Hydrochloric Acid → HCID 22467131, 화합물

HRID 1934737노트

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HRID 1934737 반응식
C(NC(C)C)(C)C.C([Li])CCC.[CH3:13][CH:14]([CH3:33])[CH2:15][CH:16]=[C:17]1[CH2:32][CH2:31][C:20]2([S:24][CH2:23][C:22](=[O:25])[N:21]2[CH2:26][CH2:27][C:28]([OH:30])=[O:29])[CH2:19][CH2:18]1.Br[CH2:35][C:36]([O:38][C:39]([CH3:42])([CH3:41])[CH3:40])=[O:37].Cl>CCCCCC.O1CCCC1.C(OCC)(=O)C>[C:39]([O:38][C:36](=[O:37])[CH2:35][CH:23]1[C:22](=[O:25])[N:21]([CH2:26][CH2:27][C:28]([OH:30])=[O:29])[C:20]2([CH2:31][CH2:32][C:17](=[CH:16][CH2:15][CH:14]([CH3:33])[CH3:13])[CH2:18][CH2:19]2)[S:24]1)([CH3:42])([CH3:41])[CH3:40]

참가 물질

9

반응물 5

HCID 313Hydrochloric AcidHCID 7912DiisopropylamineHCID 79177tert-Butyl bromoacetateHCID 224671633-[8-(3-Methylbutylidene)-3-oxo-1-thia-4-azaspiro[4.5]decan-4-yl]-propionic acidHCID 178418339Butyllithium

생성물 1

HCID 22467131HCID 22467131, 화합물

시약·촉매·용매 3

HCID 8028Tetrahydrofuran용매2회HCID 8058Hexane용매HCID 8857Ethyl Acetate용매

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온도
-70 °C

실험 절차

In an atmosphere of nitrogen, 1.97 ml of N,N-diisopropylamine was added to 10 ml of anhydrous tetrahydrofuran, to which was dropwise added 9.50 ml of a solution of n-butyllithium in hexane (1.58 mol/L) at −30° C. The mixture was stirred at the same temperature for 10 minutes and then cooled to −70° C., to which was dropwise added a solution of 1.56 g of 3-[8-(3-methylbutylidene)-3-oxo-1-thia-4-azaspiro[4.5]decan-4-yl]-propionic acid in 20 ml of anhydrous tetrahydrofuran. After stirring the resulting mixture at the same temperature as above for 30 minutes, 0.89 ml of tert-butyl bromoacetate was dropwise added at the same temperature. After elevating the temperature to 0° C., the reaction mixture was poured into a mixture of ice water and ethyl acetate, pH was adjusted to 2.0 with 2 mol/L hydrochloric acid, and the organic layer was separated. The organic layer was washed successively with water and saturated aqueous solution of sodium chloride and dried over anhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure. Thus, 2.23 g of 3-[2-[2-(tert-butoxy)-2-oxoethyl]-8-(3-methylbutylidene)-3-oxo-1-thia-4-azaspiro[4.5]decan-4-yl]-propionic acid was obtained as a yellow oily product.

후처리

  1. customat −30° C
  2. additionwas dropwise added at the same temperature
  3. customto 0° C.
  4. customthe organic layer was separated
  5. washThe organic layer was washed successively with water and saturated aqueous solution of sodium chloride
  6. dry with materialdried over anhydrous magnesium sulfate
  7. distillationthe solvent was distilled off under reduced pressure

출처 및 근거

ORD 기록
ord-a543183556fc4db58b35f61a7a5b9e79
출처 데이터셋
uspto-grants-2002_05
특허 번호
US06384065B1

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