345915-10-8

Basic information

• Product Name: N-[2-[2-(4-fluorophenyl)ethyl]-5-[[[(2S,4S)-4-[(3-pyridinylcarbonyl)thio]-2-pyrrolidinyl]methyl]amino]benzoyl]-L-Methionine 1-methylethyl ester
• Synonyms: N-[2-[2-(4-fluorophenyl)ethyl]-5-[[[(2S,4S)-4-[(3-pyridinylcarbonyl)thio]-2-pyrrolidinyl]methyl]amino]benzoyl]-L-Methionine 1-methylethyl ester;AZD3409;HKGUHEGKBLYKHY-QMOZSOIISA-N
• CAS NO: 345915-10-8
• Molecular Formula: C₃₄H₄₁FN₄O₄S₂
• Molecular Weight: 652.852
• Mol File: 345915-10-8.mol

Chemical Properties

• Boiling Point: 783.8±60.0 °C(Predicted)
• Appearance: /
• Density: 1.27±0.1 g/cm3(Predicted)
• PKA: 13.54±0.46(Predicted)
• CAS DataBase Reference: N-[2-[2-(4-fluorophenyl)ethyl]-5-[[[(2S,4S)-4-[(3-pyridinylcarbonyl)thio]-2-pyrrolidinyl]methyl]amino]benzoyl]-L-Methionine 1-methylethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: N-[2-[2-(4-fluorophenyl)ethyl]-5-[[[(2S,4S)-4-[(3-pyridinylcarbonyl)thio]-2-pyrrolidinyl]methyl]amino]benzoyl]-L-Methionine 1-methylethyl ester(345915-10-8)
• EPA Substance Registry System: N-[2-[2-(4-fluorophenyl)ethyl]-5-[[[(2S,4S)-4-[(3-pyridinylcarbonyl)thio]-2-pyrrolidinyl]methyl]amino]benzoyl]-L-Methionine 1-methylethyl ester(345915-10-8)

Safety Data

• Hazardous Substances Data: 345915-10-8(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Research and Development:
N-[2-[2-(4-fluorophenyl)ethyl]-5-[[[(2S,4S)-4-[(3-pyridinylcarbonyl)thio]-2-pyrrolidinyl]methyl]amino]benzoyl]-L-Methionine 1-methylethyl ester is used as a key intermediate in the synthesis of therapeutic compounds and drug candidates. Its unique chemical structure and composition make it suitable for specific pharmacological applications, contributing to the development of novel medications with potential therapeutic benefits.
Used in Medicinal Chemistry:
In the field of medicinal chemistry, N-[2-[2-(4-fluorophenyl)ethyl]-5-[[[(2S,4S)-4-[(3-pyridinylcarbonyl)thio]-2-pyrrolidinyl]methyl]amino]benzoyl]-L-Methionine 1-methylethyl ester serves as a valuable building block for the design and synthesis of new drug molecules. Its diverse functional groups and structural features allow for targeted modifications and optimizations, facilitating the discovery of more effective and selective drug candidates.
Used in Drug Synthesis:
N-[2-[2-(4-fluorophenyl)ethyl]-5-[[[(2S,4S)-4-[(3-pyridinylcarbonyl)thio]-2-pyrrolidinyl]methyl]amino]benzoyl]-L-Methionine 1-methylethyl ester is utilized in the synthesis of various drugs, particularly those targeting specific biological pathways or receptors. Its incorporation into drug molecules can enhance their pharmacological properties, such as potency, selectivity, and bioavailability.
Used in Biochemical Research:
N-[2-[2-(4-fluorophenyl)ethyl]-5-[[[(2S,4S)-4-[(3-pyridinylcarbonyl)thio]-2-pyrrolidinyl]methyl]amino]benzoyl]-L-Methionine 1-methylethyl ester also finds application in biochemical research, where it can be employed to study the interactions between biological macromolecules and small molecules. Its unique structural features can be used to probe the binding sites and mechanisms of action of various enzymes, receptors, and other biological targets, contributing to a deeper understanding of their functions and potential as therapeutic targets.

Upstream product

• 176486-58-1 [S-(R*,R*)]-2-[(N-Methoxy-N-methyl-amino)carbonyl]-4-[(triphenylmethyl)thio]-1-pyrrolidinecarboxylic acid, 1,1-dimethyl ethyl ester 
• 239064-77-8 O-mesyl-N-(tert-butoxycarbonyl)-hydroxyproline dimethylhydroxamide 
• 143775-30-8 (2S,4R)-1-(tert-butoxycarbonyl)-4-hydroxy-N-methoxy-N-methylprolinamide 
• 13726-69-7 (2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid 
• 59846-45-6 nicotinoyl imidazolide 
• 59-67-6 nicotinic acid 
• 345915-09-5 isopropyl N-{5-({[(2S,4S)-1-(tert-butoxycarbonyl)-4-(pyridin-3-ylcarbonyl)thiopyrrolidin-2-yl]methyl}amino)-2-[2-(4-fluorophenyl)ethyl]benzoyl}-L-methioninate 
• 203855-07-6 methyl 5-amino-2-[2-(4-fluorophenyl)ethyl benzoate] 
• 405-99-2 para-fluorostyrene 
• 6307-82-0 2-chloro-5-nitro-benzoic acid methyl ester 

Relevant articles and documents

Kinetics and mechanism of N-Boc cleavage: Evidence of a second-order dependence upon acid concentration

The kinetics of the HCl-catalyzed deprotection of the Boc-protected amine, thioester 2 to liberate AZD3409 1 have been studied in a mixture of toluene and propan-2-ol. The reaction rate was found to exhibit a second-order dependence upon the HCl concentration. This behavior was found to have a degree of generality as the deprotection of a second Boc-protected amine, tosylate 3 to yield amine 4 using HCl, sulfuric acid, and methane sulfonic acid showed the same kinetic dependence. In contrast the deprotection of tosylate 3 with trifluoroacetic acid required a large excess of acid to obtain a reasonable rate of reaction and showed an inverse kinetic dependence upon the trifluoroacetate concentration. These observations are rationalized mechanistically in terms of a general acid-catalyzed separation of a reversibly formed ion-molecule pair arising from the fragmentation of the protonated tert-butyl carbamate.

Application of an enantiomerically pure bicyclic thiolactone in the synthesis of a farnesyl transferase inhibitor

An efficient manufacturing route to a novel farnesyl transferase inhibitor is described. The target molecule is a pro-drug, and its synthesis is complicated by the presence of labile functionality. The Medicinal Chemistry synthesis required trityl mercapt