Sodium Iodide → HCID 10175121, 화합물

HRID 1070895노트

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HRID 1070895 반응식
[C:1]([C@H:4]1[CH2:8][CH2:7][CH2:6][N:5]1[C:9](=[O:24])[CH2:10][CH2:11][CH2:12][CH2:13][C:14]([N:16]1[CH2:20][CH2:19][CH2:18][C@@H:17]1[C:21]([OH:23])=[O:22])=[O:15])([OH:3])=[O:2].Cl[CH2:26][C:27]([N:29]([CH2:32][CH3:33])[CH2:30][CH3:31])=[O:28].[I-].[Na+].[CH2:36]([N:38]([CH2:41][CH3:42])[CH2:39][CH3:40])[CH3:37].CN(C)C=[O:46]>>[CH2:30]([N:29]([CH2:32][CH3:33])[C:27]([CH2:26][O:22][C:21]([C@H:17]1[CH2:18][CH2:19][CH2:20][N:16]1[C:14](=[O:15])[CH2:13][CH2:12][CH2:11][CH2:10][C:9]([N:5]1[CH2:6][CH2:7][CH2:8][C@@H:4]1[C:1]([O:3][CH2:37][C:36](=[O:46])[N:38]([CH2:41][CH3:42])[CH2:39][CH3:40])=[O:2])=[O:24])=[O:23])=[O:28])[CH3:31]

참가 물질

6

반응물 5

HCID 5238Sodium IodideHCID 6228DimethylformamideHCID 8471TriethylamineHCID 16844Chloro-N,N-diethylacetamideHCID 125516Miridesap

생성물 1

HCID 10175121HCID 10175121, 화합물수율 92%

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온도
90 °C

실험 절차

To a solution of 170 mg (0.5 mmol) (R)-1-[6-[(R)-2-carboxy-pyrrolidin-1-yl]-6-oxo-hexanoyl]-pyrrolidine-2-carboxylic acid and 137 ml (1 mmol) 2-chloro-N,N-diethylacetamide in 3 ml dimethylformamide were added 14.9 mg (0.1 mmol) sodium iodide and 139 ml (1 mmol) triethylamine. After stirring overnight at 90° C. the solvent was distilled off, the residue was taken up with dichloromethane and extracted with water. The organic extracts were dried with sodium sulfate and the solvent was distilled off to yield 260 mg (92%) of (R)-1-{6-[(R)-2-(diethylcarbamoyl-methoxycarbonyl)-pyrrolidin-1-yl]-6-oxo-hexanoyl}-pyrrolidine-2-carboxylic acid diethylcarbamoyl-methyl ester as a yellow oil, MS m/e (%): 567 (M+H+, 100).

후처리

  1. distillationwas distilled off
  2. extractionextracted with water
  3. dry with materialThe organic extracts were dried with sodium sulfate
  4. distillationthe solvent was distilled off

출처 및 근거

ORD 기록
ord-3cd242875e324798acfaa863b852dedf
출처 데이터셋
uspto-grants-2005_06
특허 번호
US06903129B2

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