160751-44-0

Basic information

• Product Name: N-ALFA-FMOC-4-(PHOSPHONODIFLUOROMETHYL)-L-PHENYLALANINE
• Synonyms: 4-(DIFLUOROPHOSPHONOMETHYL)-N-[(9H-FLUOREN-9-YLMETHOXY)CARBONYL]-L-PHENYLALANINE;(4-(DIETHYLPHOSPHONO)DIFLUOROMETHYL)-N-(FLUOREN-9-YL-METHOXYCARBONYL)-L-PHENYLALANINE;4-[(DITHYLPHOSPHONO)DIFLUOROMETHYL]-N-(FLUOREN-9-YLMETHOXYCARBONYL)-L-PHENYLALAMINE;N-ALPHA-9-FLUORENYLCARBONYL-4-(DIETHYLPHOSPHONODIFLUOROMETHYL)-L-PHENYLALANINE;N-ALFA-FMOC-4-(PHOSPHONODIFLUOROMETHYL)-L-PHENYLALANINE;N-ALPHA-FMOC-4-(PHOSPHONODIFLUOROMETHYL)-L-PHENYLALANINE;4-(DIETHYLPHOSPHONO)DIFLUOROMETHYL)-N-(FLUOREN-9-YL-METHOXYCARBONY)-L-PHENYLALANINE;N-ALFA-FLUORENYLCARBONYL-4-(DIETHYLPHOSPHONODIFLUOROMETHYL)-L-PHENYLALANINE
• CAS NO: 160751-44-0
• Molecular Formula: C₂₅H₂₂F₂NO₇P
• Molecular Weight: 517.42
• Mol File: 160751-44-0.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 721.4oC at 760mmHg
• Flash Point: 390.1oC
• Appearance: /
• Density: 1.476 g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.568
• PKA: 1.07±0.10(Predicted)
• CAS DataBase Reference: N-ALFA-FMOC-4-(PHOSPHONODIFLUOROMETHYL)-L-PHENYLALANINE(CAS DataBase Reference)
• NIST Chemistry Reference: N-ALFA-FMOC-4-(PHOSPHONODIFLUOROMETHYL)-L-PHENYLALANINE(160751-44-0)
• EPA Substance Registry System: N-ALFA-FMOC-4-(PHOSPHONODIFLUOROMETHYL)-L-PHENYLALANINE(160751-44-0)

Safety Data

• Hazardous Substances Data: 160751-44-0(Hazardous Substances Data)

Usage

Description

N-ALFA-FMOC-4-(PHOSPHONODIFLUOROMETHYL)-L-PHENYLALANINE, also known as 4-(Difluorophosphonomethyl)-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-phenylalanine, is a complex organic compound with a unique chemical structure. It is characterized by its ability to serve as a key reactant in the synthesis of specific pharmaceutical compounds, particularly those targeting insulin signaling pathways.

Uses

Used in Pharmaceutical Industry:
N-ALFA-FMOC-4-(PHOSPHONODIFLUOROMETHYL)-L-PHENYLALANINE is used as a reactant in the synthesis of small molecule inhibitors for Protein Tyrosine Phosphatase 1B (PTP1B), which plays a crucial role in insulin signaling. By inhibiting PTP1B, this compound can potentially contribute to the development of therapies for conditions related to insulin resistance, such as type 2 diabetes and obesity.
The compound's role in the pharmaceutical industry is significant due to its potential application in creating novel treatments for insulin-related disorders. Its unique structure allows for the development of targeted therapies that can help improve the management and treatment outcomes for patients suffering from these conditions.

InChI:InChI=1/C29H30F2NO7P/c1-3-38-40(36,39-4-2)29(30,31)20-15-13-19(14-16-20)17-26(27(33)34)32-28(35)37-18-25-23-11-7-5-9-21(23)22-10-6-8-12-24(22)25/h5-16,25-26H,3-4,17-18H2,1-2H3,(H,32,35)(H,33,34)/t26-/m0/s1

Upstream product

• 82565-68-2 N-fmoc-4-iodo-(L)-phenylalanine 
• 174678-81-0 (3S,5S,6R)-3-{4-[(Diethoxy-phosphoryl)-difluoro-methyl]-benzyl}-2-oxo-5,6-diphenyl-morpholine-4-carboxylic acid benzyl ester 
• 160751-42-8 4-<(diethylphosphono)difluoromethyl>-L-phenylalanine 
• 174678-80-9 diethyl [(4-α-bromomethyl)phenyldifluoromethyl]-phosphonate 
• 174678-79-6 diethyl ((4-(α-bromomethyl)phenyl)oxomethyl)phosphonate 
• 876-07-3 4-(bromomethyl)benzoyl bromide 
• 6232-88-8 4-bromomethylbenzoic Acid 
• 156017-45-7 (S)-2-{[(9H-fluoren-9-yl)methoxy]carbonylamino}-3-{4-[(diethoxyphosphoryl)difluoromethyl]phenyl}propanoic acid 

Downstream Products

• 1351665-40-1 C₃₆H₅₄F₂N₁₁O₁₆P 
• 364372-43-0 C₃₄H₄₈F₂N₇O₁₆P 
• 1618078-93-5 C₉₆H₁₃₃F₂N₃₂O₂₁P 
• 1403229-61-7 C₂₄H₂₈F₂IN₄O₇P 
• 1403229-63-9 C₃₀H₃₁BrF₂IN₄O₇P 
• 1403229-65-1 C₄₂H₄₅BrF₂IN₆O₁₁P 

Relevant articles and documents

Efficient scaled-up synthesis of Nα-Fmoc-4-phosphono(difluoromethyl)- L-phenylalanine and its incorporation into peptides

A rapid, robust and efficient scaled-up synthetic strategy for N - Fmoc-4-phosphono(difluoromethyl)-l-phenylalanine and its direct incorporation into peptides is presented herein. Georg Thieme Verlag Stuttgart · New York.