1,8-Diazabicyclo(5.4.0)undec-7-ene → 4-[5-(2,4-Dimethoxy-benzyl)-1,1,4-trioxo1,2,5-thiadiazolidin-2-ylmethyl]-benzoic acid 2-ethyl-butyl ester

HRID 1591984ノート

反応式

HRID 1591984 の反応式
C1CCN2C(=NCCC2)CC1.[CH2:12]([CH:14]([CH2:27][CH3:28])[CH2:15][O:16][C:17](=[O:26])[C:18]1[CH:23]=[CH:22][C:21]([CH2:24]Br)=[CH:20][CH:19]=1)[CH3:13].[CH3:29][O:30][C:31]1[CH:45]=[C:44]([O:46][CH3:47])[CH:43]=[CH:42][C:32]=1[CH2:33][N:34]1[C:38](=[O:39])[CH2:37][NH:36][S:35]1(=[O:41])=[O:40]>C(Cl)Cl>[CH2:12]([CH:14]([CH2:27][CH3:28])[CH2:15][O:16][C:17](=[O:26])[C:18]1[CH:23]=[CH:22][C:21]([CH2:24][N:36]2[CH2:37][C:38](=[O:39])[N:34]([CH2:33][C:32]3[CH:42]=[CH:43][C:44]([O:46][CH3:47])=[CH:45][C:31]=3[O:30][CH3:29])[S:35]2(=[O:40])=[O:41])=[CH:20][CH:19]=1)[CH3:13]

参加物

5

反応物 3

HCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 66751042HCID 66751042、化合物HCID 671383384-Bromomethyl-benzoic acid 2-ethyl-butyl ester

生成物 1

HCID 671388714-[5-(2,4-Dimethoxy-benzyl)-1,1,4-trioxo1,2,5-thiadiazolidin-2-ylmethyl]-benzoic acid 2-ethyl-butyl ester

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

DBU (127 mg, 0.836 mmol) is added slowly to a suspension of the title B compound, 4-bromomethyl-benzoic acid 2-ethyl-butyl ester (250 mg, 0.836 mmol) and the title B compound in Example 9, 2-(2,4-dimethoxybenzyl)-1,1-dioxo-1,2,5-thiadiazolidin-3-one (240 mg, 0.836 mmol) in 10 mL of CH2Cl2 at RT. The resulting solution is stirred at RT overnight. The solvent is evaporated under reduced pressure and the residue is chromatographed on silica gel with EtOAc/hexane (gradient 60-40) to afford 4-[5-(2,4-dimethoxy-benzyl)-1,1,4-trioxo1,2,5-thiadiazolidin-2-ylmethyl]-benzoic acid 2-ethyl-butyl ester as a white solid.

後処理

  1. customat RT
  2. customThe solvent is evaporated under reduced pressure
  3. customthe residue is chromatographed on silica gel with EtOAc/hexane (gradient 60-40)

出典と根拠

ORDレコード
ord-d799ee9bf1804c63b171bf3f4eeafaae
出典データセット
uspto-grants-2007_11
特許番号
US07291635B2

反応ノート

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