Triethylamine → Methyl 2-({[4-(2,3-butadienyloxy)phenyl]sulfonyl}amino)-3-methylbutanoate

HRID 1180541ノート

反応式

HRID 1180541 の反応式
Cl.[CH3:2][O:3][C:4](=[O:10])[CH:5]([CH:7]([CH3:9])[CH3:8])[NH2:6].C(N(CC)CC)C.[CH2:18]([O:22][C:23]1[CH:28]=[CH:27][C:26]([S:29](Cl)(=[O:31])=[O:30])=[CH:25][CH:24]=1)[CH:19]=[C:20]=[CH2:21]>>[CH2:18]([O:22][C:23]1[CH:28]=[CH:27][C:26]([S:29]([NH:6][CH:5]([CH:7]([CH3:9])[CH3:8])[C:4]([O:3][CH3:2])=[O:10])(=[O:31])=[O:30])=[CH:25][CH:24]=1)[CH:19]=[C:20]=[CH2:21]

参加物

4

反応物 3

HCID 8471TriethylamineHCID 12498813Valine, methyl ester, hydrochloride (1:1)HCID 552804204-(2,3-Butadienyloxy)benzenesulfonyl chloride

生成物 1

HCID 85826249Methyl 2-({[4-(2,3-butadienyloxy)phenyl]sulfonyl}amino)-3-methylbutanoate収率 87.6%

実験手順

To a solution of DL-valine methyl ester hydrochloride (527 mg, 3.15 mmol) was added triethylamine (579 mg, 5.72 mmol) followed by product from Example 5 (700 mg, 2.86 mmol) and the resulting mixture was stirred for 10 hours at room temperature. The solvent was removed in vacuo and the residue was partitioned between water and ethyl acetate. The organic layer was washed with 1N hydrochloric acid, saturated sodium bicarbonate, saturated sodium chloride and dried over anhydrous sodium sulfate. Removal of the solvent in vacuo gave 850 mg (87%) of the product as a solid.

後処理

  1. customThe solvent was removed in vacuo
  2. customthe residue was partitioned between water and ethyl acetate
  3. washThe organic layer was washed with 1N hydrochloric acid, saturated sodium bicarbonate, saturated sodium chloride
  4. dry with materialdried over anhydrous sodium sulfate
  5. customRemoval of the solvent in vacuo

出典と根拠

ORDレコード
ord-c23d0fd5a7bc4c85a7f87e353f65a5f8
出典データセット
uspto-grants-2007_10
特許番号
US07282496B2

反応ノート

読み込み中…