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

HRID 1588947
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HRID 1588947 반응식
[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]
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참가 물질

4

반응물 1

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

생성물 1

HCID 135398635Guanosine수율 65%

시약·촉매·용매 2

HCID 24462Copper Sulfate촉매HCID 14798Sodium Hydroxide용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-c554eee1db7143e9bfd0c1a4aebf75c1
출처 데이터셋
uspto-grants-1993_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05223619

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