Lithium Hydroxide → HCID 86702355, 화합물

HRID 1477156노트

반응식

HRID 1477156 반응식
C([O:8][C:9](=[O:28])[C@@H:10]([NH:14][C:15](=[O:27])[C@@H:16]([N:18]([C:20]([O:22][C:23]([CH3:26])([CH3:25])[CH3:24])=[O:21])[CH3:19])[CH3:17])[CH:11]([CH3:13])[CH3:12])C1C=CC=CC=1.[OH-].[Li+]>C1COCC1.CO.O>[C:23]([O:22][C:20]([N:18]([CH3:19])[C@@H:16]([CH3:17])[C:15]([NH:14][C@@H:10]([CH:11]([CH3:12])[CH3:13])[C:9]([OH:28])=[O:8])=[O:27])=[O:21])([CH3:26])([CH3:25])[CH3:24]

참가 물질

4

반응물 2

HCID 3939Lithium HydroxideHCID 117871378(S)-2-[(S)-2-(tert-butoxycarbonyl-methyl-amino)-propionylamino]-3-methyl-butyric acid benzyl ester

생성물 1

HCID 86702355HCID 86702355, 화합물수율 104.7%

시약·촉매·용매 1

HCID 21892291Methanol tetrahydrofuran water용매

실험 절차

(S)-2-[(S)-2-(tert-Butoxycarbonyl-methyl-amino)-propionylamino]-3-methyl-butyric acid benzyl ester (7 g, 18 mmol) and 1 M aqueous lithium hydroxide (40 mL, 40 mmol) was added to THF/MeOH/H2O (3:1:1; 200 mL) to give a yellow solution. The reaction mixture was stirred at rt overnight and then concentrated in vacuo. The residue was dissolved in water and then acidified to pH 2 using first 6 M and then 1 M aqueous HCl. The mixture was extracted with EtOAc. The organic layer was dried over Na2SO4 and concentrated in vacuo to give crude (S)-2-[(S)-2-(tert-butoxycarbonyl-methyl-amino)-propionylamino]-3-methyl-butyric acid (5.7 g) which was used directly in the next step without further purification, m/z=303 (M+H).

후처리

  1. customto give a yellow solution
  2. concentrationconcentrated in vacuo
  3. dissolutionThe residue was dissolved in water
  4. extractionThe mixture was extracted with EtOAc
  5. dry with materialThe organic layer was dried over Na2SO4
  6. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-f12e7ce2984b49c1b806593c30d0e19f
출처 데이터셋
uspto-grants-2016_08
특허 번호
US09403768B2

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