Ammonium bifluoride → HCID 118380314、化合物

HRID 708343

反応式

HRID 708343 の反応式
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]

参加物

6

反応物 3

HCID 14935Ammonium bifluorideHCID 161104Cloperastine HydrochlorideHCID 140689321HCID 140689321、化合物

生成物 1

HCID 118380314HCID 118380314、化合物収率 99.5%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 22708839HCID 22708839、化合物溶媒

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-7dc75cf636b5476cab09d566abb21a73
出典データセット
uspto-grants-2015_11
特許番号
US09174978B2

関連ノート

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