Methanol → HCID 68440920、化合物

HRID 1455555ノート

反応式

HRID 1455555 の反応式
CCN(C(C)C)C(C)C.[C:10]([O:14][C:15]([N:17]1[CH2:24][CH:23]2[C:25](=[C:26]([C:28](O)=[O:29])[F:27])[CH:19]([CH2:20][CH2:21][CH2:22]2)[CH2:18]1)=[O:16])([CH3:13])([CH3:12])[CH3:11].[Cl:31][C:32]1[S:33][C:34]([Cl:42])=[C:35]([Cl:41])[C:36]=1[S:37]([NH-:40])(=[O:39])=[O:38].CO>CN(C1C=CN=CC=1)C.CC(N(C)C)=O.O1CCOCC1>[C:10]([O:14][C:15]([N:17]1[CH2:18][CH:19]2[C:25](=[C:26]([F:27])[C:28](=[O:29])[NH:40][S:37]([C:36]3[C:35]([Cl:41])=[C:34]([Cl:42])[S:33][C:32]=3[Cl:31])(=[O:38])=[O:39])[CH:23]([CH2:22][CH2:21][CH2:20]2)[CH2:24]1)=[O:16])([CH3:13])([CH3:11])[CH3:12]

参加物

8

反応物 4

HCID 887MethanolHCID 81531DiisopropylethylamineHCID 684431693-(1,1-Dimethylethyl) 9-(carboxyfluoromethylene)-3-azabicyclo[3.3.1]nonane-3-carboxylateHCID 86597098HCID 86597098、化合物

生成物 1

HCID 68440920HCID 68440920、化合物

試薬・触媒・溶媒 3

HCID 142844-(Dimethylamino)pyridine触媒HCID 312751,4-Dioxane溶媒HCID 31374Dimethylacetamide溶媒

実験手順

69 μl of DIEA are added to a solution of 60 mg of 9-(carboxy-fluoro-methylene)-3-aza-bicyclo[3.3.1]nonane-3-carboxylic acid tert-butyl ester, 71 mg of 2,4,5-trichloro-thiophene-3-sulfonyl amide, 233 μl of PPA and 24 mg of DMAP in 2 ml of DMA, and the mixture obtained is stirred at 40° overnight. The mixture obtained is diluted with 10 ml of EtAc/c-HEX, and washed with 1M NaHSO4 solution. The organic layer obtained is dried and solvent is evaporated. The evaporation residue obtained is subjected to chromatography on silica gel and on Sephadex LH20 (MeOH) and relevant fractions obtained from chromatography are subjected to lyophilisation from dioxane. 9-[1-Fluoro-2-oxo-2-(2,4,5-trichloro-thiophene-3-sulfonylamino)-ethylidene]-3-aza-bicyclo[3.3.1]nonane-3-carboxylic acid tert.-butyl ester in the form of a powder is obtained.

後処理

  1. customthe mixture obtained
  2. customThe mixture obtained
  3. additionis diluted with 10 ml of EtAc/c-HEX
  4. washwashed with 1M NaHSO4 solution
  5. customThe organic layer obtained
  6. customis dried
  7. customsolvent is evaporated
  8. customThe evaporation residue obtained

出典と根拠

ORDレコード
ord-18b7bf5dd91b40b7bc510b7cfdf6470c
出典データセット
uspto-grants-2009_01
特許番号
US07482462B2

反応ノート

読み込み中…