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Sodium Hydroxide → 3-[2-((1R)-1-{(2R)-2-Hydroxy-3-[2-methyl-1-(naphthalen-2-yl)propan-2-ylamino]propoxy}ethyl)phenyl]propionic acid

HRID 1181589
ノート
印刷プレビュー

反応式

HRID 1181589 の反応式
[OH:1][C@H:2]([CH2:19][NH:20][C:21]([CH3:34])([CH3:33])[CH2:22][C:23]1[CH:32]=[CH:31][C:30]2[C:25](=[CH:26][CH:27]=[CH:28][CH:29]=2)[CH:24]=1)[CH2:3][O:4][C@@H:5]([C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=1[CH2:13][CH2:14][C:15]([O:17]C)=[O:16])[CH3:6].[OH-].[Na+]>CO.O1CCCC1>[OH:1][C@H:2]([CH2:19][NH:20][C:21]([CH3:33])([CH3:34])[CH2:22][C:23]1[CH:32]=[CH:31][C:30]2[C:25](=[CH:26][CH:27]=[CH:28][CH:29]=2)[CH:24]=1)[CH2:3][O:4][C@@H:5]([C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=1[CH2:13][CH2:14][C:15]([OH:17])=[O:16])[CH3:6]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 2

HCID 14798Sodium HydroxideHCID 58662623Methyl 3-[2-[(1R)-1-[(2R)-2-hydroxy-3-[[2-methyl-1-(naphthalen-2-yl)propan-2-yl]amino]propoxy]ethyl]phenyl]propionate

生成物 1

HCID 114083023-[2-((1R)-1-{(2R)-2-Hydroxy-3-[2-methyl-1-(naphthalen-2-yl)propan-2-ylamino]propoxy}ethyl)phenyl]propionic acid収率 63.5%

試薬・触媒・溶媒 2

HCID 887Methanol溶媒
HCID 8028
Tetrahydrofuran
溶媒

反応条件

温度
50 °C

実験手順

Methyl 3-[2-[(1R)-1-[(2R)-2-hydroxy-3-[[2-methyl-1-(naphthalen-2-yl)propan-2-yl]amino]propoxy]ethyl]phenyl]propionate (539 mg) obtained in Step 4 was dissolved in methanol (20 ml) and tetrahydrofuran (20 ml), 4N aqueous sodium hydroxide (2.5 ml) was added and the mixture was stirred at 50° C. for 8 hr. The reaction mixture was concentrated under reduced pressure. The obtained residue was diluted with water, neutralized with 10% aqueous citric acid, and the mixture was extracted with ethyl acetate. The organic layer was washed successively with water and brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure to give the title compound (332 mg).

後処理

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. additionThe obtained residue was diluted with water
  3. extractionthe mixture was extracted with ethyl acetate
  4. washThe organic layer was washed successively with water and brine
  5. dry with materialdried over anhydrous sodium sulfate
  6. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-ef6553b2106d463ea01c943acc48eaf1
出典データセット
uspto-grants-2007_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07285572B2

反応ノート

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このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート