Preparation of 1-Monoacylglycerols via the Suzuki-Miyaura Reaction: 2,3-Dihydroxypropyl (Z)-tetradec-7-enoate.
Preparation of 1-Monoacylglycerols via the Suzuki-Miyaura Reaction: 2,3-Dihydroxypropyl (Z)-tetradec-7-enoate.
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DOI：
10.1002/0471264229.os089.19
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发表时间：
2012
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A flame-dried, 250-mL, three-necked round-bottomed flask equipped with a oval-shaped magnetic stir bar (4 cm× 1.5 cm) and three rubber septa is charged via plastic syringe with 5-hexenoic acid (5.30 mL, 5.09 g, 44.6 mmol), dichloromethane (70 mL), and DL-1, 2-isopropylideneglycerol (5.60 mL, 5.95 g, 45.0 mmol, 1.01 equiv)(Note 1). A septum is removed, solid 4-(dimethylamino) pyridine (55 mg, 0.45 mmol, 0.01 equiv)(Note 1) is added through the open neck, the septum is replaced, and the flask is evacuated (< 1 mmHg)© 2012 Organic Syntheses, Inc. 15-Hexenoic acid (98%) was purchased from TCI Americas and used as received. DL-1, 2-Isopropylideneglycerol (“solketal,” 98%), 4-dimethylaminopyridine (99%), and dicyclohexylcarbodiimide (99%) were purchased from Aldrich and used as received. Dichloromethane was purchased from Fisher (Certified ACS, stabilized), and dried by passage over activated alumina (Innovative Technology Inc. Pure Solv™ solvent purification system). The submitters purchased dichloromethane from Mallinckrodt (ACS reagent grade) and used as received. Submitters used glass syringes in experiments where checkers used plastic syringes.
