Sodium Hydroxide → [Rac]-2-methoxy-3-(4-{3-[2-(4-methoxy-phenyl)-5-methyl-oxazol-4-yl]-propoxy}-naphthalen-1-yl)-propionic acid

HRID 479146노트

반응식

HRID 479146 반응식
C([O:3][C:4](=[O:37])[CH:5]([O:35][CH3:36])[CH2:6][C:7]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[C:10]([O:17][CH2:18][CH2:19][CH2:20][C:21]2[N:22]=[C:23]([C:27]3[CH:32]=[CH:31][C:30]([O:33][CH3:34])=[CH:29][CH:28]=3)[O:24][C:25]=2[CH3:26])=[CH:9][CH:8]=1)C.[OH-].[Na+]>C1COCC1.CCO>[CH3:36][O:35][CH:5]([CH2:6][C:7]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[C:10]([O:17][CH2:18][CH2:19][CH2:20][C:21]2[N:22]=[C:23]([C:27]3[CH:32]=[CH:31][C:30]([O:33][CH3:34])=[CH:29][CH:28]=3)[O:24][C:25]=2[CH3:26])=[CH:9][CH:8]=1)[C:4]([OH:37])=[O:3]

참가 물질

4

반응물 2

HCID 14798Sodium HydroxideHCID 69556683[Rac]-2-methoxy-3-(4-{3-[2-(4-methoxy-phenyl)-5-methyl-oxazol-4-yl]-propoxy}-naphthalen-1-yl)-propionic acid ethyl ester

생성물 1

HCID 18003560[Rac]-2-methoxy-3-(4-{3-[2-(4-methoxy-phenyl)-5-methyl-oxazol-4-yl]-propoxy}-naphthalen-1-yl)-propionic acid수율 90.1%

시약·촉매·용매 1

HCID 21873804Tetrahydrofuran ethanol용매

실험 절차

0.143 g of the above prepared [rac]-2-methoxy-3-(4-{3-[2-(4-methoxy-phenyl)-5-methyl-oxazol-4-yl]-propoxy}-naphthalen-1-yl)-propionic acid ethyl ester (0.28 mmol) was dissolved in 1.5 ml of THF/EtOH=1/1 and treated with 0.47 ml of 3N NaOH (5 eq.). The reaction mixture was stirred at ambient temperature for 2 h and was then poured onto crashed ice/HCl dil. and extracted twice with AcOEt. The organic layer was washed with water, dried over sodium sulfate, and evaporated to dryness. Crystallization from AcOEt/hexane afforded finally 0.120 g of the title product as white crystals of mp. 67-70°.

후처리

  1. additionwas then poured
  2. extractionextracted twice with AcOEt
  3. washThe organic layer was washed with water
  4. dry with materialdried over sodium sulfate
  5. customevaporated to dryness
  6. customCrystallization from AcOEt/hexane

출처 및 근거

ORD 기록
ord-2016e4ca4fff49f8a137384827e3675c
출처 데이터셋
uspto-grants-2003_11
특허 번호
US06642389B2

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