Lipoamide → ethyl (3R)-3-hydroxy-3,6-dihydro-2H-pyran-4-carboxylate

HRID 1397198

反応式

HRID 1397198 の反応式
[OH:1][CH:2]1[C:7]([C:8]([O:10][CH2:11][CH3:12])=[O:9])=[CH:6][CH2:5][O:4][CH2:3]1.C(OC=C)(=O)CCCCC.C1C(CCCCC(N)=O)SSC1>C(OC(C)C)(C)C>[OH:1][C@@H:2]1[C:7]([C:8]([O:10][CH2:11][CH3:12])=[O:9])=[CH:6][CH2:5][O:4][CH2:3]1

参加物

5

反応条件

温度
35 °C

実験手順

To a solution (380 mL) of ethyl 3-hydroxy-3,6-dihydro-2H-pyran-4-carboxylate (91.2 g) in diisopropyl ether were added vinyl hexanoate (150 mL) and Lipozyme IM (4.8 g). The reaction mixture was stirred at 35° C. for 24 hr and the insoluble material was filtered off. The obtained filtrate was concentrated under reduced pressure. The residue was subjected to silica gel column chromatography (hexane/ethyl acetate=6:1→1:1) to give the title compound (45.9 g, 50%).

後処理

  1. filtrationthe insoluble material was filtered off
  2. concentrationThe obtained filtrate was concentrated under reduced pressure

出典と根拠

ORDレコード
ord-0895eaf6cad8426ba6232aa5b156271a
出典データセット
uspto-grants-2014_12
特許番号
US08901171B2

関連ノート

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