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1-(beta-D-ribofuranosyl)-5-(thiocarbamoyl)amino-1H-imidazole-4-carboxamide → Guanosine

HRID 1588947
ノート
印刷プレビュー

反応式

HRID 1588947 の反応式
[C@@H:1]1([N:10]2[C:14]([NH:15][C:16](=S)[NH2:17])=[C:13]([C:19]([NH2:21])=[O:20])[N:12]=[CH:11]2)[O:7][C@H:6]([CH2:8][OH:9])[C@@H:4]([OH:5])[C@H:2]1[OH:3]>[OH-].[Na+].S([O-])([O-])(=O)=O.[Cu+2]>[C@@H:1]1([N:10]2[CH:11]=[N:12][C:13]3[C:19](=[O:20])[NH:21][C:16]([NH2:17])=[N:15][C:14]2=3)[O:7][C@H:6]([CH2:8][OH:9])[C@@H:4]([OH:5])[C@H:2]1[OH:3]
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 1

HCID 537754951-(beta-D-ribofuranosyl)-5-(thiocarbamoyl)amino-1H-imidazole-4-carboxamide

生成物 1

HCID 135398635Guanosine収率 65%

試薬・触媒・溶媒 2

HCID 24462Copper Sulfate触媒HCID 14798Sodium Hydroxide溶媒

実験手順

The crude product of 1-(β-D-ribofuranosyl)-5-(thiocarbamoyl)amino-1H-imidazole-4-carboxamide (5.0 g) was added to a suspension of copper sulphate (2.9 g, 18 mM) in 3N sodium hydroxide (60 ml) and refluxed for 1 hour. After filtration 33% aqueous acetic acid (30 ml) was added to the filtrate and it was refluxed again while being treated with activated coal. The coal was filtered off, and the solution was cooled to room temperature overnight. Filtration, washing with water and drying gave 2.0 g (65%) of 9-β-D-ribofuranosyl guanine, H2O (guanosine, H2O) as a white powder, mp. 250° C. (dec.). The product had the same physical data as an authentic sample of guanosine, H2O.

後処理

  1. temperaturerefluxed for 1 hour
  2. filtrationAfter filtration 33% aqueous acetic acid (30 ml)
  3. additionwas added to the filtrate and it
  4. temperaturewas refluxed again
  5. additionwhile being treated with activated coal
  6. filtrationThe coal was filtered off
  7. filtrationFiltration
  8. washwashing with water
  9. customdrying

出典と根拠

ORDレコード
ord-c554eee1db7143e9bfd0c1a4aebf75c1
出典データセット
uspto-grants-1993_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05223619

反応ノート

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