Benzo(d)thiazol-2-amine → HCID 67711381、化合物

HRID 974865ノート

反応式

HRID 974865 の反応式
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]

参加物

7

反応物 4

HCID 8706Benzo(d)thiazol-2-amineHCID 10868DicyclohexylcarbodiimideHCID 80170N-HydroxysuccinimideHCID 19969579HCID 19969579、化合物

生成物 1

HCID 67711381HCID 67711381、化合物収率 96.6%

試薬・触媒・溶媒 2

HCID 8857Ethyl Acetate溶媒HCID 312751,4-Dioxane溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-0c6600db53ac42138207b9989ff91584
出典データセット
uspto-grants-1997_03
特許番号
US05607934

反応ノート

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