Benzo(d)thiazol-2-amine → HCID 67711381, 화합물

HRID 974865노트

반응식

HRID 974865 반응식
C1(N=C=NC2CCCCC2)CCCCC1.[CH2:16]([C:23]1(C(O)=O)[NH:28][C:27](=[O:29])[CH:26]([CH2:30][CH:31]([CH3:33])[CH3:32])[N:25]([O:34][CH2:35][C:36]2[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=2)[C:24]1=[O:42])[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1.O[N:47]1[C:51](=[O:52])CCC1=O.N[C:55]1[S:56][C:57]2[CH:63]=[CH:62][CH:61]=[CH:60][C:58]=2[N:59]=1>O1CCOCC1.C(OCC)(=O)C>[S:56]1[C:57]2[CH:63]=[CH:62][CH:61]=[CH:60][C:58]=2[N:59]=[C:55]1[C:23]1([CH2:16][C:17]2[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=2)[N:28]([C:51](=[O:52])[NH2:47])[C:27](=[O:29])[CH:26]([CH2:30][CH:31]([CH3:33])[CH3:32])[N:25]([O:34][CH2:35][C:36]2[CH:37]=[CH:38][CH:39]=[CH:40][CH:41]=2)[C:24]1=[O:42]

참가 물질

7

반응물 4

HCID 8706Benzo(d)thiazol-2-amineHCID 10868DicyclohexylcarbodiimideHCID 80170N-HydroxysuccinimideHCID 19969579HCID 19969579, 화합물

생성물 1

HCID 67711381HCID 67711381, 화합물수율 96.6%

시약·촉매·용매 2

HCID 8857Ethyl Acetate용매HCID 312751,4-Dioxane용매

실험 절차

1.09 g of dicyclohexylcarbodiimide was added to 25 ml of a solution of 2.17 g of (3RS,6SR)-3-benzyl-1-benzyloxy-3-carboxy-6-isobutylpiperazine-2,5-dione and 0.63 g of N-hydroxysuccinimide in anhydrous dioxane. The mixture was stirred at room temperature for 2 hours. Thereto was added 0.80 g of 2-aminobenzothiazole. The mixture was stirred at room temperature for 23 hours. The reaction mixture was diluted with 200 ml of ethyl acetate. The resulting solution was washed with an aqueous solution saturated with sodium hydrogen carbonate and an aqueous solution saturated with sodium chloride, then dried with anhydrous magnesium sulfate, and subjected to distillation to remove the solvent. The residue was crystallized using ethyl acetate, to obtain 2.77 g of (3RS,6SR)-3-(benzothiazol-2-yl)-carbamoyl-3-benzyl-1-benzyloxy-6-isobutylpiperazine-2,5-dione as a white solid.

후처리

  1. stirringThe mixture was stirred at room temperature for 23 hours
  2. washThe resulting solution was washed with an aqueous solution saturated with sodium hydrogen carbonate
  3. dry with materialan aqueous solution saturated with sodium chloride, then dried with anhydrous magnesium sulfate
  4. distillationsubjected to distillation
  5. customto remove the solvent
  6. customThe residue was crystallized

출처 및 근거

ORD 기록
ord-0c6600db53ac42138207b9989ff91584
출처 데이터셋
uspto-grants-1997_03
특허 번호
US05607934

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