Triethylamine → HCID 89824779、化合物

HRID 2277086ノート

反応式

HRID 2277086 の反応式
[C:1]([O:4][C@H:5]([C:9]([CH3:12])([CH3:11])[CH3:10])[C:6](Cl)=[O:7])(=[O:3])[CH3:2].C(N(CC)CC)C.[C:20]([O:24][C:25](=[O:45])[NH:26][CH2:27][C:28]1[CH:33]=[CH:32][C:31]([Cl:34])=[CH:30][C:29]=1[CH2:35][NH:36][C:37]([C@@H:39]1[CH2:44][CH2:43][CH2:42][CH2:41][NH:40]1)=[O:38])([CH3:23])([CH3:22])[CH3:21]>C1COCC1>[C:1]([O:4][C@H:5]([C:9]([CH3:12])([CH3:11])[CH3:10])[C:6]([N:40]1[CH2:41][CH2:42][CH2:43][CH2:44][C@H:39]1[C:37](=[O:38])[NH:36][CH2:35][C:29]1[CH:30]=[C:31]([Cl:34])[CH:32]=[CH:33][C:28]=1[CH2:27][NH:26][C:25]([O:24][C:20]([CH3:22])([CH3:21])[CH3:23])=[O:45])=[O:7])(=[O:3])[CH3:2]

参加物

5

反応物 3

HCID 8471TriethylamineHCID 89824898HCID 89824898、化合物HCID 89835603HCID 89835603、化合物

生成物 1

HCID 89824779HCID 89824779、化合物収率 64.3%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

To a cooled (−10° C.) solution of (2R)-1-chloro-3,3-dimethyl-1-oxobutan-2-yl acetate (0.15 g, 0.82 mmol) in THF (5 mL) was added triethylamine (0.54 mL, 3.90 mmol) and a solution of (S)-tert-Butyl-4-chloro-2-{(piperidine-2-carboxamido)methyl}benzylcarbamate (0.3 g, 0.78 mmol) in THF (2 mL) at −10° C. The reaction mixture was stirred at room temperature for 1 h then quenched with water (50 mL) and extracted with EtOAc (3×25 mL). The combined organic extracts were washed with brine solution (50 mL), dried over anhydrous Na2SO4, filtered and concentrated. The residue was purified by reverse phase combiflash column chromatography (C18, eluent: 0-10% acetonitrile water) to afford the title compound (0.27 g) as a white solid.

後処理

  1. customat −10° C
  2. customthen quenched with water (50 mL)
  3. extractionextracted with EtOAc (3×25 mL)
  4. washThe combined organic extracts were washed with brine solution (50 mL)
  5. dry with materialdried over anhydrous Na2SO4
  6. filtrationfiltered
  7. concentrationconcentrated
  8. customThe residue was purified by reverse phase combiflash column chromatography (C18, eluent: 0-10% acetonitrile water)

出典と根拠

ORDレコード
ord-d98c0eb35f454531b62703ba0f371951
出典データセット
uspto-grants-2015_09
特許番号
US09133147B2

反応ノート

読み込み中…