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

HRID 32814

반응식

HRID 32814 반응식
O.[OH-].[Li+].C([O:6][C:7]([C:9]1[N:10]=[C:11]([NH:14][C:15]([O:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[O:16])[S:12][CH:13]=1)=[O:8])C.Cl>O1CCCC1.O>[C:18]([O:17][C:15]([NH:14][C:11]1[S:12][CH:13]=[C:9]([C:7]([OH:8])=[O:6])[N:10]=1)=[O:16])([CH3:21])([CH3:19])[CH3:20]

참가 물질

6

반응물 3

HCID 313Hydrochloric AcidHCID 168937Lithium hydroxide, monohydrateHCID 22280595Ethyl 2-((tert-butoxycarbonyl)amino)-1,3-thiazole-4-carboxylate

생성물 1

HCID 15020512-Amino-1,3-thiazole-4-carboxylic acid, N-BOC protected수율 94%

시약·촉매·용매 2

HCID 962Water용매HCID 8028Tetrahydrofuran용매

실험 절차

Lithium hydroxide monohydrate (20.16 g, 0.48 mol) was added to a stirred solution of 2-tert-butoxycarbonylamino-thiazole-4-carboxylic acid ethyl ester (52.35 g, 0.192 mol) in a mixture of tetrahydrofuran (800 mL) and water (200 mL). The mixture was stirred over night. 1 N Aqueous hydrochloric acid (480 mL) was added and the reaction mixture concentrated in vacuo to remove tetrahydrofuran. The mixture was then diluted with water and filtered. The solid was washed with water, ether and dried overnight to give 2-tert-butoxycarbonylamino-thiazole-4-carboxylic acid (43.9 g, 94%).

후처리

  1. concentrationthe reaction mixture concentrated in vacuo
  2. customto remove tetrahydrofuran
  3. additionThe mixture was then diluted with water
  4. filtrationfiltered
  5. washThe solid was washed with water, ether
  6. customdried overnight

출처 및 근거

ORD 기록
ord-0b496ff46b594c1e9dc291e3104313e2
출처 데이터셋
uspto-grants-2008_09
특허 번호
US07427635B2

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