131968-74-6

Basic information

• Product Name: (2R,3S)-3-phenylisoserine methyl ester
• Synonyms: (2R,3S)-3-phenylisoserine methyl ester;2R,3S）-Phenylisoserine methylester;(2R,3S)-Methyl 3-aMino-2-hydroxy-3-phenylpropanoate;(alphaR,betaS)-rel-beta-Amino-alpha-hydroxybenzenepropanoic acid methyl ester;Methyl (2R,3S)-3-phenylisoserinate
• CAS NO: 131968-74-6
• Molecular Formula: C₁₀H₁₃NO₃
• Molecular Weight: 195.21512
• EINECS: 1806241-263-5
• Mol File: 131968-74-6.mol
• Article Data: 2

Chemical Properties

• Melting Point: 87-88℃
• Boiling Point: 343.025 °C at 760 mmHg
• Flash Point: 161.256 °C
• Appearance: /
• Density: 1.212 g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.557
• Storage Temp.: 2-8°C
• PKA: 10.35±0.45(Predicted)
• CAS DataBase Reference: (2R,3S)-3-phenylisoserine methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: (2R,3S)-3-phenylisoserine methyl ester(131968-74-6)
• EPA Substance Registry System: (2R,3S)-3-phenylisoserine methyl ester(131968-74-6)

Safety Data

• Hazardous Substances Data: 131968-74-6(Hazardous Substances Data)

Usage

General Description

(2R,3S)-3-phenylisoserine methyl ester is a chemical compound that is a methyl ester derivative of the amino acid (2R,3S)-3-phenylisoserine. It has a molecular formula of C12H17NO3 and a molecular weight of 223.27 g/mol. (2R,3S)-3-phenylisoserine methyl ester is an organic synthetic intermediate and is often used in the production of pharmaceuticals and biologically active compounds. Its structure contains a phenyl group attached to a chiral center, making it a versatile building block for the synthesis of complex molecules. The compound has potential applications in the field of medicinal chemistry, particularly in the development of new drugs and pharmaceuticals.

InChI:InChI=1/C10H13NO3/c1-14-10(13)9(12)8(11)7-5-3-2-4-6-7/h2-6,8-9,12H,11H2,1H3/t8-,9+/m0/s1

Upstream product

• 67-56-1 methanol 
• 131968-72-4 Chloro-acetic acid (3S,4R)-2-oxo-4-phenyl-azetidin-3-yl ester 
• 94612-33-6 1-(4-methoxyphenyl)-4-phenylazetidine-2,3-dione 
• 101067-78-1 (+/-)-(3R,4S)-3-hydroxy-4-phenyl-N-(4-methoxyphenyl)azetidin-2-one 

Downstream Products

• 32981-85-4 syn-(+/-)-2-hydroxy-3-(benzoylamino)-3-phenylpropanoic acid methyl ester 

Relevant articles and documents

Synthesis of β-amino α-hydroxy carboxylic esters from oxiranecarboxylic esters

3-Aryl-3-azido-2-hydroxypropanoic esters, prepared from the corresponding 3-aryl-oxirane-2-carboxylic esters by ring opening with sodium azide, were reduced with tin(II) chloride dihydrate in methanol to give 3-amino-3-aryl-2-hydroxypropanoic esters in good yields.Under these conditions, halogen substituents in the aromatic rings were not affected.The nitro group, however, was partially reduced to the amino group.Treatment of aliphatic oxirane-2-carboxylic esters with acetonitrile in the presence of boron trifluoride etherate led to regiospecific formation of 2,4-dialkyl-2-oxazoline-5-carboxylic esters, resulting from reaction of the nitrile at C3.Acidic hydrolysis of these oxazoline-5-carboxylic esters gave the corresponding 3-(acylamino)-2-hydroxy carboxylic esters.With these two complementary methods, both aryl- and alkyl-substituted β-amino α-hydroxy acid derivatives are accessible.