p-Toluenesulfonic acid → HCID 178441215、化合物

HRID 2360287

反応式

HRID 2360287 の反応式
[C@@H:1]12[CH2:7][C@@H:4]([CH2:5][CH2:6]1)[CH2:3][C@@H:2]2[NH:8][C:9]1[S:10][C:11]([CH2:24][C:25]([CH3:27])=[CH2:26])([CH2:15][CH2:16][O:17]C2CCCCO2)[C:12](=[O:14])[N:13]=1.C1(C)C=CC(S(O)(=O)=O)=CC=1>CO>[C@@H:1]12[CH2:7][C@@H:4]([CH2:5][CH2:6]1)[CH2:3][C@@H:2]2[NH:8][C:9]1[S:10][C:11]([CH2:15][CH2:16][OH:17])([CH2:24][C:25]([CH3:27])=[CH2:26])[C:12](=[O:14])[N:13]=1

参加物

4

反応物 2

HCID 6101p-Toluenesulfonic acidHCID 178441184HCID 178441184、化合物

生成物 1

HCID 178441215HCID 178441215、化合物

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

The mixture of 2-((1S,2S,4R)-bicyclo[2.2.1]heptan-2-ylamino)-5-(2-methylallyl)-5-(2-(tetrahydro-2H-pyran-2-yloxy)ethyl)thiazol-4(5H)-one (420 mg, 1.07 mmol) and p-toluenesulfonic acid (100 mg) in MeOH (5.0 mL) was stirred for 16 h at room temperature. The reaction mixture was then concentrated in vacuo, and sat'd NaH2PO4 was added. The mixture was then extracted with EtOAc, and the organic layer was washed with sat'd NH4Cl, dried over MgSO4, filtered and concentrated in vacuo. The crude residue was purified by flash chromatography (4:1; Hexane:EtOAc) to give the title compound as solid. MS (ES+): 309 (M+H)+.

後処理

  1. concentrationThe reaction mixture was then concentrated in vacuo
  2. additionwas added
  3. extractionThe mixture was then extracted with EtOAc
  4. washthe organic layer was washed with sat'd NH4Cl
  5. dry with materialdried over MgSO4
  6. filtrationfiltered
  7. concentrationconcentrated in vacuo
  8. customThe crude residue was purified by flash chromatography (4:1; Hexane:EtOAc)

出典と根拠

ORDレコード
ord-938021aa2bd0449ab41351d2027c8cba
出典データセット
uspto-grants-2014_04
特許番号
US08686011B2

関連ノート

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