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Sodium Hydroxide → ((2R,3R)-3-benzyloxy-2-t-butoxycarbonylaminobutoxy)acetic acid

HRID 1677061
ノート
印刷プレビュー

反応式

HRID 1677061 の反応式
[OH-:1].[Na+].[C:3]([O:7][C:8]([N:10]1[C:15](=[O:16])[CH2:14][O:13][CH2:12][C@@H:11]1[C@H:17]([O:19][CH2:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)[CH3:18])=[O:9])([CH3:6])([CH3:5])[CH3:4]>CO>[CH2:20]([O:19][C@H:17]([CH3:18])[C@H:11]([NH:10][C:8]([O:7][C:3]([CH3:6])([CH3:5])[CH3:4])=[O:9])[CH2:12][O:13][CH2:14][C:15]([OH:1])=[O:16])[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 14798Sodium HydroxideHCID 67373558HCID 67373558、化合物

生成物 1

HCID 67373378((2R,3R)-3-benzyloxy-2-t-butoxycarbonylaminobutoxy)acetic acid

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

A 2 N sodium hydroxide solution (250 mL) was added to a methanol (250 mL) solution of (R)-3-((R)-1-benzyloxyethyl)-5-oxomorpholine-4-carboxylic acid t-butyl ester (40 g), and stirring was continued for 3 hours at room temperature. The methanol was removed under a vacuum, and ether was added, and the aqueous layer was partitioned. The aqueous layer was washed with ether, and the pH was adjusted to approximately pH 4 with a 5% citric acid solution. The resultant was extracted twice with ethyl acetate and washed twice with water. The organic layer was dried over anhydrous magnesium sulfate, and the solvent was removed under a vacuum, and the title compound (42.1 g) was obtained. The physical property values are as follows.

後処理

  1. customThe methanol was removed under a vacuum, and ether
  2. additionwas added
  3. customthe aqueous layer was partitioned
  4. washThe aqueous layer was washed with ether
  5. extractionThe resultant was extracted twice with ethyl acetate
  6. washwashed twice with water
  7. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  8. customthe solvent was removed under a vacuum

出典と根拠

ORDレコード
ord-52f491b838e4405aa85a20f2302c8cbc
出典データセット
uspto-grants-2011_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08008293B2

反応ノート

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