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

HRID 32814

反応式

HRID 32814 の反応式
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]

参加物

6

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-0b496ff46b594c1e9dc291e3104313e2
出典データセット
uspto-grants-2008_09
特許番号
US07427635B2

関連ノート

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