55065-02-6

Basic information

• Product Name: 2-Propenoic acid, 2-(acetylamino)-3-phenyl-, (2Z)-
• CAS NO: 55065-02-6
• Molecular Formula: C11H11NO3
• Molecular Weight: 205.213
• Mol File: 55065-02-6.mol
• Article Data: 30

Chemical Properties

• CAS DataBase Reference: 2-Propenoic acid, 2-(acetylamino)-3-phenyl-, (2Z)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Propenoic acid, 2-(acetylamino)-3-phenyl-, (2Z)-(55065-02-6)
• EPA Substance Registry System: 2-Propenoic acid, 2-(acetylamino)-3-phenyl-, (2Z)-(55065-02-6)

Safety Data

• Hazardous Substances Data: 55065-02-6(Hazardous Substances Data)

Usage

General Description

2-Propenoic acid, 2-(acetylamino)-3-phenyl-, (2Z)-, also known as 2-Acrylamido-3-phenylpropionic acid (APPA), is a chemical compound with the formula C11H11NO3. It is a white to light yellow powder that is used as a monomer in the production of various polymers and copolymers. APPA is known for its ability to form hydrogels and is commonly used in the manufacture of contact lenses, medical implants, and drug delivery systems due to its biocompatibility and water absorption properties. It is considered to be a safe and effective material with low toxicity and irritancy, making it suitable for use in biomedical applications. Additionally, it is utilized in the production of specialty chemicals and as a building block for the synthesis of other complex organic compounds.

Upstream product

• 60-35-5 acetamide 
• 156-06-9 2-oxo-3-(phenyl)propionic acid 
• 881-90-3 4-benzylidene-2-methyl-2-oxazolin-5-one 
• 67-64-1 acetone 
• 100-52-7 benzaldehyde 
• 56-40-6 glycine 
• 52386-78-4 N-acetyl dehydrophenylalanine methyl ester 
• 60676-51-9 methyl (Z)-2-(acetylamino)-3-phenylpropenoate 
• 7732-18-5 water 
• 64590-80-3 (E)-α-(N-acylamino)cinnamic acid 
• 543-24-8 N-acetylglycine 
• 19185-82-1 Methyl (2R^*,3S^*)-2-(acetylamino)-3-hydroxy-3-phenylpropanoate 
• 6966-29-6 N-acetyl-threo-DL-β-phenylserine ethyl ester 
• 46506-67-6 (2RS,3SR)-2-acetylamino-3-hydroxy-3-phenyl-propionic acid 

Downstream Products

• 304668-72-2 2-(methylcarboxamido)-3-phenyl-1-(piperidin-1-yl)prop-2-en-1-one 
• 150-30-1 Phenylalanine 
• 156-06-9 2-oxo-3-(phenyl)propionic acid 
• 2901-75-9 (R,S)-N-acetyl phenylalanine 
• 100400-96-2 2-acetylamino-3-cyclohexylpropanoic acid 
• 38879-46-8 (Z)-4-benzylidene-2-methyl-5(4H)-oxazolone 
• 77008-44-7 α-acetamidocinnamanilide 
• 64590-80-3 (E)-α-(N-acylamino)cinnamic acid 
• 64044-89-9 Methyl-N-acetyl-2-N-methylaminocinnamat 
• 2361-96-8 ethyl N-acetyl-(L)-phenylalaninate 
• 2361-96-8 (R)-ethyl N-acetylphenylalanine 
• 10172-89-1 (R)-N-acetylphenylalanin 
• 2018-61-3 (S)-2-acetylamino-3-phenylpropanoic acid 
• 2018-61-3 (+)-N-acetylphenylalanine 

Relevant articles and documents

2H-thiazolo [3, 2-b]-1, 2, 4-triazine-3, 7-diketone derivative and application thereof

The invention discloses a 2Hthiazolo [3, 2b] 1, 2, 4triazine 3, 7diketone derivative as shown in a general formula I or pharmaceutically acceptable hydrate and salt thereof, the 2Hthiazolo [3, 2b] 1,2, 4triazine 3, 7diketone derivative comprises stereoisomers or tautomers thereof, and R1 and R2 in the general formula I can be optionally selected from one, two or three independently selected fromhydrogen, alkyl, alkoxy, halogen, hydroxyl, acetyl, propionyl, nitro or trifluoromethyl. The 1, 2, 4-triazine 3, 7diketone derivative has an obvious inhibiting effect on acetylcholin esterase, and isused for enhancing the memory of a patient suffering from dementia and Alzheimer's disease. The invention also relates to a preparation method of the compound and the application of the compound in preparation of drugs for treating Alzheimer's disease.

Biocatalytic retrosynthesis approaches to d-(2,4,5-trifluorophenyl)alanine, key precursor of the antidiabetic sitagliptin

The integration of biocatalytic steps in retrosynthetic analysis of a target molecule offers multiple advantages, such as reduction of the environmental footprint of the process, viability of milder and safer reaction conditions, and accessibility of transformations that are challenging with traditional chemical synthesis. Herein, six chemo-enzymatic routes are described for the synthesis of a fluorinated d-phenylalanine derivative, precursor of the blockbuster antidiabetic drug sitagliptin. All routes start from the same aldehyde precursor and involve at least one biocatalytic step, including reductive amination, transamination, deracemisation, hydroamination, and alkene reduction. The target molecule was obtained in 2-5 steps from the aldehyde, with ee up to >99% and in 36-62% isolated yield. Furthermore, as part of one of the routes, the first example of a fully biocatalytic conversion of a cinnamic acid derivative to the corresponding d-phenylalanine (formal d-selective hydroamination) is reported.

BABIPhos Family of Biaryl Dihydrobenzooxaphosphole Ligands for Asymmetric Hydrogenation

Novel bidentate phosphine ligands BABIPhos featuring a biaryl bis-dihydrobenzooxaphosphole core are presented. Their synthesis was achieved via Pd-catalyzed reductive homocoupling of dihydrobenzooxaphosphole aryl triflates. An efficient route toward various analogues was also established, giving access to phosphines with different electronic and steric properties. The newly obtained ligands demonstrated high efficiency and selectivity in Rh-catalyzed asymmetric hydrogenation of di- and trisubstituted enamides. This new class of ligands is complementary to previously described bidentate benzooxaphosphole ligands BIBOP.