Sodium Hydroxide → 2-Tert-butoxycarbonyloxyamino-thiazole-5-carboxylic acid

HRID 9096

反応式

HRID 9096 の反応式
C([O:3][C:4]([C:6]1[S:10][C:9]([NH:11][O:12][C:13]([O:15][C:16]([CH3:19])([CH3:18])[CH3:17])=[O:14])=[N:8][C:7]=1C)=[O:5])C.[OH-].[Na+]>O1CCCC1CO>[C:16]([O:15][C:13]([O:12][NH:11][C:9]1[S:10][C:6]([C:4]([OH:5])=[O:3])=[CH:7][N:8]=1)=[O:14])([CH3:19])([CH3:17])[CH3:18]

参加物

4

反応物 2

HCID 14798Sodium HydroxideHCID 21911455Ethyl-2-tert-butoxycarbonyloxyamino-4-methyl-thiazole-5-carboxylate

生成物 1

HCID 219112552-Tert-butoxycarbonyloxyamino-thiazole-5-carboxylic acid

試薬・触媒・溶媒 1

HCID 7360Tetrahydrofurfuryl alcohol溶媒

実験手順

A stirred solution of ethyl-2-tert-butoxycarbonyloxyamino-4-methyl-thiazole-5-carboxylate (1.1 g, 4.2 mmol) in tetrahydrofuran-methanol (80 mL, 1:1) was treated with a 6N aq. NaOH solution (20 mL, 120 mmol). The mixture was stirred at rt for 24 h. Most of THF and methanol were removed by distillation under reduced pressure and the aq. Solution was acidified with 6 N aq. HCl solution (22 mL). The precipitated solid was filtered, washed with water and ether, air dried followed by drying in vacuo to obtain the title acid (940 mg, 96%) as an off-white solid.

後処理

  1. customMost of THF and methanol were removed by distillation under reduced pressure
  2. filtrationThe precipitated solid was filtered
  3. washwashed with water and ether, air
  4. customdried
  5. customby drying in vacuo
  6. customto obtain the title acid (940 mg, 96%) as an off-white solid

出典と根拠

ORDレコード
ord-f30f6fee1bf24541893678b7a7c2463b
出典データセット
uspto-grants-2006_08
特許番号
US07091223B2

関連ノート

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