(2S)-1-[N-(tert-Butoxycarbonyl)-L-prolyl]-2-[1-hydroxy-2(4-methoxyphenoxy)ethyl]pyrrolidine → (2S)-2-[1-Hydroxy-2-(4-methoxyphenoxy)ethyl]-1-[N-(phenoxy-acetyl)-L-prolyl]pyrrolidine

HRID 1720533노트

반응식

HRID 1720533 반응식
C(O[C:6]([N:8]1[CH2:31][CH2:30][CH2:29][C@H:9]1[C:10]([N:12]1[CH2:16][CH2:15][CH2:14][C@H:13]1[CH:17]([OH:28])[CH2:18][O:19][C:20]1[CH:25]=[CH:24][C:23]([O:26][CH3:27])=[CH:22][CH:21]=1)=[O:11])=[O:7])(C)(C)C>Cl.O1CCOCC1>[OH:28][CH:17]([C@@H:13]1[CH2:14][CH2:15][CH2:16][N:12]1[C:10](=[O:11])[C@@H:9]1[CH2:29][CH2:30][CH2:31][N:8]1[C:6](=[O:7])[CH2:18][O:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)[CH2:18][O:19][C:20]1[CH:21]=[CH:22][C:23]([O:26][CH3:27])=[CH:24][CH:25]=1

참가 물질

3

반응물 1

HCID 22860058(2S)-1-[N-(tert-Butoxycarbonyl)-L-prolyl]-2-[1-hydroxy-2(4-methoxyphenoxy)ethyl]pyrrolidine

생성물 1

HCID 67771834(2S)-2-[1-Hydroxy-2-(4-methoxyphenoxy)ethyl]-1-[N-(phenoxy-acetyl)-L-prolyl]pyrrolidine수율 149.7%

시약·촉매·용매 1

HCID 204431481,4-Dioxane hydrochloride용매

실험 절차

(2S)-1-[N-(tert-Butoxycarbonyl)-L-prolyl]-2-[1-hydroxy-2(4-methoxyphenoxy)ethyl]pyrrolidine (658 mg) was dissolved in 4N hydrochloric acid/1,4-dioxane (8 ml), and the mixture was stirred at room temperature for 0.5 hour. The residue obtained by concentration and drying of the reaction mixture was dissolved in methylene chloride (10 ml), and thereto were added dropwise triethylamine (0.42 ml) and phenoxyacetyl chloride (0.21 ml) under ice-cooling. After stirring the mixture under ice-cooling for 0.5 hour, and then at room temperature for 2 hours, the reaction mixture was treated in the same manner as in Example 46-D) to give 531 mg of the title compound.

후처리

  1. customThe residue obtained by concentration
  2. customdrying of the reaction mixture
  3. dissolutionwas dissolved in methylene chloride (10 ml)
  4. additionwere added dropwise triethylamine (0.42 ml) and phenoxyacetyl chloride (0.21 ml) under ice-
  5. temperaturecooling
  6. stirringAfter stirring the mixture under ice-
  7. temperaturecooling for 0.5 hour
  8. waitat room temperature for 2 hours
  9. additionthe reaction mixture was treated in the same manner as in Example 46-D)

출처 및 근거

ORD 기록
ord-dbc403983b034c6e8db7a6f3c8f8b519
출처 데이터셋
uspto-grants-1996_04
특허 번호
US05506256

반응 노트

불러오는 중…