Triethylamine → HCID 118162494, 화합물

HRID 707504

반응식

HRID 707504 반응식
[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]

참가 물질

8

반응물 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, 화합물

생성물 1

HCID 118162494HCID 118162494, 화합물수율 94.5%

시약·촉매·용매 3

HCID 962Water용매HCID 6228Dimethylformamide용매HCID 8857Ethyl Acetate용매2회

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-b8c22beff66548f59055a5b181382984
출처 데이터셋
uspto-grants-2015_11
특허 번호
US09174998B2

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