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llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
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HCID 22122044, 화합물 → HCID 22121987, 화합물

HRID 1859361
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HRID 1859361 반응식
Cl.C([O:9][NH:10][C:11](=[O:41])[CH:12]([N:16]([CH2:28][CH2:29][C:30]([N:32]1[CH2:37][CH2:36][N:35]([CH2:38][CH2:39][OH:40])[CH2:34][CH2:33]1)=[O:31])[S:17]([C:20]1[CH:25]=[CH:24][C:23]([O:26][CH3:27])=[CH:22][CH:21]=1)(=[O:19])=[O:18])[CH:13]([CH3:15])[CH3:14])C1C=CC=CC=1.[H][H]>CO.[Pd]>[OH:9][NH:10][C:11](=[O:41])[CH:12]([N:16]([CH2:28][CH2:29][C:30]([N:32]1[CH2:33][CH2:34][N:35]([CH2:38][CH2:39][OH:40])[CH2:36][CH2:37]1)=[O:31])[S:17]([C:20]1[CH:25]=[CH:24][C:23]([O:26][CH3:27])=[CH:22][CH:21]=1)(=[O:19])=[O:18])[CH:13]([CH3:15])[CH3:14]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 2

HCID 22122044HCID 22122044, 화합물HCID 178418361HCID 178418361, 화합물

생성물 1

HCID 22121987HCID 22121987, 화합물

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 887Methanol용매

실험 절차

To a solution of N-benzyloxy-2-[{3-[4-(2-hydroxyethyl)piperazin-1-yl]-3-oxopropyl}-(4-methoxybenzenesulfonyl)amino]-3-methylbutyramide hydrochloride (0.39 grams, 0.63 mmol) in methanol (30 mL) was added 5% palladium on barium sulfate (0.19 grams). The mixture was agitated under 3 atmospheres hydrogen in a Parr shaker for 2.25 hours. The catalyst was removed by filtration through nylon (pore size 0.45 μm) and the solvent was evaporated to a tan foam which was chromatographed on silica gel eluting with 15% methanol in chloroform containing 0.5% ammonium hydroxide. Clean fractions containing the desired product were taken up in saturated sodium bicarbonate solution. The resulting mixture was extracted several times with ethyl acetate and the combined extracts were concentrated to afford N-hydroxy-2-[{3-[4-(2-hydroxyethyl)piperazin-1-yl]-3-oxopropyl}-(4-methoxybenzenesulfonyl)amino]-3-methyl-butyramide as an oil. The hydrochloride salt (0.20 grams, 61%) was formed using anhydrous hydrochloric acid in cold (0° C.) methanol. MS: 487 (M+1). Analysis calculated for C21H34N4O7S.circle-solid.HCl.circle-solid.0.5H2O: C, 47.41; H, 6.82; N, 10.53. Found: C, 47.41; H, 7.11; N, 9.91.

후처리

  1. customThe catalyst was removed by filtration through nylon (pore size 0.45 μm)
  2. customthe solvent was evaporated to a tan foam which
  3. customwas chromatographed on silica gel eluting with 15% methanol in chloroform containing 0.5% ammonium hydroxide
  4. additioncontaining the desired product
  5. extractionThe resulting mixture was extracted several times with ethyl acetate
  6. concentrationthe combined extracts were concentrated

출처 및 근거

ORD 기록
ord-e54ed64f1952416094d858a85f558545
출처 데이터셋
uspto-grants-2000_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06153609

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