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 1887748노트

반응식

HRID 1887748 반응식
[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]

참가 물질

5

반응물 3

HCID 783704-Chlorobutyryl chlorideHCID 516892Sodium BicarbonateHCID 59620342HCID 59620342, 화합물

생성물 1

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

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-cdd65962eefd4a64aafa85c49c984f99
출처 데이터셋
uspto-grants-2013_08
특허 번호
US08501772B2

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