1,4,7,10-Tetraazacyclododecane → Tri-tert-butyl 1,4,7,10-Tetraazacyclododecane-1,4,7-triacetate

HRID 1490007

反応式

HRID 1490007 の反応式
[C:1]([O-:4])(=[O:3])[CH3:2].[Na+].[NH:6]1[CH2:17][CH2:16][NH:15][CH2:14][CH2:13][NH:12][CH2:11][CH2:10][NH:9][CH2:8][CH2:7]1.[C:18]([O:22][C:23](=[O:26])[CH2:24]Br)([CH3:21])([CH3:20])[CH3:19]>>[C:18]([O:3][C:1](=[O:4])[CH2:2][N:6]1[CH2:17][CH2:16][N:15]([CH2:24][C:23]([O:22][C:18]([CH3:21])([CH3:20])[CH3:19])=[O:26])[CH2:14][CH2:13][N:12]([CH2:24][C:23]([O:22][C:18]([CH3:21])([CH3:20])[CH3:19])=[O:26])[CH2:11][CH2:10][NH:9][CH2:8][CH2:7]1)([CH3:21])([CH3:20])[CH3:19]

参加物

4

反応物 3

HCID 649631,4,7,10-TetraazacyclododecaneHCID 79177tert-Butyl bromoacetateHCID 517045Sodium Acetate

生成物 1

HCID 11237632Tri-tert-butyl 1,4,7,10-Tetraazacyclododecane-1,4,7-triacetate

実験手順

Sodium acetate (25.298 g: 0.3084 mol) was added to a stirred suspension of 1,4,7,10-tetraazacyclododecane (17.71 g; 0.1028 mol) in N,N'-dimethylacetamide (DMA) (312 mL) at ambient temperature. A solution of bromoacetic acid t-butyl ester (49.8 mL; 0.3084 mol) in DMA (160 mL) was added dropwise to the stirred mixture, and the mixture stirred at ambient temperature for 11 days. A solid precipitate was isolated by suction filtration and washed once with cold DMA (20 mL). Residual DMA was removed by heating the solid at 45° C. under reduced pressure for 20 hrs. The white solid (40.18 g) was dissolved in chloroform (200 mL) and washed with deionized water (3×300 mL). The organic layer was dried over MgSO4 and subsequently concentrated to a solid which was further dried under reduced pressure to yield the title compound as a white powder, 36.3 g (69%).

後処理

  1. customA solid precipitate was isolated by suction filtration
  2. washwashed once with cold DMA (20 mL)
  3. customResidual DMA was removed
  4. temperatureby heating the solid at 45° C. under reduced pressure for 20 hrs
  5. dissolutionThe white solid (40.18 g) was dissolved in chloroform (200 mL)
  6. washwashed with deionized water (3×300 mL)
  7. dry with materialThe organic layer was dried over MgSO4
  8. concentrationsubsequently concentrated to a solid which
  9. customwas further dried under reduced pressure

出典と根拠

ORDレコード
ord-75a8a517d93748b2a343bb081d893225
出典データセット
uspto-grants-1997_10
特許番号
US05679810

関連ノート

読み込み中…