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tert-Butyl carbazate → HCID 57978675、化合物

HRID 1866857
ノート
印刷プレビュー

反応式

HRID 1866857 の反応式
CC[N:3]([CH:7]([CH3:9])[CH3:8])[CH:4]([CH3:6])[CH3:5].[C:10]1([C:16]2([C:23]3[CH:31]=[C:30]([O:32]CC4C=CC5C(=CC=CC=5)N=4)[CH:29]=[CH:28][C:24]=3[C:25](O)=[O:26])[CH2:21][CH:20]3[CH2:22][CH:17]2[CH2:18][CH2:19]3)[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1.[C:44]([O:48][C:49]([CH3:52])([CH3:51])[CH3:50])(=[O:47])[NH:45][NH2:46].CN(C(ON1N=N[C:63]2[CH:64]=CC=N[C:62]1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.[C:77](=O)(O)[O-].[Na+]>CN(C=O)C>[C:49]([O:48][C:44]([NH:45][NH:46][C:25](=[O:26])[C:24]1[CH:28]=[CH:29][C:30]([O:32][CH2:9][C:7]2[CH:8]=[CH:77][C:5]3[C:4](=[CH:6][CH:62]=[CH:63][CH:64]=3)[N:3]=2)=[CH:31][C:23]=1[C:16]1([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[CH2:21][CH:20]2[CH2:22][CH:17]1[CH2:18][CH2:19]2)=[O:47])([CH3:52])([CH3:51])[CH3:50]
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 5

HCID 70091tert-Butyl carbazateHCID 81531DiisopropylethylamineHCID 516892Sodium BicarbonateHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 44447720HCID 44447720、化合物

生成物 1

HCID 57978675
HCID 57978675、化合物

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

DIPEA (1.53 mL, 8.78 mmol.) was added to a stirred solution of 4b (1.76 mmol), t-butyl carbazate (1.16 g, 8.78 mmol) and HATU (1.34 g, 3.52 mmol) in DMF (20 mL) at ambient temperature. After approximately 18 h, the reaction mixture was poured into saturated aqueous sodium bicarbonate and extracted three times with EtOAc. The combined organic extracts were washed with water, brine, dried (Na2SO4) and concentrated in vacuo. Purification of the crude residue by flash chromatography on silica gel (gradient elution; 0-35% EtOAc/hexanes as eluent) furnished the title compound 4c, m/z (ES) 564 (MH)+.

後処理

  1. extractionextracted three times with EtOAc
  2. washThe combined organic extracts were washed with water, brine
  3. dry with materialdried (Na2SO4)
  4. concentrationconcentrated in vacuo
  5. customPurification of the crude residue by flash chromatography on silica gel (gradient elution; 0-35% EtOAc/hexanes as eluent)

出典と根拠

ORDレコード
ord-6c806e072c0844cf90e242cd681c24df
出典データセット
uspto-grants-2009_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07629467B2

反応ノート

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