Preparation method for 2-((4R,6S)-6-bromomethyl-2-oxo-1,3-dioxane-4-yl)acetate

US10214506B2 · kind B2 · utility

Assignee

• FUDAN UNIVERSITY · CN

Inventors

• Fener CHEN · Shanghai, CN
• Guanxin Huang · 流花街道, CN
• Ge Meng · Shanghai, CN
• Minjie LIU · Shanghai, CN
• Yan Wu · Shanghai, CN
• Dang CHENG · Shanghai, CN
• Zedu Huang · Shanghai, CN
• Haihui Peng · Shanghai, CN
• Fangjun XIONG · Shanghai, CN

Key dates

• Filing date: Jan 14, 2018
• Grant date: Feb 26, 2019
• Expiry date: Jan 14, 2038

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07B47/00
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

The present disclosure belongs to the technical field of organic synthesis and particularly relates to a preparation method for 2-((4R,6S)-6-bromomethyl-2-oxo-1,3-dioxane-4-yl)acetate. The 2-((4R,6S)-6-bromomethyl-2-oxo-1,3-dioxane-4-yl)acetate is a key chiral intermediate for preparation of statin antilipemic agents. In the present disclosure, the 2-((4R,6S)-6-bromomethyl-2-oxo-1,3-dioxane-4-yl)acetate is obtained by bromination and cyclization of 3-((substituted oxycarbonyl)oxy)-5-hexenoate as raw material with hypochlorite and bromide in an organic solvent in the presence of CO2. The method of the present disclosure has the advantages of readily available raw material, mild reaction conditions, easy operation, low cost, excellent atomic economy and less by-products, and is applicable to industrial production.