Method for preparing t-butyl 2-((4R,6S)-6-formyl-2,2-dimethyl-1,3-dioxan-4-yl)acetate

A kind of technology of tert-butyl acetate and dioxane, applied in 2-((4R,6S)-6-formyl-2,2-dimethyl-1,3-dioxane-4-yl ) The field of manufacture of tert-butyl acetate, can solve problems such as difficult storage, difficult temperature control, long refining process, and achieve the effect of suppressing rapid heat generation

Inactive Publication Date: 2014-01-08
WELL E&C
View PDF5 Cites 7 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Benefits of technology

The inventive process uses an organic molecule called TEPON that helps prevent quick temperature rises during synthesis. This results in faster formation of certain types of materials quickly without causing damage or affecting their quality.

Problems solved by technology

This patented technical solution describes methods used to make certain types of drugs: Statins containing specific enzyme targets involved in metabolism pathways. These techniques involve converting some molecules into different forms through various processes involving hydrolysis/oxydimino chemistry, followed by separation steps. Additionally, these techniques aimed towards developing new crystal formulations without adding harmful solvents while maintaining their desired properties.

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • Method for preparing t-butyl 2-((4R,6S)-6-formyl-2,2-dimethyl-1,3-dioxan-4-yl)acetate
  • Method for preparing t-butyl 2-((4R,6S)-6-formyl-2,2-dimethyl-1,3-dioxan-4-yl)acetate
  • Method for preparing t-butyl 2-((4R,6S)-6-formyl-2,2-dimethyl-1,3-dioxan-4-yl)acetate

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0109] Embodiment 1: Utilize PIPO-TEMPO to manufacture the compound of chemical formula 1

[0110] 2-(4R,6S)-6-hydroxymethyl-2,2-dimethyl-1,3-dioxane-4-yl) tert-butyl acetate (335g, 1.3mol ) was dissolved in toluene solvent (6.7L), cooled at -15°C, and then sodium bicarbonate (NaHCO 3 , 487g, 5.8mol). Pay attention to heating, and add sodium bromide (NaBr, 131g, 1.3mol) at the same time, then, keep the temperature below -10°C, slowly add sodium hypochlorite (NaClO, 798ml, 1.42mol).

[0111] Keep the temperature below -5°C and slowly add the compound PIPO-TEMPO (R1=1,1,3,3-tetramethylbutyl) (0.001 equivalent, 0.838 g, 0.0013mol) was dissolved in toluene solvent (300ml), and then stirred for 30 minutes while keeping the temperature below -5°C. Add Na after the reaction 2 S 2 o 3 (1.5L), stirred at room temperature for 20 minutes to complete the reaction, and then separated the layers to recover the organic layer. The aqueous layer was washed twice with toluene solvent (2L),

Embodiment 2

[0116] Embodiment 2: utilize PHDM-TEMPO to manufacture the compound of chemical formula 1

[0117] 2-(4R,6S)-6-hydroxymethyl-2,2-dimethyl-1,3-dioxane-4-yl) tert-butyl acetate (10g, 0.04mol ) was dissolved in toluene solvent (200ml), cooled at -15°C, and then added sodium bicarbonate (NaHCO 3 , 14.5g, 0.17mol). Pay attention to exothermic, add sodium bromide (NaBr, 3.9g, 0.04mol) at the same time, then, keep the temperature below -10 ℃, slowly add sodium hypochlorite (NaClO, 24ml, 0.04mol).

[0118] Keep the temperature below -5°C, slowly add dropwise the compound PHDM-TEMPO (0.001 equivalent, 0.023g, 0.04mmol) of the chemical formula 5 in the toluene solvent (10ml) to the mixed solution, and then keep Stir for 30 minutes at a temperature below -5°C. Add Na after the reaction 2 S 2 o 3 (50ml), stirred at normal temperature for 20 minutes to end the reaction. Layer separation was then performed to recover the organic layer. The aqueous layer was washed twice with toluene so

Embodiment 3

[0119] Embodiment 3: Utilize silica-TEMPO to manufacture the compound of chemical formula 1

[0120] 2-(4R,6S)-6-hydroxymethyl-2,2-dimethyl-1,3-dioxane-4-yl) tert-butyl acetate (2g, 0.008mol ) was dissolved in toluene solvent (80ml), cooled at -15°C, and then added sodium bicarbonate (NaHCO 3 , 3.0g, 0.035mol). Pay attention to exothermic, add sodium bromide (NaBr, 0.78g, 0.008mol) at the same time, then, keep the temperature below -10 ℃, slowly add sodium hypochlorite (NaClO, 6.3ml, 0.012mol).

[0121] Then, keeping the temperature below -5°C, slowly add dropwise the compound of the chemical formula 6, silica-TEMPO (0.04 equivalent, 0.615g, 0.3mmol) dissolved in toluene solvent (40ml) into the mixed solution , and then stirred for 2.5 hours while keeping the temperature below -5°C, and put Na 2 S 2 o 3 (50ml), stirred at normal temperature for 20 minutes to end the reaction, and then separated the layers to recover the organic layer. The aqueous layer was washed twice with

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to view more

PUM

PropertyMeasurementUnit
Melting pointaaaaaaaaaa
Melting pointaaaaaaaaaa
Login to view more

Abstract

The present invention relates to a method for preparing t-butyl 2-((4R,6S)-6-formyl-2,2-dimethyl-1,3-dioxan-4-yl)acetate having optical activity, which is a core intermediate in the preparation of a variety of HMG-CoA reductase inhibitors. According to the preparation method of the present invention, it is possible to easily mass-produce t-butyl 2-((4R,6S)-6-formyl-2,2-dimethyl-1,3-dioxan-4-yl)acetate in the form of a solid of high and uniform purity by using a polymer-supported TEMPO.

Description

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to view more

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to view more

Application Information

Patent Timeline
no application Login to view more
Owner WELL E&C
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Try Eureka
PatSnap group products

Browse by: Latest US Patents, China's latest patents, Technical Efficacy Thesaurus, Application Domain, Technology Topic.

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap