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

HRID 9096

반응식

HRID 9096 반응식
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]

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 7360Tetrahydrofurfuryl alcohol용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-f30f6fee1bf24541893678b7a7c2463b
출처 데이터셋
uspto-grants-2006_08
특허 번호
US07091223B2

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