Ammonium bifluoride → HCID 118380314, 화합물

HRID 708343

반응식

HRID 708343 반응식
C1CCN(CCOC(C2C=CC(Cl)=CC=2)C2C=CC=CC=2)CC1.Cl.[C:25]([O:29][C:30]([NH:32][C:33]1[S:34][CH:35]=[C:36](/[C:38](=[N:59]/[O:60][C:61]([CH3:70])([CH3:69])[C:62]([O:64][C:65]([CH3:68])([CH3:67])[CH3:66])=[O:63])/[C:39]([NH:41][C@@H:42]2[C:45](=[O:46])[NH:44][C@@H:43]2[CH2:47][NH:48][CH2:49][CH2:50][O:51][Si](C(C)(C)C)(C)C)=[O:40])[N:37]=1)=[O:31])([CH3:28])([CH3:27])[CH3:26].F.[F-].[NH4+]>CN(C=O)C.CN1C(=O)CCC1.O>[C:25]([O:29][C:30]([NH:32][C:33]1[S:34][CH:35]=[C:36](/[C:38](=[N:59]/[O:60][C:61]([CH3:70])([CH3:69])[C:62]([O:64][C:65]([CH3:68])([CH3:67])[CH3:66])=[O:63])/[C:39]([NH:41][C@@H:42]2[C:45](=[O:46])[NH:44][C@@H:43]2[CH2:47][NH:48][CH2:49][CH2:50][OH:51])=[O:40])[N:37]=1)=[O:31])([CH3:27])([CH3:28])[CH3:26]

참가 물질

6

반응물 3

HCID 14935Ammonium bifluorideHCID 161104Cloperastine HydrochlorideHCID 140689321HCID 140689321, 화합물

생성물 1

HCID 118380314HCID 118380314, 화합물수율 99.5%

시약·촉매·용매 2

HCID 962Water용매HCID 22708839HCID 22708839, 화합물용매

실험 절차

Prepared according to Seki et al. Synlett 1995, 609-611. To a solution of tert-butyl 2-(((Z)-(1-(2-((tert-butoxycarbonyl)amino)thiazol-4-yl)-2-(((2R,3S)-2-(((2-((tert-butyldimethylsilyl)oxy)ethyl)amino)methyl)-4-oxoazetidin-3-yl)amino)-2-oxoethylidene)amino)oxy)-2-methylpropanoate (111 mg, 0.162 mmol) in DMF:NMP (2.7:1, 1.62 mL) was added ammonium fluoride hydrofluoride (37.0 mg, 0.648 mmol). After stirring for 65 h, the solution was diluted with water and extracted with EtOAc. The organic layer was dried over sodium sulfate and concentrated in vacuo to afford crude title compound (92 mg, 99%). The crude material was used directly in step 3. LCMS: R=0.76 min, m/z 571.3 (M+1) Method 2m_acidic.

후처리

  1. customPrepared
  2. extractionextracted with EtOAc
  3. dry with materialThe organic layer was dried over sodium sulfate
  4. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-7dc75cf636b5476cab09d566abb21a73
출처 데이터셋
uspto-grants-2015_11
특허 번호
US09174978B2

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