Water → (2S,3S)-2-(butylsulfonyl-amino)-3-methyl-valeric acid N-{2-[3-methoxy-4-(naphthalen-1-ylmethoxy)-phenyl]ethyl}-amide

HRID 650973노트

반응식

HRID 650973 반응식
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH2:21][CH2:22][NH:23][C:24](=[O:31])[C@@H:25]([NH2:30])[C@@H:26]([CH3:29])[CH2:27][CH3:28])[CH:6]=[CH:7][C:8]=1[O:9][CH2:10][C:11]1[C:20]2[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=2)[CH:14]=[CH:13][CH:12]=1.C(N(CC)CC)C.[CH2:39]([S:43](Cl)(=[O:45])=[O:44])[CH2:40][CH2:41][CH3:42].O>O1CCOCC1>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH2:21][CH2:22][NH:23][C:24](=[O:31])[C@@H:25]([NH:30][S:43]([CH2:39][CH2:40][CH2:41][CH3:42])(=[O:45])=[O:44])[C@@H:26]([CH3:29])[CH2:27][CH3:28])[CH:6]=[CH:7][C:8]=1[O:9][CH2:10][C:11]1[C:20]2[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=2)[CH:14]=[CH:13][CH:12]=1

참가 물질

6

반응물 4

HCID 962WaterHCID 8471TriethylamineHCID 754301-Butanesulfonyl chlorideHCID 57011389(2S,3S)-2-amino-3-methyl-valeric acid N-{2-[3-methoxy-4-(naphthalen-1-ylmethoxy)-phenyl]-ethyl}-amide

생성물 1

HCID 57032289(2S,3S)-2-(butylsulfonyl-amino)-3-methyl-valeric acid N-{2-[3-methoxy-4-(naphthalen-1-ylmethoxy)-phenyl]ethyl}-amide

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

실험 절차

3.4 g of (2S,3S)-2-amino-3-methyl-valeric acid N-{2-[3-methoxy-4-(naphthalen-1-ylmethoxy)-phenyl]-ethyl}-amide and 1.2 ml of triethylamine are placed in 50 ml of dioxane at room temperature. 1.0 ml of n-butylsulfonyl chloride is added thereto. Stirring is carried out for 16 hours. The reaction mixture is introduced into 200 ml of water. Extraction is carried out twice using 200 ml of ethyl acetate each time. The organic phases are washed once with 200 ml of saturated sodium chloride solution, combined, dried over magnesium sulfate and concentrated, yielding (2S,3S)-2-(butylsulfonyl-amino)-3-methyl-valeric acid N-{2-[3-methoxy-4-(naphthalen-1-ylmethoxy)-phenyl]ethyl}-amide, which can be purified by chromatography on silica gel with ethyl acetatein-hexane =1:1, in the form of an oil.

후처리

  1. extractionExtraction
  2. washThe organic phases are washed once with 200 ml of saturated sodium chloride solution
  3. dry with materialdried over magnesium sulfate
  4. concentrationconcentrated

출처 및 근거

ORD 기록
ord-30533c58bd224a4ebb8e102f769d1e72
출처 데이터셋
uspto-grants-2001_08
특허 번호
US06277849B1

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