Sodium Chloride → HCID 59620371、化合物

HRID 1887764ノート

反応式

HRID 1887764 の反応式
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]

参加物

9

反応物 5

HCID 5234Sodium ChlorideHCID 14798Sodium Hydroxide2 回HCID 62365Isobutyl chloroformateHCID 2724763D-Leucine, N-[(1,1-dimethylethoxy)carbonyl]-, monohydrateHCID 86649074HCID 86649074、化合物

生成物 1

HCID 59620371HCID 59620371、化合物

試薬・触媒・溶媒 3

HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒HCID 8471Triethylamine溶媒

反応条件

温度
5 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-fe1056fefd9c429791b9267246444dd4
出典データセット
uspto-grants-2013_08
特許番号
US08501772B2

反応ノート

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