反应详情
EQUATION
反应方程式
REACTANTS
反应物
PRODUCTS
生成物
AUXILIARIES
试剂、催化剂与溶剂
PROCEDURE
实验过程
Colletotrichum gloeosporioides is cultured according to the method of Buisson and Azerad (Tet. Lett. 27, 2631-2634 (1986), herein incorporated by reference) in one liter of a medium of glucose (30 grams), KH2PO4 (1 gram), K2HPO4 (2 grams), corn steep liquor (10 grams) MgSO4.7H2O (0.5 gram), NaNO3 (2 grams), FeSO4.7H2O (0.02 gram), and KCl (0.5 gram) with rotary shaking at 25° C. Two grams of 2-carboethoxy-1-indanone is dissolved in 2 ml of 95% ethanol the resulting solution is added to the culture, and shaking is resumed. The reaction is followed by TLC (staining with anisaldehyde) to monitor the consumption of starting material and the production of product alcohol. After approximately 48 hours the reaction is judged complete, and the reaction is terminated by removing from the shaker and adding 20-30 grams of Celite. The resulting suspension is suction filtered through a pad of Celite and the clear yellow filtrate is extracted with ethyl acetate (4×200 ml). The extracts are combined, dried over MgSO4, filtered, and rotary evaporated to leave 1.7 grams of (1S,2S)-1-hydroxy-2-carboethoxyindane as a yellow oil. The chiral purity of the product is greater than 98% as judged by chiral chromatography.
WORKUP
后处理
- additionis added to the culture
- customthe consumption of starting material
- customthe reaction is terminated
- customby removing from the shaker
- additionadding 20-30 grams of Celite
- filtrationfiltered through a pad of Celite
- extractionthe clear yellow filtrate is extracted with ethyl acetate (4×200 ml)
- dry with materialdried over MgSO4
- filtrationfiltered
- customrotary evaporated