18465-71-9

Usage

Uses

Used in Pharmaceutical Industry:
2-C-Methyl-D-erythrono-1,4-lactone is utilized as a key intermediate in the synthesis of various pharmaceutical compounds, contributing to the development of new drugs due to its unique chemical structure and reactivity.
Used in Organic Chemistry Research:
In the realm of organic chemistry, 2-C-Methyl-D-erythrono-1,4-lactone is employed as a versatile building block for the creation of novel materials and drug candidates, leveraging its potential to form diverse chemical linkages and structures.
Used in Medicinal and Pharmacological Research:
2-C-Methyl-D-erythrono-1,4-lactone is used as a subject of investigation in medical and pharmacological studies, exploring its potential biological activities and applications in therapeutic interventions, given its intriguing chemical properties and derived from a natural sugar.

Upstream product

• 81347-85-5 2-O-benzyl-2-C-methyl-D-erythrono-1,4-lactone 
• 532-20-7 D-xylofuranose 
• 124-40-3 dimethyl amine 
• 81347-83-3 methyl 2-O-benzyl-2-C-methyl-D-erythrofuranoside 
• 81347-84-4 2-O-benzyl-2-C-methyl-D-erythrofuranoside 
• 155797-47-0 S-ethyl (2S,3R)-2-t-butyldimethylsiloxy-3-hydroxy-3-methoxycarbonylbutanethioate 
• 180715-87-1 (2S,3S)-methyl 3,4-di-O-benzyl-2,3,4-trihydroxy-2-methylbutanoate 
• 153096-74-3 (2R,3S)-3,4-di-O-benzyl-2-methylbutane-1,2,3,4-tetraol 
• 396092-68-5 2-C-hydroxymethyl-2,3-O-isopropylidene-D-erythrofuranose 
• 258518-27-3 2,3-O-isopropylidene-2-C-methyl-D-erythrofuranose 
• 917368-26-4 toluene-4-sulfonic acid 4-(tert-butyl-dimethyl-silanyloxy)-2,2-dimethyl-dihydro-furo[3,4-d][1,3]dioxol-3a-ylmethyl ester 
• 917368-27-5 tert-butyl-dimethyl-(2,2,3a-trimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yloxy)-silane 
• 931430-90-9 2,3-O-isopropylidene-2-C-(p-toluenesulfonyloxymethyl)-D-erythrofuranose 
• 18465-72-0 (-)-(2R,3R)-2,3-O-isopropylidene-2-C-methyl-D-erythrono-1,4-lactone 

Downstream Products

• 144881-15-2 (2S,3S)-3-O-caffeyl-2,3,4-trihydroxy-2-methylbutan-1,4-olide 
• 893418-50-3 (-)-(3R,4R)-β-(3,4-dimethoxyphenyl)acrylic acid 4-hydroxy-4-methyl-5-oxotetrahydrofuran-3-yl ester 

Relevant academic research and scientific papers

Potassium 2,3,4-trihydroxy-2-methylbutanoate, a leaf-closing substance of Leucaena leucocephalam

Potassium 2,3,4-trihydroxy-2-methylbutanoate (1) was identified as a leaf-closing substance of a nyctinastic plant, Leucaena leucocephalam. Compound 1 was quite effective for the leaf-closing of L. leucocephalam at 1×10-6 M.

PROCESS FOR PREPARING SACCHARINIC ACIDS AND LACTONES

An improved process for preparing a saccharinic acid or lactone is disclosed that utilizes the well-known Amadori rearrangement reaction. The synthesis utilizes protected or unprotected sugars or their analogues as starting materials, and reagents not pre

Green aldose isomerisation: 2-C-methyl-1,4-lactones from the reaction of Amadori ketoses with calcium hydroxide

Saccharinic acids, branched 2-C-methyl-aldonic acids, may be accessed via a green procedure from aldoses by sequential conversion to an Amadori ketose and treatment with calcium hydroxide; d-galactose and d-glucose are converted to 2-C-methyl-d-lyxono-1,4

An efficient Amano PS-catalyzed chemo-, regio- and enantioselective hydrolysis of (±)-2,3-di-O-acetyl-2-C-methyl-d-erythrono-1,4-lactone: a facile preparation of bioactive natural products (-)-saccharinic acid lactone and potassium (2R,3R)-2,3,4-trihydrox

Saccharinic acid lactone (-)-1a is a suitable building block for the synthesis of many bioactive natural products. Amano PS-induced chemo-, regio- and enantioselective hydrolysis of diacetyl lactone (±)-3 has been carried out to obtain (-)-1a in 46% yield

Concise synthesis of enantiopure erythro-saccharinic acid lactone and potassium (2R,3R)-2,3,4-trihydroxy-2-methylbutanoate

A short and efficient approach was applied to the total synthesis of erythro-saccharinic acid lactone and the leaf-closing substance potassium (2R,3R)-2,3,4-trihydroxy-2-methylbutanoate from a 2-C-hydroxymethyl-d-erythrose derivative, using a combined str

ERYTHRULOSE AS A CHIRAL PRECURSOR IN ORGANIC SYNTHESIS. TOTAL SYNTHESES OF FRONTALIN AND TWO FURTHER CHIRAL COMPOUNDS IN OPTICALLY ACTIVE FORM

From L-erythrulose derivatives as the starting materials we have performed total syntheses of some natural and non-natural compounds in optically active form.The selected target molecules were the insect pheromon frontalin, a naturally occuring lactone of

Enantioselective synthesis of both diastereomers including the α-alkoxy-β-hydroxy-β-methyl(phenyl) units, by chiral tin(II) Lewis acid-mediated asymmetric aldol reactions

Diastereo- and enantioselective synthesis of both diasteromers, including the α-alkoxy-β-hydroxy-β-methyl(phenyl) units, was performed by using chiral tin(II) Lewis acid-mediated asymmetric aldol reactions of α-alkoxy silyl enol ethers with α-ketoesters. (S)-1-Propyl-2-[(1,2,3,4-tetrahydroisoquinolinyl))methyl]pyrrolidine (13), a new type of chiral diamine, was found to be effective as a chiral source in these reactions and also in the reactions of 2-(t-butyldimethylsiloxy)-1-ethylthio-1-(trimethylsiloxy)ethene (9) with aldehydes for the synthesis of optically active syn-α,β-dihydroxy thioester derivatives. (-)-2-C-Methyl-D-erythrono-1,4-lactone and (+)-2-C-methyl-L-threono-1,4-lactone were synthesized by using these reactions.