Tetrabutylammonium Fluoride → HCID 22242912、化合物

HRID 891681ノート

反応式

HRID 891681 の反応式
[CH2:1]([O:4][C:5]([C:7]1[N:8]=[C:9]([N:12]2[CH2:15][CH:14]([O:16][Si](C(C)(C)C)(C3C=CC=CC=3)C3C=CC=CC=3)[CH2:13]2)[S:10][CH:11]=1)=[O:6])[CH:2]=[CH2:3].[F-].C([N+](CCCC)(CCCC)CCCC)CCC>O1CCCC1>[CH2:1]([O:4][C:5]([C:7]1[N:8]=[C:9]([N:12]2[CH2:13][CH:14]([OH:16])[CH2:15]2)[S:10][CH:11]=1)=[O:6])[CH:2]=[CH2:3]

参加物

4

反応物 2

HCID 2724141Tetrabutylammonium FluorideHCID 222427721-(4-Allyloxycarbonyl-1,3-thiazol-2-yl)-3-t-butyldiphenylsilyloxyazetidine

生成物 1

HCID 22242912HCID 22242912、化合物収率 109.1%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

To a solution of 1-(4-allyloxycarbonyl-1,3-thiazol-2-yl)-3-t-butyldiphenylsilyloxyazetidine (5.31 g, 11.1 mmol) (obtained as described in Reference Example 41(1)) in anhydrous tetrahydrofuran (266 ml) was added a solution of 1M tetrabutylammonium fluoride in tetrahydrofuran (13.3 ml, 13.3 mmol) in an ice bath. The mixture was stirred at room temperature overnight. After checking the completion of the reaction, the reaction mixture was concentrated under reduced pressure. The residue was purified by chromatography on a silica gel column using ethyl acetate as the eluant to afford 1-(4-allyloxycarbonyl-1,3-thiazol-2-yl)-3-hydroxyazetidine (2.91 g, yield 100%) as pale brown crystals.

後処理

  1. customthe completion of the reaction
  2. concentrationthe reaction mixture was concentrated under reduced pressure
  3. customThe residue was purified by chromatography on a silica gel column

出典と根拠

ORDレコード
ord-9ee825e39fcc4d7c9ba9131204c3dec5
出典データセット
uspto-grants-2006_02
特許番号
US07001897B2

反応ノート

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