Sodium Chloride → HCID 59620371, 화합물

HRID 1887764노트

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HRID 1887764 반응식
O.[C:2]([O:6][C:7]([NH:9][C@@H:10]([C:15]([OH:17])=O)[CH2:11][CH:12]([CH3:14])[CH3:13])=[O:8])([CH3:5])([CH3:4])[CH3:3].C(Cl)(=O)OCC(C)C.C([C@H]([C@@H](C(O)=O)O)O)(O)=O.[NH2:36][CH:37]1[CH2:46][C:45]2[C:40](=[C:41]([N:47]3[CH2:51][CH2:50][CH2:49][C:48]3=[O:52])[CH:42]=[CH:43][CH:44]=2)[N:39]([CH2:53][C:54]2[CH:58]=[CH:57][S:56][CH:55]=2)[C:38]1=[O:59].[OH-].[Na+].[Cl-].[Na+]>O1CCCC1.O.C(N(CC)CC)C>[CH3:14][CH:12]([CH3:13])[CH2:11][C@@H:10]([NH:9][C:7](=[O:8])[O:6][C:2]([CH3:3])([CH3:4])[CH3:5])[C:15](=[O:17])[NH:36][CH:37]1[CH2:46][C:45]2[C:40](=[C:41]([N:47]3[CH2:51][CH2:50][CH2:49][C:48]3=[O:52])[CH:42]=[CH:43][CH:44]=2)[N:39]([CH2:53][C:54]2[CH:58]=[CH:57][S:56][CH:55]=2)[C:38]1=[O:59]

참가 물질

9

반응물 5

HCID 5234Sodium ChlorideHCID 14798Sodium Hydroxide2회HCID 62365Isobutyl chloroformateHCID 2724763D-Leucine, N-[(1,1-dimethylethoxy)carbonyl]-, monohydrateHCID 86649074HCID 86649074, 화합물

생성물 1

HCID 59620371HCID 59620371, 화합물

시약·촉매·용매 3

HCID 962Water용매HCID 8028Tetrahydrofuran용매HCID 8471Triethylamine용매

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온도
5 °C

실험 절차

N-tert-Butoxycarbonyl-D-leucine monohydrate (25.00 g) was dissolved in tetrahydrofuran (224 mL), and triethylamine (20.30 g) and isobutyl chlorocarbonate (13.06 g) were sequentially added thereto at 5° C. or lower under cooling on ice. To the mixture was added 3-amino-8-(2-oxopyrrolidin-1-yl)-1-(thiophen-3-ylmethyl)-3,4-dihydroquinolin-2(1H)-one D-(−)-tartrate (44.80 g) in an aqueous sodium hydroxide solution (a mixture of 25% aqueous sodium hydroxide solution (14.58 g) and water (89.6 g)) at 5° C. or lower. The mixture was stirred for 10 minutes under cooling on ice, and then the temperature was raised to room temperature. Saturated aqueous sodium chloride solution (44.8 g) was added to the reaction mixture to partition the mixture, and the aqueous layer was further extracted with tetrahydrofuran (224 mL). The organic layers were combined, and the combined organic layer was concentrated to half volume, whereby a solution of the title compound in tetrahydrofuran was yielded.

후처리

  1. temperatureunder cooling on ice
  2. temperaturethe temperature was raised to room temperature
  3. customto partition the mixture
  4. extractionthe aqueous layer was further extracted with tetrahydrofuran (224 mL)
  5. concentrationthe combined organic layer was concentrated to half volume, whereby a solution of the title compound in tetrahydrofuran
  6. customwas yielded

출처 및 근거

ORD 기록
ord-fe1056fefd9c429791b9267246444dd4
출처 데이터셋
uspto-grants-2013_08
특허 번호
US08501772B2

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