1-[2-(1-Adamantyl)ethyl]-3-[3-(t-butyldimethylsilyloxy)-3-(4-pyridyl)propyl]-1-pentylurea → 1-[2-(1-Adamantyl)ethyl]-3-[3-hydroxy-3-(4-pyridyl)propyl]-1-pentylurea

HRID 18407노트

반응식

HRID 18407 반응식
[C:1]12([CH2:11][CH2:12][N:13]([CH2:34][CH2:35][CH2:36][CH2:37][CH3:38])[C:14]([NH:16][CH2:17][CH2:18][CH:19]([O:26][Si](C(C)(C)C)(C)C)[C:20]3[CH:25]=[CH:24][N:23]=[CH:22][CH:21]=3)=[O:15])[CH2:10][CH:5]3[CH2:6][CH:7]([CH2:9][CH:3]([CH2:4]3)[CH2:2]1)[CH2:8]2>Cl.CO>[C:1]12([CH2:11][CH2:12][N:13]([CH2:34][CH2:35][CH2:36][CH2:37][CH3:38])[C:14]([NH:16][CH2:17][CH2:18][CH:19]([OH:26])[C:20]3[CH:25]=[CH:24][N:23]=[CH:22][CH:21]=3)=[O:15])[CH2:8][CH:7]3[CH2:6][CH:5]([CH2:4][CH:3]([CH2:9]3)[CH2:2]1)[CH2:10]2

참가 물질

3

반응물 1

HCID 219741591-[2-(1-Adamantyl)ethyl]-3-[3-(t-butyldimethylsilyloxy)-3-(4-pyridyl)propyl]-1-pentylurea

생성물 1

HCID 219739861-[2-(1-Adamantyl)ethyl]-3-[3-hydroxy-3-(4-pyridyl)propyl]-1-pentylurea

시약·촉매·용매 1

HCID 21893726Hydrochloride methanol용매

실험 절차

A solution of 1-[2-(1-adamantyl)ethyl]-3-[3-(t-butyldimethylsilyloxy)-3-(4-pyridyl)propyl]-1-pentylurea (Compound No. 1-138, 136 mg, 0.250 mmol) in 10% hydrogen chloride-methanol (2.3 ml) was stirred at room temperature for three days. The solvent was evaporated under reduced pressure, and the residue was distributed between ethyl acetate (50 ml), water (30 ml) and a 1 N aqueous sodium hydroxide solution (20 ml). The organic layer was washed with a saturated aqueous sodium chloride solution (40 ml) and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography to give the target compound (59.2 mg, colorless amorphous powder, 55.3%).

후처리

  1. customThe solvent was evaporated under reduced pressure
  2. washThe organic layer was washed with a saturated aqueous sodium chloride solution (40 ml)
  3. dry with materialdried over anhydrous sodium sulfate
  4. customThe solvent was evaporated under reduced pressure
  5. customthe residue was purified by silica gel column chromatography
  6. customto give the target compound (59.2 mg, colorless amorphous powder, 55.3%)

출처 및 근거

ORD 기록
ord-04f46731c2de4a67a9092dd4609870ef
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07741346B2

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