Acetic Anhydride → HCID 13556431, compound

HRID 1981925Notes

Reaction equation

[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]

Participants

Reactant 2

HCID 7918Acetic Anhydride

HCID 100665Selenazofurin

Product 1

HCID 13556431HCID 13556431, compound

Procedure

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.

Workup

customThe solvent was evaporated in vacuo

Sources & evidence

ORD record: ord-157c1eb09c2a4193814abbfad2622b41
Source dataset: uspto-grants-1986_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04594414

Reaction notes

Loading…