Tetrabutylammonium Fluoride → Benzo[b]thiophen-2-yl(9-(2-fluoro-3-(2-hydroxyethyl)benzyl)-1-oxa-4,9-diazaspiro[5.5]undecan-4-yl)methanone

HRID 1689410

반응식

HRID 1689410 반응식
CCCC[N+](CCCC)(CCCC)CCCC.[F-].[S:19]1[C:23]([C:24]([N:26]2[CH2:31][C:30]3([CH2:36][CH2:35][N:34]([CH2:37][C:38]4[CH:43]=[CH:42][CH:41]=[C:40]([CH2:44][CH2:45][O:46][Si](C(C)(C)C)(C)C)[C:39]=4[F:54])[CH2:33][CH2:32]3)[O:29][CH2:28][CH2:27]2)=[O:25])=[CH:22][C:21]2[CH:55]=[CH:56][CH:57]=[CH:58][C:20]1=2>C1COCC1>[S:19]1[C:23]([C:24]([N:26]2[CH2:31][C:30]3([CH2:36][CH2:35][N:34]([CH2:37][C:38]4[CH:43]=[CH:42][CH:41]=[C:40]([CH2:44][CH2:45][OH:46])[C:39]=4[F:54])[CH2:33][CH2:32]3)[O:29][CH2:28][CH2:27]2)=[O:25])=[CH:22][C:21]2[CH:55]=[CH:56][CH:57]=[CH:58][C:20]1=2

참가 물질

4

반응물 2

HCID 2724141Tetrabutylammonium FluorideHCID 57989142Benzo[b]thiophen-2-yl(9-(3-(2-(tert-butyldimethylsilyloxy)ethyl)-2-fluorobenzyl)-1-oxa-4,9-diazaspiro[5.5]undecan-4-yl)methanone

생성물 1

HCID 57989186Benzo[b]thiophen-2-yl(9-(2-fluoro-3-(2-hydroxyethyl)benzyl)-1-oxa-4,9-diazaspiro[5.5]undecan-4-yl)methanone

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

TBAF (1M solution in THF, 2 mL) was added to a solution of benzo[b]thiophen-2-yl(9-(3-(2-(tert-butyldimethylsilyloxy)ethyl)-2-fluorobenzyl)-1-oxa-4,9-diazaspiro[5.5]undecan-4-yl)methanone (example 79, step a) (0.370 g) in THF (4 mL). After 0.5 h, the solution was concentrated. Purification by silica gel chromatography eluting with 10:1 ethyl acetate:triethylamine gave the subtitled compound as a gum. Yield 0.26 g.

후처리

  1. concentrationthe solution was concentrated
  2. customPurification by silica gel chromatography
  3. washeluting with 10:1 ethyl acetate

출처 및 근거

ORD 기록
ord-f5de8d8b00d249619b83c97c0db534e0
출처 데이터셋
uspto-grants-2012_04
특허 번호
US08148373B2

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