Sodium Iodide → HCID 10152457、化合物

HRID 1070894ノート

反応式

HRID 1070894 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]([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]

参加物

6

反応物 5

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

生成物 1

HCID 10152457HCID 10152457、化合物収率 84%

反応条件

温度
100 °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 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).

後処理

  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

出典と根拠

ORDレコード
ord-084f65d3401b45229f8ab3ac8fdc2848
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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