(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 1720533ノート

反応式

HRID 1720533 の反応式
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

参加物

3

反応物 1

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 204431481,4-Dioxane hydrochloride溶媒

実験手順

(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.

後処理

  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)

出典と根拠

ORDレコード
ord-dbc403983b034c6e8db7a6f3c8f8b519
出典データセット
uspto-grants-1996_04
特許番号
US05506256

反応ノート

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