Triethylamine → HCID 118162494、化合物

HRID 707504

反応式

HRID 707504 の反応式
[CH2:1]([O:3][CH:4]([O:15][CH2:16][CH3:17])[CH2:5][NH:6][CH2:7][C:8]1[CH:13]=[CH:12][CH:11]=[C:10]([F:14])[N:9]=1)[CH3:2].[C:18]([O:22][C:23]1[CH:28]=[CH:27][C:26]([CH2:29][C@H:30]([NH:34][C:35]([O:37][CH2:38][CH:39]2[C:51]3[CH:50]=[CH:49][CH:48]=[CH:47][C:46]=3[C:45]3[C:40]2=[CH:41][CH:42]=[CH:43][CH:44]=3)=[O:36])[C:31](O)=[O:32])=[CH:25][CH:24]=1)([CH3:21])([CH3:20])[CH3:19].C(N(CC)CC)C.CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F>C(OCC)(=O)C.O.CN(C=O)C>[C:18]([O:22][C:23]1[CH:24]=[CH:25][C:26]([CH2:29][C@H:30]([NH:34][C:35](=[O:36])[O:37][CH2:38][CH:39]2[C:51]3[CH:50]=[CH:49][CH:48]=[CH:47][C:46]=3[C:45]3[C:40]2=[CH:41][CH:42]=[CH:43][CH:44]=3)[C:31](=[O:32])[N:6]([CH2:5][CH:4]([O:15][CH2:16][CH3:17])[O:3][CH2:1][CH3:2])[CH2:7][C:8]2[CH:13]=[CH:12][CH:11]=[C:10]([F:14])[N:9]=2)=[CH:27][CH:28]=1)([CH3:21])([CH3:19])[CH3:20]

参加物

8

反応物 4

HCID 8471TriethylamineHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 10895791Fmoc-L-Tyr(tBu)-OHHCID 118162514HCID 118162514、化合物

生成物 1

HCID 118162494HCID 118162494、化合物収率 94.5%

試薬・触媒・溶媒 3

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate溶媒2 回

実験手順

To a mixed solution of (2,2-diethoxyethyl)((6-fluoropyridin-2-yl)methyl)amine (514 mg, 2.12 mmol) described in Production Example 1-1-1 and DMF (10 mL) were added a commercially available product of (2S)-3-(4-(tert-butoxy)phenyl)-2-(((9H-fluoren-9-ylmethoxy)carbonyl)amino)propanoic acid (886 mg, 2.12 mmol), triethylamine (355 μL, 2.54 mmol) and HATU (968 mg, 2.54 mmol) at room temperature. The resultant mixture was stirred at room temperature for 45 minutes. Water was added to the reaction mixture, and the resultant mixture was then extracted with ethyl acetate. An organic layer was washed with water and saturated brine, was then dried over anhydrous magnesium sulfate, and was then filtrated. The solvent was evaporated under a reduced pressure, and the resultant residue was purified by silica gel column chromatography (heptane:ethyl acetate=1:1 and then ethyl acetate) to give the title compound (1.37 g, yield: 94%).

後処理

  1. extractionthe resultant mixture was then extracted with ethyl acetate
  2. washAn organic layer was washed with water and saturated brine
  3. dry with materialwas then dried over anhydrous magnesium sulfate
  4. filtrationwas then filtrated
  5. customThe solvent was evaporated under a reduced pressure
  6. customthe resultant residue was purified by silica gel column chromatography (heptane

出典と根拠

ORDレコード
ord-b8c22beff66548f59055a5b181382984
出典データセット
uspto-grants-2015_11
特許番号
US09174998B2

関連ノート

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