Tetrabutylammonium Fluoride → HCID 22242912, 화합물

HRID 891681노트

반응식

HRID 891681 반응식
[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]

참가 물질

4

반응물 2

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

생성물 1

HCID 22242912HCID 22242912, 화합물수율 109.1%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-9ee825e39fcc4d7c9ba9131204c3dec5
출처 데이터셋
uspto-grants-2006_02
특허 번호
US07001897B2

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