54582-01-3

Basic information

• Product Name: (R)-(4-hydroxyphenyl)(phenylacetamido)acetic acid
• Synonyms: (R)-(4-hydroxyphenyl)(phenylacetamido)acetic acid;(R)-2-(4-Hydroxyphenyl)-2-(phenylacetylamino)acetic acid;(R)-4-Hydroxy-α-[(phenylacetyl)amino]benzeneacetic acid
• CAS NO: 54582-01-3
• Molecular Formula: C₁₆H₁₅NO₄
• Molecular Weight: 285.2946
• EINECS: 259-246-4
• Mol File: 54582-01-3.mol

Chemical Properties

• Boiling Point: 594 °C at 760 mmHg
• Flash Point: 313 °C
• Appearance: /
• Density: 1.322 g/cm³
• Vapor Pressure: 5.9E-15mmHg at 25°C
• Refractive Index: 1.628
• CAS DataBase Reference: (R)-(4-hydroxyphenyl)(phenylacetamido)acetic acid(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-(4-hydroxyphenyl)(phenylacetamido)acetic acid(54582-01-3)
• EPA Substance Registry System: (R)-(4-hydroxyphenyl)(phenylacetamido)acetic acid(54582-01-3)

Safety Data

• Hazardous Substances Data: 54582-01-3(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
(R)-(4-hydroxyphenyl)(phenylacetamido)acetic acid is used as a potential pharmaceutical compound for its possible pharmacological or biological activities. The presence of phenylacetamido and 4-hydroxyphenyl groups, which are known to be active in various medications, indicates that this compound could be a promising candidate for the development of new drugs or therapies.
Used in Research and Development:
In the field of chemical research and development, (R)-(4-hydroxyphenyl)(phenylacetamido)acetic acid serves as a valuable compound for studying its properties, interactions, and potential applications. Its chiral nature and the presence of specific functional groups make it an interesting subject for further investigation, which could lead to the discovery of new chemical reactions, synthesis methods, or applications in various industries.
Used in Chemical Synthesis:
(R)-(4-hydroxyphenyl)(phenylacetamido)acetic acid may be utilized as a building block or intermediate in the synthesis of more complex molecules, particularly in the pharmaceutical, agrochemical, or material science industries. Its unique structure and functional groups could be exploited to create novel compounds with specific properties or applications.

InChI:InChI=1/C16H15NO4/c18-13-8-6-12(7-9-13)15(16(20)21)17-14(19)10-11-4-2-1-3-5-11/h1-9,15,18H,10H2,(H,17,19)(H,20,21)/t15-/m1/s1

Upstream product

• 54713-12-1 N-phenylacetyl-(4-hydroxyphenyl)-glycine 

Downstream Products

• 22818-40-2 D-4-hydroxyphenylglycine 

Relevant articles and documents

One-pot, regioselective synthesis of substituted arylglycines for kinetic resolution by penicillin G acylase

Amido-alkylation of electron-rich arenes with phenylacetamide and glyoxylic acid offers an in-expensive route to a large variety of N-phenylacetylated arylglycines that are suited for immediate enzymatic resolution by penicillin G acylase. When performed under mild conditions at 5 °C in acetic acid/HCl, this simple one-pot operation resulted in the formation of single regioisomers only (≥98%). Subsequent kinetic resolution of the amino acid derivatives by penicillin G acylase at pH 8.0 occurred generally with E values >100 and thus furnished free (S)-configurated arylglycines with high enantiomeric purity. The corresponding enantiopure (R)-substrates, easily separable by a phase-selective extraction process, provided the corresponding (R)-enantiomers upon conventional hydrolysis. This one-pot, two-step procedure for arylglycine synthesis, resolution and work-up requires a minimum of equipment and grants rapid access to both enantiopure (S)- and (R)-antipodes of non-natural α-amino acids in small-to large-scale quantities.