Vinyl benzoate → Acetate

HRID 131773

反応式

HRID 131773 の反応式
[C:1]([O:9]C=C)(=[O:8])[C:2]1C=CC=[CH:4][CH:3]=1>C(OC)(C)(C)C>[CH:1]([O-:9])=[O:8].[C:1]([O-:9])(=[O:8])[CH3:2].[C:1]([O-:9])(=[O:8])[CH2:2][CH2:3][CH3:4]

参加物

5

実験手順

A mixture consisting of Intermediate B (80 mg, 0.23 mmol), vinyl ester (0.4 ml), tert.-butyl methylether (18 ml), and lipase enzyme (1.0 g) was gently shaken at room temperature. Benzylic formate, acetate, and n-butyrate were prepared from the corresponding vinyl ester donors using SAM I lipase (Amano Pharmaceutical Co.). Benzoylation was achieved with vinyl benzoate in the presence of Lipozym IM 20 (Novo Nordisk), whereas pivalates and isobutyrates were obtained from the corresponding vinyl esters under catalysis of Novozym SP 435 (Novo Nordisk). Tlc analysis indicated after 2-24 hrs complete disappearence of the starting material (Rf=0.45 (3)). The mixture was filtered and then evaporated under high vacuum (<40° C.) to give the carboxylic acid (R1—CO2H) salts of the respective benzylic monoesters as colourless to light yellow oils.

出典と根拠

ORDレコード
ord-d06c334624a346fd8129495d47d93ed1
出典データセット
uspto-grants-2008_06
特許番号
US07384980B2

関連ノート

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