HCID 54210448、化合物 → HCID 53842374、化合物

HRID 1789921ノート

反応式

HRID 1789921 の反応式
[CH2:1]([O:3][C:4](=[O:26])[CH:5]([CH2:11][C:12]1[CH:13]=[N:14][C:15]([NH:18][C:19]([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20])=[CH:16][CH:17]=1)[CH2:6][S:7]C(=O)C)[CH3:2]>C(O)C.N>[CH2:1]([O:3][C:4](=[O:26])[CH:5]([CH2:11][C:12]1[CH:13]=[N:14][C:15]([NH:18][C:19]([O:21][C:22]([CH3:23])([CH3:24])[CH3:25])=[O:20])=[CH:16][CH:17]=1)[CH2:6][S:7][S:7][CH2:6][CH:5]([C:4]([O:3][CH2:1][CH3:2])=[O:26])[CH2:11][C:12]1[CH:13]=[N:14][C:15]([NH:18][C:19]([O:21][C:22]([CH3:23])([CH3:24])[CH3:25])=[O:20])=[CH:16][CH:17]=1)[CH3:2]

参加物

4

反応物 1

HCID 54210448HCID 54210448、化合物

生成物 1

HCID 53842374HCID 53842374、化合物収率 98%

試薬・触媒・溶媒 2

HCID 222Ammonia溶媒HCID 702Ethanol溶媒

実験手順

3-Acetylsulfanyl-2-(6-tert-butoxycarbonylamino-pyridin-3-ylmethyl)-propionic acid ethyl ester (150 mg, 0.392 mmol) was dissolved in ethanol (15 mL) saturated with NH3 (g). After stirring for 160 min., the mixture was concentrated under reduced pressure. The residue was dissolved in EtOH (10 mL) whereafter a solution of 12 in EtOH (0.5 M, 0.784 mL) was added. The reaction was stirred for 30 min. at room temperature, then diluted with CH2Cl2, washed with saturated aqueous Na2S2O5 and saturated aqueous NaHCO3, dried, filtered and concentrated under reduced pressure to give 3-[3-(6-tert-butoxycarbonylamino-pyridin-3-yl)-2-ethoxycarbonyl-propyldisulfanyl]-2-(6-tert-butoxycarbonylamino-pyridin-3-ylmethyl)-propionic acid ethyl ester (130 mg, 98%).

後処理

  1. concentrationthe mixture was concentrated under reduced pressure
  2. dissolutionThe residue was dissolved in EtOH (10 mL) whereafter a solution of 12 in EtOH (0.5 M, 0.784 mL)
  3. additionwas added
  4. stirringThe reaction was stirred for 30 min. at room temperature
  5. additiondiluted with CH2Cl2
  6. washwashed with saturated aqueous Na2S2O5 and saturated aqueous NaHCO3
  7. customdried
  8. filtrationfiltered
  9. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-d892903084fa44d4a6cbbfbe8d170525
出典データセット
uspto-grants-2006_07
特許番号
US07071175B1

反応ノート

読み込み中…