421583-14-4

Basic information

• Product Name: Cephalocyclidin A
• Synonyms: Cephalocyclidin A
• CAS NO: 421583-14-4
• Molecular Formula: C17H19NO5
• Molecular Weight: 317.33646
• Mol File: 421583-14-4.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 545.75 °C at 760 mmHg
• Flash Point: 283.86 °C
• Appearance: /
• Density: 1.675 g/cm³
• CAS DataBase Reference: Cephalocyclidin A(CAS DataBase Reference)
• NIST Chemistry Reference: Cephalocyclidin A(421583-14-4)
• EPA Substance Registry System: Cephalocyclidin A(421583-14-4)

Safety Data

• Hazardous Substances Data: 421583-14-4(Hazardous Substances Data)

Usage

General Description

Cephalocyclidin A is a naturally occurring chemical compound that belongs to the class of cephalosporin antibiotics. It is produced by the bacterium Streptomyces cattleya and exhibits potent antimicrobial activity against a variety of pathogenic bacteria. Cephalocyclidin A works by inhibiting the synthesis of the bacterial cell wall, leading to the disruption of bacterial growth and eventual cell death. This makes it an attractive candidate for the development of new antibiotics to combat drug-resistant bacterial infections. Additionally, research has shown that Cephalocyclidin A may have potential as a therapeutic agent for the treatment of bacterial infections in humans.

Relevant articles and documents

Collective Asymmetric Total Synthesis of C-11 Oxygenated Cephalotaxus Alkaloids

While numerous studies pertaining to the total synthesis of Cephalotaxus alkaloids have been reported, only two strategies have been reported to date for the successful synthesis of the C-11 oxygenated subset, due to the additional synthetic challenge posed by the remote C-11 stereocenter. Herein, we report the collective asymmetric total synthesis of C-11 oxygenated Cephalotaxus alkaloids using a chiral proline both as a starting material and as the only chirality source. A tetracyclic advanced intermediate was synthesized in a highly stereoselective manner from l-proline in 8 steps involving sequential chirality transfer steps such as a diastereoselective N-alkylation, stereospecific Stevens rearrangement and intramolecular Friedel–Crafts reaction via an unusual O-acyloxocarbenium intermediate. From a common intermediate, the asymmetric total synthesis of six C-11 oxygenated Cephalotaxus alkaloids was completed by a series of oxidation state adjustments.