188635-30-5

Usage

Uses

Used in Pharmaceutical Synthesis:
(3R)-4-[[(1,1-Dimethylethyl)dimethylsilyl]oxy]-3-hydroxy-butanoic Acid Ethyl Ester is used as an intermediate in the synthetic preparation of 35-deoxy amphotericin B Me ester. (3R)-4-[[(1,1-DiMethylethyl)diMethylsilyl]oxy]-3-hydroxy-butanoic Acid Ethyl Ester serves as a key building block in the development of novel molecular editing strategies, which have significant implications in the field of medicine, particularly in the treatment of various diseases and conditions.
Used in Chemical Research:
As a colorless oil with unique structural features, (3R)-4-[[(1,1-Dimethylethyl)dimethylsilyl]oxy]-3-hydroxy-butanoic Acid Ethyl Ester can be utilized in chemical research to explore its reactivity, stability, and potential applications in the synthesis of other complex organic molecules. This may lead to the discovery of new compounds with diverse applications in various industries.
Used in Material Science:
The unique properties of (3R)-4-[[(1,1-Dimethylethyl)dimethylsilyl]oxy]-3-hydroxy-butanoic Acid Ethyl Ester, such as its colorless oil appearance and structural characteristics, may make it a candidate for use in the development of new materials with specific properties. These materials could have applications in various industries, including electronics, coatings, and adhesives.

Upstream product

• 112635-76-4 (+)-(R)-ethyl 3,4-dihydroxybutanoate 
• 18162-48-6 tert-butyldimethylsilyl chloride 
• 7554-28-1 diethyl (R)-malate 

Relevant academic research and scientific papers

Synthesis and biophysical studies on 35-Deoxy amphotericin b methyl ester

The use of molecular editing in the elucidation of the mechanism of action of amphotericin B is presented. A modular strategy for the synthesis of amphotericin B and its designed analogues is developed, which relies on an efficient gram-scale synthesis of various subunits of amphotericin B. A novel method for the coupling of the mycosa-mine to the aglycone was identified. The implementation of the approach has enabled the preparation of 35-deoxy amphotericin B methyl ester. Investigation of the antifungal activity and efflux-inducing ability of this amphotericin B congener provided new clues to the role of the 35-hydroxy group and is consistent with the involvement of double barrel ion channels in causing electrolyte efflux. 2009 Wiley-VCH Verlag GmbH & Co. KGaA.

Synthesis of 35-deoxy amphotericin B methyl ester: A strategy for molecular editing

(Chemical Presented) A modular strategy for the assembly of amphotericin B analogues with modifications in the macrolactone ring relies on the efficient gram-scale synthesis of all major and minor motifs of amphotericin B. Proof of concept has been achieved by the preparation of the 35-deoxy aglycone en route to the long-sought-after 35-deoxy analogue of amphotericin B.

Synthesis of (+)-2,8-dihydroxyethyl-1,4,7,10-tetraoxaspiro[5.5]undecane from (R)-4-hydroxymethyl-2,2-dimethyl-1,3-dioxane

Selective transformations of diethyl (R)-malate afforded (R)-4-hydroxymethyl 2,2-dimethyl-1,3-dioxane 7 in reasonable yield. Subsequent synthesis of (2S,6R,8S)-2,8-di hydroxyethyl-1,4,7,10-tetraoxaspiro[5.5]undecane 11 was achieved using precursor 7.