Sodium Iodide → HCID 10152457, 화합물

HRID 1070894노트

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HRID 1070894 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]([CH3:31])[CH3:30])=[O:28].[I-].[Na+].[CH2:34]([N:36]([CH2:39]C)[CH2:37]C)[CH3:35].CN(C)C=[O:44]>>[CH3:30][N:29]([CH3:31])[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][CH2:35][C:34](=[O:44])[N:36]([CH3:39])[CH3:37])=[O:2])=[O:24])=[O:23])=[O:28]

참가 물질

6

반응물 5

HCID 5238Sodium IodideHCID 6228DimethylformamideHCID 8471TriethylamineHCID 758862-chloro-N,N-dimethylacetamideHCID 125516Miridesap

생성물 1

HCID 10152457HCID 10152457, 화합물수율 84%

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온도
100 °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 103 ml (1 mmol) 2-chloro-N,N-dimethylacetamide in 2.5 ml dimethylformamide were added 14.9 mg (0.1 mmol) sodium iodide and 139 ml (1 mmol) triethylamine. After stirring overnight at 100° C. the solvent was distilled off, the residue was taken up with dichloromethane and extracted with water. The organic extracts were dried with sodium sulfite and the solvent was distilled off to yield 190 mg (84%) of (R)-1-{6-[(R)-2-(dimethylcarbamoyl-methoxycarbonyl)-pyrrolidin-1-yl]-6-oxo-hexanoyl}-pyrrolidine-2-carboxylic acid dimethylcarbamoyl-methyl ester as a yellow oil, MS m/e (%): 511 (M+H+, 100).

후처리

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

출처 및 근거

ORD 기록
ord-084f65d3401b45229f8ab3ac8fdc2848
출처 데이터셋
uspto-grants-2005_06
특허 번호
US06903129B2

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