Hydrochloric Acid → (2R,4S,5S)-5-amino-4-hydroxy-2-methyl-6-phenylhexanoic acid (3,3-dimethylbutyl)-amide

HRID 1612428노트

반응식

HRID 1612428 반응식
C(OC(=O)[NH:7][C@@H:8]([CH2:23][C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1)[C@@H:9]([OH:22])[CH2:10][C@H:11]([C:13](=[O:21])[NH:14][CH2:15][CH2:16][C:17]([CH3:20])([CH3:19])[CH3:18])[CH3:12])(C)(C)C.Cl>O1CCOCC1>[CH3:19][C:17]([CH3:18])([CH3:20])[CH2:16][CH2:15][NH:14][C:13](=[O:21])[C@H:11]([CH3:12])[CH2:10][C@H:9]([OH:22])[C@@H:8]([NH2:7])[CH2:23][C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1

참가 물질

4

반응물 2

HCID 313Hydrochloric AcidHCID 69507916[(1S,2S,4R)-1-Benzyl-4-(3,3-dimethylbutylcarbamoyl)-2-hydroxypentyl]-carbamic acid t-butyl ester

생성물 1

HCID 68890142(2R,4S,5S)-5-amino-4-hydroxy-2-methyl-6-phenylhexanoic acid (3,3-dimethylbutyl)-amide수율 89%

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

실험 절차

[(1S,2S,4R)-1-Benzyl-4-(3,3-dimethylbutylcarbamoyl)-2-hydroxypentyl]-carbamic acid t-butyl ester (D1) (264 mg, 0.63 mmol) was treated with 4M HCl in dioxane (5 ml) and the resulting solution was stirred at room temperature for 1 h. It was then evaporated to dryness and the residue was partitioned between satd. aq. sodium carbonate and ethyl acetate. The aqueous layer was separated and extracted with further ethyl acetate. The combined organic extracts were washed with brine, dried over MgSO4, filtered and evaporated to afford product (179 mg, 89%).

후처리

  1. customIt was then evaporated to dryness
  2. customthe residue was partitioned between satd
  3. customThe aqueous layer was separated
  4. extractionextracted with further ethyl acetate
  5. washThe combined organic extracts were washed with brine
  6. dry with materialdried over MgSO4
  7. filtrationfiltered
  8. customevaporated

출처 및 근거

ORD 기록
ord-ed53054bab33447c8516de23ebd44c47
출처 데이터셋
uspto-grants-2006_01
특허 번호
US06992103B2

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