Acetic Acid → (S)-3-tert-butoxycarbonylamino-2-(4-isobutyrylpiperazin-1-yl)propanoic acid

HRID 2202199ノート

反応式

HRID 2202199 の反応式
[OH-].[Li+].[C:3]([O:7][C:8]([NH:10][CH2:11][C@H:12]([N:17]1[CH2:22][CH2:21][N:20]([C:23](=[O:27])[CH:24]([CH3:26])[CH3:25])[CH2:19][CH2:18]1)[C:13]([O:15]C)=[O:14])=[O:9])([CH3:6])([CH3:5])[CH3:4].C(O)(=O)C>O1CCCC1.O>[C:3]([O:7][C:8]([NH:10][CH2:11][C@H:12]([N:17]1[CH2:22][CH2:21][N:20]([C:23](=[O:27])[CH:24]([CH3:25])[CH3:26])[CH2:19][CH2:18]1)[C:13]([OH:15])=[O:14])=[O:9])([CH3:6])([CH3:5])[CH3:4]

参加物

6

反応物 3

HCID 176Acetic AcidHCID 3939Lithium HydroxideHCID 86675028HCID 86675028、化合物

生成物 1

HCID 66870931(S)-3-tert-butoxycarbonylamino-2-(4-isobutyrylpiperazin-1-yl)propanoic acid

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

10 ml (10 mmol) of an aqueous solution of lithium hydroxide having a concentration of 1N are added to a solution of 2.0 g (5.6 mmol) of methyl (S)-3-tert-butoxycarbonylamino-2-(4-isobutyrylpiperazin-1-yl)propanoate in 40 ml of tetrahydrofuran and 8 ml of water, and then the reaction medium is stirred at ambient temperature for 20 h. After the addition of an aqueous solution of acetic acid having a concentration of 1N, the product is extracted with n-butanol. The organic phase is dried over magnesium sulfate, filtered and concentrated under vacuum, 1.5 g (78%) of (S)-3-tert-butoxycarbonylamino-2-(4-isobutyrylpiperazin-1-yl)propanoic acid are obtained in the form of a white solid.

後処理

  1. extractionthe product is extracted with n-butanol
  2. dry with materialThe organic phase is dried over magnesium sulfate
  3. filtrationfiltered
  4. concentrationconcentrated under vacuum, 1.5 g (78%) of (S)-3-tert-butoxycarbonylamino-2-(4-isobutyrylpiperazin-1-yl)propanoic acid
  5. customare obtained in the form of a white solid

出典と根拠

ORDレコード
ord-857c1312fb2942b8b2cc0ee75c2e38ac
出典データセット
uspto-grants-2016_06
特許番号
US09365529B2

反応ノート

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