49653-17-0

Usage

Uses

Used in Organic Synthesis:
ETHYL 2-ETHOXY-2-HYDROXYACETATE is used as a synthetic intermediate for the production of various organic compounds. Its unique structure allows it to participate in a wide range of chemical reactions, making it a versatile building block in the synthesis of pharmaceuticals, agrochemicals, and other specialty chemicals.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, ETHYL 2-ETHOXY-2-HYDROXYACETATE is used as a key intermediate in the synthesis of certain drugs. Its ability to undergo various chemical transformations enables the development of new drug candidates with improved therapeutic properties and reduced side effects.
Used in Agrochemical Industry:
ETHYL 2-ETHOXY-2-HYDROXYACETATE also finds application in the agrochemical industry, where it serves as a precursor for the synthesis of various pesticides and other crop protection agents. Its involvement in the production of these agents helps to ensure the development of more effective and environmentally friendly solutions for agricultural use.
Used in Specialty Chemicals:
In the specialty chemicals sector, ETHYL 2-ETHOXY-2-HYDROXYACETATE is utilized as a starting material for the synthesis of a variety of specialty chemicals. These chemicals have diverse applications, including the production of dyes, fragrances, and other high-value products.

InChI:InChI=1/C6H12O4/c1-3-9-5(7)6(8)10-4-2/h5,7H,3-4H2,1-2H3

Upstream product

• 79-43-6 dichloro-acetic acid 
• 141-52-6 sodium ethanolate 
• 924-44-7 glyoxylic acid ethyl ester 
• 64-17-5 ethanol 
• 95-92-1 oxalic acid diethyl ester 
• 298-12-4 Glyoxilic acid 
• 408332-88-7 Diethyl tartrate 
• 57941-45-4 ethyl 2-bromo-2-ethoxy-acetate 
• 94201-94-2 acetoxy-2, ethoxy-2 acetate d'ethyle 
• 109004-21-9 Propionic acid ethoxy-ethoxycarbonyl-methyl ester 
• 145592-78-5 2,3-diethoxy-3-oxopropionic acid 
• 7732-18-5 water 

Downstream Products

• 2432-26-0 5H-pteridin-6-one 
• 2432-27-1 8H-pteridin-7-one 
• 65882-62-4 1H,8H-pteridine-2,7-dione 
• 89324-38-9 1,5-dihydro-pteridine-2,6-dione 
• 127019-85-6 (4-nitro-phenyl)-fumaric acid 
• 127019-85-6 (4-nitro-phenyl)-maleic acid 
• 58947-87-8 3-methyl-1,5-dihydro-pteridine-2,4,6-trione 
• 2577-35-7 5,6-Dihydro-6-oxolumazin 
• 31767-14-3 ethyl 2-(hydroxyimino)acetate 
• 800393-27-5 3-acetoxy-4-phenyl-3H-furan-2-one 
• 195726-85-3 4-oxo-3-phenyl-crotonic acid ethyl ester 
• 5872-74-2 (2RS,3SR)-2-amino-3-hydroxy-3-(4-nitro-phenyl)-propionic acid 
• 62054-49-3 ethyl (E)-3-formyl-2-butenoate 
• 117-34-0 2,2-diphenylacetic acid 

Relevant academic research and scientific papers

Evaluation of several routes to advanced pregabalin intermediates: Synthesis and enantioselective enzymatic reduction using ene-reductases

This publication describes the evaluation of four synthetic routes to the advanced pregabalin (Lyrica) intermediate 7. Asymmetric reduction of (E)-7 with an ene-reductase (OPR1 from Lycopersicon esculentum) gave a saturated cyanoester intermediate 5 with the desired S stereocenter in ≥99% ee. OPR1 also catalyzed the reduction of (Z)-7 to (S)-5, but with lower conversion and selectivity.

CROSSLINKING AGENT, CROSSLINKED POLYMER, AND USES THEREOF

There is provided a novel crosslinking agent for use in crosslinked polymer fabrication, specifically a crosslinking agent containing at least one compound selected from glyoxylate and a glyoxylic acid ester derivative represented by the following general formula (1): wherein R1 and R2 each independently represents an alkyl group having 1 to 10 carbon atoms and R3 represents a hydrogen atom or an alkyl group having 1 to 10 carbon atoms.

Synthesis and enantioselective hydrogenation of α-acyloxyacrylates

Numerous α-acyloxyacrylates have been prepared by Wittig-Horner reaction of aldehydes and ethyl 2-acyloxy-2-(diethoxyphosphoryl)acetates which were easily obtained from glyoxylic acid hydrate. The formed α-acyloxyacrylates were subsequently hydrogenated enantioselectively using Rh-DIPAMP and Ru-BINAP (ee = 82-98%) to furnish the corresponding α-acyloxycarboxylates.

ENZYLATICALLY CLEAVABLE ALKOXYCARBONYL ETHOXYMETHYL ESTERS FOR REVERSIBLE BLOCKING OF CARBOXYL GROUPS

By O-alkylation carboxylic acids with α-bromo-α-ethoxy acetates new alkoxycarbonyl ethoxymethyl esters (ACEM esters) were synthesised in a simple route.The ACEM blocking group can be casily cleft by esterases.

α-BROMO-α-ETHOXY-ACETIC DERIVATIVES AS NEW ALKYLATING REAGENTS

A convenient synthesis of new α-bromo-α-ethoxy-acetic acid alkylating reagents, intermediates for the synthesis of enzymatically cleavable alkoxycarbonyl ethoxymethyl esters, is described.