4-Chlorobutyryl chloride → tert-butyl (2R)-1-[8-(4-chlorobutanamido)-2-oxo-1,2,3,4-tetrahydroquinolin-3-ylamino]-4-methyl-1-oxopentan-2-ylcarbamate

HRID 1887748ノート

反応式

HRID 1887748 の反応式
[NH2:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:11]=1[NH:10][C:9](=[O:12])[CH:8]([NH:13][C:14](=[O:28])[C@H:15]([NH:20][C:21](=[O:27])[O:22][C:23]([CH3:26])([CH3:25])[CH3:24])[CH2:16][CH:17]([CH3:19])[CH3:18])[CH2:7]2.[Cl:29][CH2:30][CH2:31][CH2:32][C:33](Cl)=[O:34].C(=O)(O)[O-].[Na+]>C(OCC)(=O)C>[Cl:29][CH2:30][CH2:31][CH2:32][C:33]([NH:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:11]=1[NH:10][C:9](=[O:12])[CH:8]([NH:13][C:14](=[O:28])[C@H:15]([NH:20][C:21](=[O:27])[O:22][C:23]([CH3:26])([CH3:25])[CH3:24])[CH2:16][CH:17]([CH3:19])[CH3:18])[CH2:7]2)=[O:34]

参加物

5

反応物 3

HCID 783704-Chlorobutyryl chlorideHCID 516892Sodium BicarbonateHCID 59620342HCID 59620342、化合物

生成物 1

HCID 86649077tert-butyl (2R)-1-[8-(4-chlorobutanamido)-2-oxo-1,2,3,4-tetrahydroquinolin-3-ylamino]-4-methyl-1-oxopentan-2-ylcarbamate

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

実験手順

tert-Butyl (2R)-1-(8-amino-2-oxo-1,2,3,4-tetrahydroquinolin-3-ylamino)-4-methyl-1-oxopentan-2-ylcarbamate (300 mg) was dissolved in ethyl acetate (5 mL), and 4-chlorobutyryl chloride (0.1 mL) and saturated aqueous sodium bicarbonate solution (5 mL) were added thereto. The mixture was stirred under cooling on ice for 45 minutes and then subjected to extraction with water and ethyl acetate. The organic layer was washed with saturated aqueous sodium chloride solution, and was dried over sodium sulfate. The solvent was evaporated under reduced pressure, whereby the title compound (377 mg) was yielded.

後処理

  1. temperatureunder cooling on ice for 45 minutes
  2. extractionsubjected to extraction with water and ethyl acetate
  3. washThe organic layer was washed with saturated aqueous sodium chloride solution
  4. dry with materialwas dried over sodium sulfate
  5. customThe solvent was evaporated under reduced pressure, whereby the title compound (377 mg)
  6. customwas yielded

出典と根拠

ORDレコード
ord-cdd65962eefd4a64aafa85c49c984f99
出典データセット
uspto-grants-2013_08
特許番号
US08501772B2

反応ノート

読み込み中…