3-Butenoic acid, ion(1-) → (3R,5S) t-butyl 6-acetoxy-3,5-dihydroxyhexanoate

HRID 14360ノート

反応式

HRID 14360 の反応式
[OH:1][C@H:2]([CH2:11][C@H:12]([OH:15])[CH2:13][OH:14])[CH2:3][C:4]([O:6][C:7]([CH3:10])([CH3:9])[CH3:8])=[O:5].C([CH2:18][C:19]([O-])=[O:20])=C>O1CCCC1>[C:19]([O:14][CH2:13][C@@H:12]([OH:15])[CH2:11][C@@H:2]([OH:1])[CH2:3][C:4]([O:6][C:7]([CH3:10])([CH3:8])[CH3:9])=[O:5])(=[O:20])[CH3:18]

参加物

4

反応物 2

HCID 69710893-Butenoic acid, ion(1-)HCID 11148719Pitavastatin Impurity 75

生成物 1

HCID 11402767(3R,5S) t-butyl 6-acetoxy-3,5-dihydroxyhexanoate

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a stirred 11 round bottom flask 700 ml tetrahydrofuran and 70.7 g (0.32 mol) of (3R,5S) t-butyl 3,5,6-trihydroxyhexanoate, 41 ml (0.46 mol) vinylacetate and 6.3 g of the supported lipase Chirazyme L2′ were charged. After 3 hours stirring at ambient temperature the lipase was removed by screening and the volatiles removed by distillation under vacuum. The mass of crude oil was 78.7 g and the major component was determined to be (3R,5S) t-butyl 6-acetoxy-3,5-dihydroxyhexanoate. This material was used directly in the next stage.

後処理

  1. addition′ were charged
  2. customwas removed by screening
  3. customthe volatiles removed by distillation under vacuum

出典と根拠

ORDレコード
ord-f2bfecf93598413ebb4cf2155f2a2ec6
出典データセット
uspto-grants-2010_06
特許番号
US07732171B2

反応ノート

読み込み中…