Synthesis of (−)-Methyl Shikimate via Enzymatic Resolution of (1S*, 4R*, 5R*)-4-Hydroxy-6-oxabicyclo[3.2.1]oct-2-en-7-one

ORITANI, Takayuki; UEDA, Rumi; Kiyota, Hiromasa

Synthesis of (−)-Methyl Shikimate via Enzymatic Resolution of (1S, 4R, 5R*)-4-Hydroxy-6-oxabicyclo[3.2.1]oct-2-en-7-one

2001

ORITANI, Takayuki | UEDA, Rumi | Kiyota, Hiromasa

The synthesis of methyl (−)-shikimate [(−)-2] was achieved via lipase-catalyzed optical resolution of (1S*,4R*,5R*)-4-hydroxy-6-oxabicyclo[3.2.1]oct-2-en-7-one (3). Transesterification of (±)-3 and vinyl acetate with lipase MY and subsequent hydrolysis gave optically pure (−)-3. This compound was converted to (−)-2 in two steps.

Показать больше [+]

Ключевые слова АГРОВОК

biotechnology carboxylic ester hydrolases hydrolysis lipase transesterification

Библиографическая информация

Опубликовано в

Bioscience, biotechnology, and biochemistry

Том 65 Выпуск 9 Нумерация страниц 2106 - 2109 ISSN 1347-6947

Издатель

Japan Society for Bioscience, Biotechnology, and Agrochemistry

Другие темы

Vinyl acetate; Shikimic acid; 5r*)-4-hydroxy-6-oxabicyclo[3.2.1]oct-2-en-7-one; 4r*; (1s*

Язык

Английский

Примечание

Nal-light

Тип

Journal Article; Text

В АГРИСе с: 2024-02-28

Формат: MODS

Поставщик данных

Эту запись предоставил National Agricultural Library

Откройте коллекцию этого поставщика данных в AGRIS

Ссылки

DOI DOI http://dx.doi.org/10.1271/bbb.65.2106

Посмотрите в Google Scholar

If you notice any incorrect information relating to this record, please contact us at [email protected] [email protected]

ФАО АГРИС — международная информационная система по сельскохозяйственным наукам и технологиям

Share

Synthesis of (−)-Methyl Shikimate via Enzymatic Resolution of (1S*, 4R*, 5R*)-4-Hydroxy-6-oxabicyclo[3.2.1]oct-2-en-7-one

2001

Ключевые слова АГРОВОК

Библиографическая информация

Synthesis of (−)-Methyl Shikimate via Enzymatic Resolution of (1S, 4R, 5R*)-4-Hydroxy-6-oxabicyclo[3.2.1]oct-2-en-7-one