Invention Grant
US08148568B2 Esters of (2-hydroxy-3-oxo-cyclopent-1-enyl) acetic acid and their use for preparing (−)-R-homocitric acid gamma-lactone, (+)-S-homocitric acid gamma-lactone and the corresponding (−)-R-homocitric acid and (+)-S-homocitric acid salts
有权
（2-羟基-3-氧代 - 环戊-1-烯基）乙酸的酯及其制备（ - ） - R-高立高酸γ-内酯，（+） - S-高柠檬酸γ-内酯及其相应的 （ - ） - R-高磷酸和（+） - S-高磷酸盐
- Patent Title: Esters of (2-hydroxy-3-oxo-cyclopent-1-enyl) acetic acid and their use for preparing (−)-R-homocitric acid gamma-lactone, (+)-S-homocitric acid gamma-lactone and the corresponding (−)-R-homocitric acid and (+)-S-homocitric acid salts
- Patent Title (中): （2-羟基-3-氧代 - 环戊-1-烯基）乙酸的酯及其制备（ - ） - R-高立高酸γ-内酯，（+） - S-高柠檬酸γ-内酯及其相应的 （ - ） - R-高磷酸和（+） - S-高磷酸盐
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Application No.: US12302504Application Date: 2007-05-25
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Publication No.: US08148568B2Publication Date: 2012-04-03
- Inventor: Margus Lopp , Anne Paju , Margus Eek , Marit Laos , Tonis Pehk , Raissa Jaalaid
- Applicant: Margus Lopp , Anne Paju , Margus Eek , Marit Laos , Tonis Pehk , Raissa Jaalaid
- Applicant Address: EE Tallinn EE Tallinn
- Assignee: Tallinn University of Technology,Cambrex Tallinn AS
- Current Assignee: Tallinn University of Technology,Cambrex Tallinn AS
- Current Assignee Address: EE Tallinn EE Tallinn
- Agency: Kristina M. Grasso, Esq. PLLC
- Priority: EEP200600017 20060525
- International Application: PCT/EE2007/000009 WO 20070525
- International Announcement: WO2007/137593 WO 20071206
- Main IPC: C07C69/74
- IPC: C07C69/74 ; C07C59/245
Abstract:
Archiral (2-hydroxy-3-oxo-cyclopent-1-enyl) acetic acid) alkyl, alkylphenyl and phenyl esters, and a simple and efficient method for the synthesis of both enantiomers of homocitric acid gamma-lactone and the corresponding salts from these esters are described. The method is based on asymmetric oxidation of esters, and the steps of basic and acidic hydrolysis and final acidic lactonization of the homocitric acid into homocitric acid gamma-lactone. The homocitric acid salts are obtained after basic treatment of homocitric acid gamma-lactone. The esters, conditions and reagents used in chemical conversion and separating products are important constituents affording efficient and simple method for production of homocitric acid gamma-lactone and homocitric acid salts.
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