Acetic Acid → HCID 44365793, 화합물

HRID 1292394노트

반응식

HRID 1292394 반응식
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

참가 물질

8

반응물 3

HCID 176Acetic AcidHCID 86752673HCID 86752673, 화합물HCID 178418361HCID 178418361, 화합물

생성물 1

HCID 44365793HCID 44365793, 화합물

시약·촉매·용매 4

HCID 9942167Palladium hydroxide촉매HCID 887Methanol용매HCID 962Water용매HCID 8028Tetrahydrofuran용매

실험 절차

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)

후처리

  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)

출처 및 근거

ORD 기록
ord-ca669d22591c4466861e5aeae715b2d9
출처 데이터셋
uspto-grants-1998_05
특허 번호
US05756507

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