2-Naphthalenesulfonyl chloride → (R)-3-(Naphthalene-2-sulfonamido)-3-phenylpropanoic Acid

HRID 2382756

反応式

HRID 2382756 の反応式
Cl.[NH2:2][C@@H:3]([C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)[CH2:4][C:5]([O:7]CC)=[O:6].[CH:16]1[C:25]2[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=2)[CH:19]=[CH:18][C:17]=1[S:26](Cl)(=[O:28])=[O:27].CCN(CC)CC>C(Cl)Cl>[CH:16]1[C:25]2[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=2)[CH:19]=[CH:18][C:17]=1[S:26]([NH:2][C@@H:3]([C:10]1[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=1)[CH2:4][C:5]([OH:7])=[O:6])(=[O:27])=[O:28]

参加物

5

反応物 3

HCID 71252-Naphthalenesulfonyl chlorideHCID 8471TriethylamineHCID 2734508ethyl (3R)-3-amino-3-phenylpropanoate hydrochloride

生成物 1

HCID 7549440(R)-3-(Naphthalene-2-sulfonamido)-3-phenylpropanoic Acid

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

To a solution of (R)-ethyl 3-amino-3-phenylpropanoate hydrochloride (5.04 g, 21.9 mmol) and naphthalene-2-sulfonyl chloride (4.97 g, 21.9 mmol) in CH2Cl2 (60 mL) was added a solution of Et3N (7.65 mL, 54.9 mmol) in CH2Cl2 (60 mL) at 0° C. over a period of 45 min. The reaction mixture was stirred at room temperature for 42 h and then washed with aqueous 1 M HCl (300 mL). The organic layer was dried (Na2SO4) and evaporated to dryness, which gave 8.05 g (96%) of S9-1 as a light pink solid.

後処理

  1. washwashed with aqueous 1 M HCl (300 mL)
  2. dry with materialThe organic layer was dried (Na2SO4)
  3. customevaporated to dryness, which
  4. customgave 8.05 g (96%) of S9-1 as a light pink solid

出典と根拠

ORDレコード
ord-02667b3f844b4292859c9a9196ec3076
出典データセット
uspto-grants-2012_09
特許番号
US08263598B2

関連ノート

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