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

HRID 1612428ノート

反応式

HRID 1612428 の反応式
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

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒

実験手順

[(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%).

後処理

  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

出典と根拠

ORDレコード
ord-ed53054bab33447c8516de23ebd44c47
出典データセット
uspto-grants-2006_01
特許番号
US06992103B2

反応ノート

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