Sodium Iodide → HCID 10175121、化合物

HRID 1070895ノート

反応式

HRID 1070895 の反応式
[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]

参加物

6

反応物 5

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

生成物 1

HCID 10175121HCID 10175121、化合物収率 92%

反応条件

温度
90 °C

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-3cd242875e324798acfaa863b852dedf
出典データセット
uspto-grants-2005_06
特許番号
US06903129B2

反応ノート

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