148809-28-3

Usage

Uses

Used in Pharmaceutical Industry:
(4S,6R)-6-HydroxyMethyl-2,2-diMethyl-1,3-dioxane-4-acetic Acid, 1,1-DiMethylethyl Ester is used as a synthetic intermediate for the development of various pharmaceutical compounds due to its unique chemical structure and reactivity.
Used in Chemical Synthesis:
(4S,6R)-6-HydroxyMethyl-2,2-diMethyl-1,3-dioxane-4-acetic Acid, 1,1-DiMethylethyl Ester is used as a key building block in the synthesis of complex organic molecules, particularly in the fields of specialty chemicals and materials science, for its versatile reactivity and functional group compatibility.
Used in Research and Development:
(4S,6R)-6-HydroxyMethyl-2,2-diMethyl-1,3-dioxane-4-acetic Acid, 1,1-DiMethylethyl Ester serves as a valuable compound in research and development settings, where its properties are explored for potential applications in various scientific and industrial domains.

Upstream product

• 1044518-94-6 tert-butyl 2-((4S,6R)-6-[(tert-butyl)dimethylsilyloxymethyl]-2,2-dimethyl-1,3-dioxan-4-yl)acetate 

Downstream Products

• 1044518-75-3 (4R-cis)-6-formyl-2,2-dimethyl-1,3-dioxane-4-acetic acid tert-butyl ester 

Relevant academic research and scientific papers

Application of chiral 2-isoxazoline for the synthesis of syn-1,3-diol analogs

The asymmetric cycloaddition of TIPS nitronate catalyzed by “Cu(II)-bisoxazoline” gave the 2-isoxazoline product in 95% yield, which was converted into tert-butyl (3S,5R)-6-hydroxy-3,5-O-isopropylidene-3,5-dihydroxyhexanoate in 14 steps through a β-hydroxy ketone.

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.