenyloxy)-Cinchonan-6'-ol;4-((1R)-(Phenanthren-9-yloxy)((2S)-5-vinylquinuclidin-2-yl)Methyl)quinolin-6-ol;(8α,9R)-9-(9-Phenanthrenyloxy)cinchonan-6'-ol,99%d.e.
• CAS NO: 844657-46-1
• Molecular Formula: C33H30N2O2
• Molecular Weight: 486.6
• Mol File: 844657-46-1.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (8α,9R)- 9-(9-phenanthrenyloxy)-Cinchonan-6'-ol(CAS DataBase Reference)
• NIST Chemistry Reference: (8α,9R)- 9-(9-phenanthrenyloxy)-Cinchonan-6'-ol(844657-46-1)
• EPA Substance Registry System: (8α,9R)- 9-(9-phenanthrenyloxy)-Cinchonan-6'-ol(844657-46-1)

Safety Data

• Hazardous Substances Data: 844657-46-1(Hazardous Substances Data)

Usage

General Description

(8α,9R)- 9-(9-phenanthrenyloxy)-Cinchonan-6'-ol is a chemical compound with a complex structure that includes a cinchona alkaloid and a phenanthrene derivative. It is a chiral molecule, with the 8th and 9th carbon atoms having alpha and R configurations, respectively. The compound is a derivative of cinchonine, a natural product found in the bark of several species of the Cinchona tree, and it has potential applications in asymmetric synthesis and medicinal chemistry. The presence of the phenanthrene group in its structure may confer unique properties and reactivity on the compound, making it a potentially valuable synthetic building block or pharmacophore for drug discovery and development.

Upstream product

• 174654-07-0 quinidine 9-O-(9'-phenanthryl)ether 
• 17024-12-3 9-iodo-phenanthrene 
• 56-54-2 quinindine 
• 130-95-0 Quinine 

Relevant articles and documents

Stereocontrolled creation of adjacent quaternary and tertiary stereocenters by a catalytic conjugate addition

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Highly enantioselective conjugate addition of malonate and β-ketoester to nitroalkenes: Asymmetric C-C bond formation with new bifunctional organic catalysts based on cinchona alkaloids

The development of readily accessible bifunctional chiral catalysts is a desirable yet challenging goal in catalytic asymmetric synthesis. In this communication, we describe the development of a new class of readily accessible chiral bifunctional organic catalysts that could be derived in one or two steps in high yield from either quinidine or quinine. These catalysts have been shown to catalyze a highly enantioselective conjugate addition of methyl and ethyl malonates and β-ketoesters to a broad range of β-substituted nitroalkenes, an synthetically important C-C bond-forming reaction utilizing readily available starting materials. This new catalytic asymmetric reaction proceeds in 91-98% ee and 71-99% yield. Copyright