1198791-65-9

Basic information

• Product Name: (R)-N-FMoc-2-(2'-propynyl)alanine
• Synonyms: (R)-N-FMoc-2-(2'-propynyl)alanine;(R)-2-((((9H-Fluoren-9-yl)Methoxy)carbonyl)aMino)-2-Methylpent-4-ynoic acid;FMoc-α-Me-D-Gly(Propargyl)-OH;Fmoc-alpha-Prg-L-Ala-OH;(9H-Fluoren-9-yl)MethOxy]Carbonyl Alpha-Methyl-D-Gly(Propargyl)-OH
• CAS NO: 1198791-65-9
• Molecular Formula: C21H19NO4
• Molecular Weight: 349.37986
• Product Categories: α-Methyl Amino Acids
• Mol File: 1198791-65-9.mol
• Article Data: 0

Chemical Properties

• Boiling Point: 576.8±50.0 °C(Predicted)
• Appearance: /
• Density: 1.267±0.06 g/cm3(Predicted)
• Storage Temp.: -20°C
• PKA: 3.51±0.11(Predicted)
• CAS DataBase Reference: (R)-N-FMoc-2-(2'-propynyl)alanine(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-N-FMoc-2-(2'-propynyl)alanine(1198791-65-9)
• EPA Substance Registry System: (R)-N-FMoc-2-(2'-propynyl)alanine(1198791-65-9)

Safety Data

• Hazard Codes: Xn
• Statements: 36-42/43
• Safety Statements: 22-26-36/37-45
• TSCA: No
• Hazardous Substances Data: 1198791-65-9(Hazardous Substances Data)

Usage

Description

(R)-N-FMoc-2-(2'-propynyl)alanine, also known as Fmoc-protected (R)-2-propargylalanine, is a chiral reagent derived from the naturally occurring amino acid alanine. It features a propargyl group at the 2' position and is protected with a 9-fluorenylmethoxycarbonyl (Fmoc) group. (R)-N-FMoc-2-(2'-propynyl)alanine is characterized by its unique structure, which allows for versatile applications in the field of organic chemistry and pharmaceuticals.

Uses

Used in Pharmaceutical Industry:
(R)-N-FMoc-2-(2'-propynyl)alanine is used as a building block for the synthesis of peptidomimetic macrocycles. These macrocycles are designed to transport biomolecules, such as proteins and nucleic acids, across cellular membranes. The chiral nature of this reagent ensures the correct stereochemistry for the target molecules, which is crucial for their biological activity and specificity.
Used in Organic Chemistry:
In the field of organic chemistry, (R)-N-FMoc-2-(2'-propynyl)alanine serves as a versatile intermediate for the synthesis of various complex organic molecules. The propargyl group can be further functionalized through reactions such as alkynylation, cyclization, and cross-coupling, allowing for the creation of a wide range of compounds with diverse applications.
Used in Drug Development:
(R)-N-FMoc-2-(2'-propynyl)alanine is used as a key component in the development of novel drugs targeting various diseases. Its unique structure can be exploited to design and synthesize new drug candidates with improved pharmacological properties, such as enhanced potency, selectivity, and bioavailability.
Used in Chemical Research:
This chiral reagent is also utilized in academic and industrial research settings to study the synthesis and properties of new compounds. Researchers can use (R)-N-FMoc-2-(2'-propynyl)alanine to explore the reactivity of the propargyl group and its influence on the overall structure and function of the resulting molecules.

InChI:InChI=1S/C21H19NO4/c1-3-12-21(2,19(23)24)22-20(25)26-13-18-16-10-6-4-8-14(16)15-9-5-7-11-17(15)18/h1,4-11,18H,12-13H2,2H3,(H,22,25)(H,23,24)/t21-/m1/s1