Acetic Acid → HCID 44365793、化合物

HRID 1292394ノート

反応式

HRID 1292394 の反応式
C(OC([N:11]([CH2:37][CH2:38][CH2:39][CH2:40][C:41]1[CH:46]=[CH:45][C:44]([O:47]CC2C=CC=CC=2)=[CH:43][CH:42]=1)[CH2:12][CH2:13][C:14]1[C:22]2[C:17](=[CH:18][CH:19]=[C:20]([O:23][C:24](=[O:28])[NH:25][CH2:26][CH3:27])[CH:21]=2)[NH:16][C:15]=1[C:29]1[CH:34]=[C:33]([CH3:35])[CH:32]=[C:31]([CH3:36])[CH:30]=1)=O)C1C=CC=CC=1.C(O)(=O)C.[H][H]>O1CCCC1.CO.[OH-].[OH-].[Pd+2].O>[CH3:35][C:33]1[CH:34]=[C:29]([C:15]2[NH:16][C:17]3[C:22]([C:14]=2[CH2:13][CH2:12][NH:11][CH2:37][CH2:38][CH2:39][CH2:40][C:41]2[CH:42]=[CH:43][C:44]([OH:47])=[CH:45][CH:46]=2)=[CH:21][C:20]([O:23][C:24](=[O:28])[NH:25][CH2:26][CH3:27])=[CH:19][CH:18]=3)[CH:30]=[C:31]([CH3:36])[CH:32]=1

参加物

8

反応物 3

HCID 176Acetic AcidHCID 86752673HCID 86752673、化合物HCID 178418361HCID 178418361、化合物

生成物 1

HCID 44365793HCID 44365793、化合物

試薬・触媒・溶媒 4

HCID 9942167Palladium hydroxide触媒HCID 887Methanol溶媒HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

To a stirred solution of ethylcarbamic acid 3-(2-[benzyloxycarbonyl-[4-(4-benzyloxyphenyl)butyl]amino]-ethyl)-2-(3,5-dimethylphenyl)-1H-indol-5-yl ester (12 mg in a mixture of 1.5 mL tetrahydrofuran and 0.5 mL methanol) was added 12 mg of 10% palladium hydroxide on carbon catalyst followed by acetic acid (0.010 mL of a 30% solution in water). The reaction flask was fitted with a hydrogen balloon, evacuated and recharged with hydrogen (3 times) and stirred at room temperature. After 1.5 hours the reaction was flushed with nitrogen, filtered over diatomaceous earth and concentrated in vacuo. Purification by flash chromatography (methylene chloride:methanol: ammonium hydroxide, 90:7:1) gave the title compound (8.2 mg). m/e=500 (M+H)

後処理

  1. customevacuated
  2. customAfter 1.5 hours the reaction was flushed with nitrogen
  3. filtrationfiltered over diatomaceous earth
  4. concentrationconcentrated in vacuo
  5. customPurification by flash chromatography (methylene chloride:methanol: ammonium hydroxide, 90:7:1)

出典と根拠

ORDレコード
ord-ca669d22591c4466861e5aeae715b2d9
出典データセット
uspto-grants-1998_05
特許番号
US05756507

反応ノート

読み込み中…