Triphenylphosphine → ethyl (2Z)-2-(4-oxocyclohexyl)oxyimino-2-[2-(tritylamino)-1,3-thiazol-4-yl]acetate

HRID 1194947

反応式

HRID 1194947 の反応式
[OH:1][CH:2]1[CH2:7][CH2:6][C:5](=[O:8])[CH2:4][CH2:3]1.[C:9]([NH:28][C:29]1[S:30][CH:31]=[C:32](/[C:34](=[N:40]/O)/[C:35]([O:37][CH2:38][CH3:39])=[O:36])[N:33]=1)([C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)([C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.N(C(OC)=O)=NC(OC)=O.[K+].[Br-]>C1C=CC=CC=1>[C:9]([NH:28][C:29]1[S:30][CH:31]=[C:32](/[C:34](=[N:40]/[O:8][CH:5]2[CH2:6][CH2:7][C:2](=[O:1])[CH2:3][CH2:4]2)/[C:35]([O:37][CH2:38][CH3:39])=[O:36])[N:33]=1)([C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)([C:22]1[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=1)[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1

参加物

7

実験手順

4-Hydroxycyclohexanone (570 mg; J. B. Aldersley, G. N. Burkhardt, A. E. Gillam, and N. C. Hindley, J. Chem. Soc., 1940, 10) ethyl 2-(2-tritylaminothiazol-4-yl)-(Z)-2-hydroxyiminoacetate (1.37 g) and triphenyl-phosphine (860 mg) in anhydrous benzene (9 ml) were allowed to react with dimethyl azodicarboxylate (0.40 ml) as described in Example 67c except the reaction time was 14 days. Workup and chromatography gave the title compound (158 mg), νmax (KBr) 3390, 1737, 1710, 1596, 1585, 1529, and 1491cm-1 ; δH (CDCl3) 1.33 (3H, t, J 7Hz), 2.01, 2.31, and 2.55 (8H, 3m), 4.36 (2H, q, J 7z), 4.73 (1H, m), 6.52 (1H, s), 6.97 (1H, brs, D2O exch.), and 7.30 (15H, br s).

出典と根拠

ORDレコード
ord-b74806e46eb14c82a472f13ae452f449
出典データセット
uspto-grants-1989_03
特許番号
US04816452

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