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Tetrahydrofuran → Ethyl-2-tert-butoxycarbonyloxyamino-4-methyl-thiazole-5-carboxylate

HRID 458242
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HRID 458242 반응식
[CH2:1]([O:3][C:4]([C:6]1[S:10][C:9]([NH2:11])=[N:8][CH:7]=1)=[O:5])[CH3:2].[C:12]([O:16][C:17]([O:19]C(OC(C)(C)C)=O)=[O:18])([CH3:15])([CH3:14])[CH3:13].O1CCC[CH2:28]1>CN(C)C1C=CN=CC=1>[CH2:1]([O:3][C:4]([C:6]1[S:10][C:9]([NH:11][O:19][C:17]([O:16][C:12]([CH3:15])([CH3:14])[CH3:13])=[O:18])=[N:8][C:7]=1[CH3:28])=[O:5])[CH3:2]
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참가 물질

5

반응물 3

HCID 8028TetrahydrofuranHCID 90495Di-tert-butyl dicarbonateHCID 3146282-Amino-thiazole-5-carboxylic acid ethyl ester

생성물 1

HCID 21911455Ethyl-2-tert-butoxycarbonyloxyamino-4-methyl-thiazole-5-carboxylate수율 70%

시약·촉매·용매 1

HCID 142844-(Dimethylamino)pyridine촉매

실험 절차

A suspension of ethyl-2-amino-thiazole-5-carboxylate (972 mg, 6 mmol, B. Plouvler, C. Bailly, R. Houssin, j-P. Henlchart Heterocyles 32(4), 693–701, 1991 and H. J. Becker, J. de Jonge Rec. Trav. Chim, 61, 463, 1942), di-t-butyldicarbonate (1.94 g, 9 mmol) and 4-dimethylaminopyridine (73 mg, 0.6 mmol) in dry tetrahydrofuran (75 mL) was stirred under nitrogen for 24 h. The solvent was evaporated in vacuo. The residue was suspended in ether (50 mL). The solid was washed with ether (10 mL, 3×), and dried in vacuo to obtain the title compound (1.1 g, 70%).

후처리

  1. customThe solvent was evaporated in vacuo
  2. washThe solid was washed with ether (10 mL, 3×)
  3. customdried in vacuo

출처 및 근거

ORD 기록
ord-15c51b6ac41049f0a078b6f748bbcf3d
출처 데이터셋
uspto-grants-2007_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07189854B2

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