Hydrochloric Acid → 2-(2-Tritylamino-4-thiazolyl)-2-cyanomethoxyimino-acetic acid

反応式

[OH-].[Na+].[C:3]([CH2:5][O:6][N:7]=[C:8]([C:15]1[N:16]=[C:17]([NH:20][C:21]([C:34]2[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=2)([C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=2)[C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)[S:18][CH:19]=1)[C:9]([O:11]CC#N)=[O:10])#[N:4].Cl>O1CCOCC1>[C:3]([CH2:5][O:6][N:7]=[C:8]([C:15]1[N:16]=[C:17]([NH:20][C:21]([C:34]2[CH:35]=[CH:36][CH:37]=[CH:38][CH:39]=2)([C:28]2[CH:29]=[CH:30][CH:31]=[CH:32][CH:33]=2)[C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)[S:18][CH:19]=1)[C:9]([OH:11])=[O:10])#[N:4]

参加物

実験手順

17.1 ml of N sodium hydroxide solution was added dropwise over 20 minutes to a mixture of 8.69 g of the product of Step A in 52 ml of dioxane in an ice bath and the mixture was abandoned whereby there was a spontaneous heating. 10.5 ml of 2 N hydrochloric acid were added thereto and the dioxane and almost all the water was evaporated. 20 ml of water and 30 ml of ether were added thereto and the mixture was stirred for 15 minutes. The crystals were recovered by vacuum filtration, were rinsed with water and ether and dried to obtain 4.32 g of the syn isomer of 2-(cyanomethyloxyimino)-2-(2-tritylamino-4-thiazolyl)-acetic acid with a melting point of 180° C. (with decomposition).