22435-99-0

Basic information

• Product Name: (R)-2-AMINO-3-O-TOLYL-PROPIONIC ACID ETHYL ESTER
• Synonyms: ETHYL (R)-2-METHYLPHENYLALANINE;(R)-2-AMINO-3-O-TOLYL-PROPIONIC ACID ETHYL ESTER
• CAS NO: 22435-99-0
• Molecular Formula: C₁₂H₁₇NO₂
• Molecular Weight: 207.27
• Mol File: 22435-99-0.mol
• Article Data: 7

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (R)-2-AMINO-3-O-TOLYL-PROPIONIC ACID ETHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-2-AMINO-3-O-TOLYL-PROPIONIC ACID ETHYL ESTER(22435-99-0)
• EPA Substance Registry System: (R)-2-AMINO-3-O-TOLYL-PROPIONIC ACID ETHYL ESTER(22435-99-0)

Safety Data

• Hazardous Substances Data: 22435-99-0(Hazardous Substances Data)

Usage

Description

(R)-2-AMINO-3-O-TOLYL-PROPIONIC ACID ETHYL ESTER is a chemical compound that belongs to the class of organic compounds known as alpha amino acids and derivatives. It is also a member of tolylpropionic acids and derivatives and a member of amino acids containing o-substituted alpha-carbonyl group. (R)-2-AMINO-3-O-TOLYL-PROPIONIC ACID ETHYL ESTER has a range of potential applications, including use as a pharmaceutical intermediate, in organic synthesis, and in research and development.

Uses

Used in Pharmaceutical Industry:
(R)-2-AMINO-3-O-TOLYL-PROPIONIC ACID ETHYL ESTER is used as a pharmaceutical intermediate for the synthesis of various drugs. Its unique structure and properties make it a valuable component in the development of new pharmaceuticals.
Used in Organic Synthesis:
(R)-2-AMINO-3-O-TOLYL-PROPIONIC ACID ETHYL ESTER is used as a key component in organic synthesis, allowing for the creation of a variety of complex organic molecules. Its versatility in this field makes it a valuable tool for chemists and researchers.
Used in Research and Development:
(R)-2-AMINO-3-O-TOLYL-PROPIONIC ACID ETHYL ESTER is used in research and development for its potential applications in various fields such as medicine, pharmacology, and organic chemistry. Its unique properties and structure make it an interesting subject for further study and potential innovation.

Upstream product

• 64-17-5 ethanol 
• 14603-96-4 (R)-(+)-N-Acetyl-α-methyl-phenylalanin 
• 21455-96-9 α-benzyl-α-methylmalononitrile 
• 1115955-03-7 ethyl (R)-2-azido-2-methyl-3-phenylpropanoate 
• 606148-94-1 (2S)-2-benzyl-2-methylmalonamic acid ethyl ester 
• 28052-45-1 (2S)-2-cyano-2-methyl-3-phenylpropanamide 
• 91292-74-9 alanine ethyl ester-p-chlorobenzyl shiff base 
• 100-39-0 benzyl bromide 
• 606148-95-2 (2R)-2-[(ethoxycarbonyl)amino]-2-methyl-3-phenylpropanoic acid ethyl ester 
• 46438-07-7 α-methyl-α-carbethoxy-β-phenethylamine 

Downstream Products

• 677005-06-0 2-tert-butoxycarbonylamino-2-methyl-3-phenyl-propionic acid ethyl ester 
• 17350-84-4 (R)-2-amino-2-methyl-3-phenylpropanoic acid 
• 677005-07-1 tert-butyl ((1R)-1-benzyl-1-methyl-2-oxoethyl)carbamate 
• 21394-38-7 (2R)-2-amino-2-methyl-3-phenyl-propan-1-ol 

Relevant articles and documents

Diastereoselective Synthesis of Unnatural Amino Acids by Alkylation of α- Tert-Butanesulfinamide Auxiliary-Bound Enolates

A new chiral auxiliary for the diastereoselective alkylation of amino ester enolates that takes advantage of chiral information stored on the enolate side of the amino ester substrate has been developed. Chiral α-sulfinamido esters were alkylated under basic conditions in good yields (up to 90%) and good to high diastereoselectivities (generally >6:1) to provide unnatural mono- and α,α-disubstituted amino acid derivatives. This auxiliary allowed for the ready conversion of ester functionality without the need for esoteric reagents. Furthermore, the auxiliary is easily removed to provide enantiopure amino acids. Computational studies revealed that a chelated transition state governs electrophile addition from the convex face of a transient bicyclic intermediate. This method allows ready access to enantioenriched natural and unnatural amino acids.

Highly enantioselective alkylation of glycine methyl and ethyl ester derivatives under phase-transfer conditions: Its synthetic advantage

Phase-transfer alkylation of the benzophenone Schiff base of glycine methyl or ethyl ester (2) was found to be catalyzed by 3,4,5-F 3-C6H2-NAS-Br [(S,S)-1] with high efficiency and excellent enantioselectivity. This procedure allows facile derivatization of the resulting alkylation products to other synthetically useful chiral building blocks.

Synthesis, resolution and absolute configuration determination of (S)- and (R)-4-formyl-5-hydroxyparacyclophane and its application in the asymmetric synthesis of α-amino acids

Racemic (R,S)-4-formyl-5-hydroxyparacyclophane (FHPC) was resolved into enantiomers via its Schiff's base with (S)- and (R)-α-phenylethylamine (α-PEAM) and its absolute configuration was determined by an X-ray diffraction structural study.Scalemic FHPC or its derivatives can be used as chiral auxiliaries for the asymmetric synthesis of β-hydroxy-α-amino acids and α-methylphenylalanine with ees ranging mostly from 45 to 98percent.