Acetic Anhydride → HCID 13556431、化合物

HRID 1981933ノート

反応式

[C@@H:1]1([C:10]2[Se:11][CH:12]=[C:13]([C:15]([NH2:17])=[O:16])[N:14]=2)[O:7][C@H:6]([CH2:8][OH:9])[C@@H:4]([OH:5])[C@H:2]1[OH:3].C(O[C:22](=[O:24])[CH3:23])(=O)C>>[C:2]([O:3][C@@H:2]1[C@H:4]([O:5][C:4](=[O:5])[CH3:6])[C@@H:6]([CH2:8][O:9][C:22](=[O:24])[CH3:23])[O:7][C@H:1]1[C:10]1[Se:11][CH:12]=[C:13]([C:15]([NH2:17])=[O:16])[N:14]=1)(=[O:3])[CH3:1]

参加物

反応物 2

HCID 7918Acetic Anhydride

HCID 1006652-beta-D-ribofuranosyl-4-selenazolecarboxamide

生成物 1

HCID 13556431HCID 13556431、化合物

実験手順

A mixture of 2-β-D-ribofuranosylselenazole-4-carboxamide (1.0 g, 3.25 mmol), N,N-dimethylaminopyridine (catalyst, 80 mg) and acetic anhydride (15 ml) was stirred at room temperature for 3 hours. The solvent was evaporated in vacuo and coevaporated with water (10 ml×2) to provide COMPOUND 3 as a white crystalline product which was triturated with water and collected by filtration. The product was recrystallized from water containing a few drops of ethanol to provide white needles: yield 1.2 g (85 percent), mp 117-119 degrees C. Analysis calculated for C15H18N2O8Se: C, 41.58; H, 4.19; N, 6.47; Se, 18.22. Found: C, 41.80; H, 4.30; N, 6.58; Se, 17.97. Corresponding 2', 3', 5'-O-acyl compounds of the invention are prepared from COMPOUND 1 by this procedure by reacting the latter with the appropriate acid anhydride until the reaction is complete and isolating the product in pure form.

後処理

customThe solvent was evaporated in vacuo

出典と根拠

ORDレコード: ord-02a289191fae4c7dbd73fb36e40d3123
出典データセット: uspto-grants-1986_06
DOI: 10.6084/m9.figshare.5104873.v1
特許番号: US04594416

反応ノート

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