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Tetrabutylammonium Fluoride → HCID 118413255, 화합물

HRID 929252
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HRID 929252 반응식
[Si]([O:8][C@H:9]1[CH:13]2[O:14][CH2:15][C@@H:16]([O:17][C:18]3[NH:19][C:20]4[C:21]([N:39]=3)=[N:22][C:23]([C:27]3[S:28][C:29]5[CH:34]=[CH:33][N:32]=[C:31]([CH:35]6[CH2:37][CH2:36]6)[C:30]=5[N:38]=3)=[C:24]([Cl:26])[CH:25]=4)[CH:12]2[O:11][CH2:10]1)(C(C)(C)C)(C)C.CCCC[N+](CCCC)(CCCC)CCCC.[F-]>C1COCC1>[Cl:26][C:24]1[CH:25]=[C:20]2[NH:19][C:18]([O:17][C@H:16]3[C@H:12]4[O:11][CH2:10][C@@H:9]([OH:8])[C@H:13]4[O:14][CH2:15]3)=[N:39][C:21]2=[N:22][C:23]=1[C:27]1[S:28][C:29]2[CH:34]=[CH:33][N:32]=[C:31]([CH:35]3[CH2:37][CH2:36]3)[C:30]=2[N:38]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 2724141Tetrabutylammonium FluorideHCID 131735113HCID 131735113, 화합물

생성물 1

HCID 118413255HCID 118413255, 화합물

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

To a solution of 2-(2-(((3R,6R)-6-((tert-butyldimethylsilyl)-oxy)hexahydrofuro[3,2-b]furan-3-yl)oxy)-6-chloro-1H-imidazo[4,5-b]pyridin-5-yl)-4-cyclopropyl-thiazolo[4,5-c]pyridine (20.0 mg, 0.034 mmol) dissolved in anhydrous THF (0.3 mL) was added 1M TBAF in THF (0.07 mL, 0.070 mmol) and stirred at RT for 19 h. The reaction solution evaporated down under reduced pressure. Flash chromatography of the resulting residue utilizing a 4 g silica RediSep Rf® Gold column and employing a 0-15% MeOH/DCM gradient afforded the title compound. LC-MS: calculated for C21H18ClN5O4S 471.08 observed m/e: 472.01 (M+H)+ (Rt 1.02/1.8 min)

후처리

  1. customThe reaction solution evaporated down under reduced pressure

출처 및 근거

ORD 기록
ord-eb5e8a98d1e74c35b7c553e921d3b7b3
출처 데이터셋
uspto-grants-2016_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09290517B2

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