111524-97-1

Basic information

• Product Name: Carbamic acid, [(1R)-2-chloro-2-oxo-1-phenylethyl]-, 9H-fluoren-9-ylmethyl ester
• CAS NO: 111524-97-1
• Molecular Formula: C23H18ClNO3
• Molecular Weight: 391.854
• Mol File: 111524-97-1.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: Carbamic acid, [(1R)-2-chloro-2-oxo-1-phenylethyl]-, 9H-fluoren-9-ylmethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Carbamic acid, [(1R)-2-chloro-2-oxo-1-phenylethyl]-, 9H-fluoren-9-ylmethyl ester(111524-97-1)
• EPA Substance Registry System: Carbamic acid, [(1R)-2-chloro-2-oxo-1-phenylethyl]-, 9H-fluoren-9-ylmethyl ester(111524-97-1)

Safety Data

• Hazardous Substances Data: 111524-97-1(Hazardous Substances Data)

Upstream product

• 111524-95-9 N-Fmoc-D-phenylglycine 

Downstream Products

• 852866-05-8 Fmoc-D-Phg-Phe-OH 
• 329309-03-7 Fmoc-(D)Phg-N₃ 
• 111524-87-9 methyl 2-(2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-2-phenylacetamido)-3-phenylpropanoate 
• 94778-64-0 (S)-N-((R)-2-phenyl-2-N-(tert-butoxycarbonyl)glycinyl)phenylalanine methyl ester 
• 111524-94-8 H-D-Phg-Phe-OMe*CF₃CO₂H 

Relevant articles and documents

Discovery of a potent tubulin polymerization inhibitor: Synthesis and evaluation of water-soluble prodrugs of benzophenone analog

Prodrugs have proven to be very useful in enhancing aqueous solubility of sparingly water-soluble drugs, thereby increasing in vivo efficacy without a need of special excipients. In vitro and in vivo evaluations of a number of amino acid prodrugs of 1, a previously identified potent tubulin polymerization inhibitor and cytotoxic against various cancer cell lines led to the discovery of 3·HCl (l-valine attached) which is highly efficacious in mouse xenografts bearing human cancer. Pharmacokinetic analysis in rats revealed that compound 1 was released immediately upon administration of 3·HCl intravenously, with rapid clearance of 3·HCl indicating the effective cleavage of prodrug. Compound 3·HCl (CKD-516) has now been progressed to phase 1 clinical trial.

The synthesis of Nα-protected amino hydroxamic acids from Nα-protected amino acids employing versatile chlorinating agent CPI-Cl

Racemization free synthesis of Nα-protected amino hydroxamic acids from Nα-protected amino acids employing the versatile chlorinating reagent CPI-Cl has been described in one-pot. The present protocol has shown compability towards urethane protecting groups like Boc, Cbz and Fmoc, and side chain protections of amino acids showed complete tolerance.

(Fluoren-9-ylmethoxy)carbonyl (Fmoc) amino acid azides: Synthesis, isolation, characterisation, stability and application to synthesis of peptides

The synthesis of Fmoc amino acid azides starting from the corresponding protected amino acid and sodium azide (NaN3) by the mixed anhydride method using isobutoxycarbonyl chloride (IBC-Cl) or by the acid chloride method is described. Isolated as crystalli