Water → 2-Amino-1,3-thiazole-4-carboxylic acid, N-BOC protected

HRID 2222986ノート

反応式

HRID 2222986 の反応式
C[O:2][C:3]([C:5]1[N:6]=[C:7]([NH:10][C:11]([O:13][C:14]([CH3:17])([CH3:16])[CH3:15])=[O:12])[S:8][CH:9]=1)=[O:4].O.O.[OH-].[Li+]>O1CCCC1>[C:14]([O:13][C:11]([NH:10][C:7]1[S:8][CH:9]=[C:5]([C:3]([OH:4])=[O:2])[N:6]=1)=[O:12])([CH3:17])([CH3:15])[CH3:16]

参加物

5

反応物 3

HCID 962WaterHCID 168937Lithium hydroxide, monohydrateHCID 7213137Methyl 2-Boc-aminothiazole-4-carboxylate

生成物 1

HCID 15020512-Amino-1,3-thiazole-4-carboxylic acid, N-BOC protected収率 71%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

2-tert-Butoxycarbonylamino-thiazole-4-carboxylic acid methyl ester (15.5 g, 60.01 mmol) was dissolved in 4:1 tetrahydrofuran:water (300 mL) followed by the addition of lithium hydroxide monohydrate (5.29 g, 126.07 mmol). The solution was stirred overnight at room temperature. Tetrahydrofuran was removed under vacuum and the salt was neutralized with 2.0 N aqueous hydrochloric acid. The resulting precipitate was filtered and dried to give 2-tert-butoxycarbonylamino-thiazole-4-carboxylic acid (10.4 g, 71%).

後処理

  1. customTetrahydrofuran was removed under vacuum
  2. filtrationThe resulting precipitate was filtered
  3. customdried

出典と根拠

ORDレコード
ord-2e6ade06a8bf4b1e972ddff4a545d660
出典データセット
uspto-grants-2008_05
特許番号
US07371869B2

反応ノート

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