100394-07-8

Basic information

• Product Name: 2-[[(phenylmethoxy)carbonyl]amino]-4-pentynoic acid
• CAS NO: 100394-07-8
• Molecular Weight: 247.251
• Mol File: 100394-07-8.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 2-[[(phenylmethoxy)carbonyl]amino]-4-pentynoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 2-[[(phenylmethoxy)carbonyl]amino]-4-pentynoic acid(100394-07-8)
• EPA Substance Registry System: 2-[[(phenylmethoxy)carbonyl]amino]-4-pentynoic acid(100394-07-8)

Safety Data

• Hazardous Substances Data: 100394-07-8(Hazardous Substances Data)

Usage

General Description

2-[[phenylmethoxy)carbonyl]amino]-4-pentynoic acid is a chemical compound with the molecular formula C14H15NO4. It is a derivative of pentynoic acid with an amino group and a phenylmethoxy carbonyl group attached. 2-[[(phenylmethoxy)carbonyl]amino]-4-pentynoic acid has potential applications in the field of medicinal chemistry as it can act as a building block for the synthesis of various bioactive molecules. Additionally, it is also used as a tool in chemical biology and drug discovery research. The synthesis and characterization of this compound is of interest to scientists and researchers in the field of organic and pharmaceutical chemistry.

Upstream product

• 61172-60-9 diethyl α-acetamido-α-propargylmalonate 
• 50428-03-0 D,L-propargylglycine 
• 501-53-1 benzyl chloroformate 

Downstream Products

• 208709-76-6 (R)-N-Boc-propargylglycine methyl ester 
• 111528-40-6 N-Benzyloxycarbonyl-propargylglycyl-propargylglycin-ethylester 
• 92249-13-3 N-Benzyloxycarbonyl-C-propin-(29-yl-glycin-methylester 

Relevant articles and documents

Practical syntheses of chiral α-amino acids and chiral half-esters by kinetic resolution of urethane-protected α-amino acid N-carboxyanhydrides and desymmetrization of cyclic meso-anhydrides with new modified cinchona alkaloid catalysts

The large-scale applications of the kinetic resolution of urethane-protected α-amino acid N-carboxyanhydrides (UNCAs) and the desymmetrization of cyclic meso-anhydrides using modified cinchona alkaloids are described. These asymmetric reactions are effective organocatalytic methods for the synthesis of chiral a-amino acids 6 and chiral half-esters 2 on an industrial scale, because the organocatalyst recovery and product purification can be carried out by a simple extractive procedure obviating a chromatographic purification step. The modified cinchona alkaloid catalysts (DHQD) 2AQN and (DHQ)2AQN, as reported by Deng and co-workers, are not readily available and therefore not suitable for industrial-scale synthesis. Various O-alkylated quinidine and quinine derivatives were prepared and screened as catalysts for the kinetic resolution of phenylalanine UNCA with alcohol. The readily prepared O-propargylquinidine (OPQD) and O-propargylquinine (OPQ) were discovered to be highly enantioselective and practical catalysts. These new catalysts were applied to the synthesis of chiral propargylglycine 24 and the key intermediate of BAY10-8888/PLD-118, 26, on an industrial scale, by the kinetic resolution of UNCA 22 and the desymmetrization of cyclic meso-anhydride 25, respectively.