Carbon Dioxide → 3-Hydroxy-2-(hydroxymethyl)-2,3,3a,9a-tetrahydro-6H-furo[2',3':4,5][1,3]oxazolo[3,2-a]pyrimidin-6-one

HRID 1086146노트

반응식

HRID 1086146 반응식
[C@@H:1]1([N:10]2[CH:17]=[CH:16][C:14](=[O:15])[NH:13][C:11]2=[O:12])[O:9][C@H:6]([CH2:7][OH:8])[C@@H:4]([OH:5])[C@H:2]1O.CN(C)C=O.C1(OC(=O)OC2C=CC=CC=2)C=CC=CC=1.C(=O)=O>C(=O)(O)[O-].[Na+].CCOCC>[CH:16]1[C:14](=[O:15])[N:13]=[C:11]2[N:10]([CH:1]3[O:9][CH:6]([CH2:7][OH:8])[CH:4]([OH:5])[CH:2]3[O:12]2)[CH:17]=1

참가 물질

7

반응물 4

HCID 280Carbon DioxideHCID 6029UridineHCID 6228DimethylformamideHCID 7597Diphenyl carbonate

생성물 1

HCID 989613-Hydroxy-2-(hydroxymethyl)-2,3,3a,9a-tetrahydro-6H-furo[2',3':4,5][1,3]oxazolo[3,2-a]pyrimidin-6-one수율 80%

시약·촉매·용매 2

HCID 516892Sodium Bicarbonate촉매HCID 3283Diethyl Ether용매

실험 절차

Uridine (10 g, 0.04 mole) was dissolved in 20 ml of warm, dry dimethylformamide, and 11.4 g of diphenylcarbonate (0.06 m) and 0.2 g of sodium bicarbonate were added. The solution was stirred and heated at 150° C. until evolution of carbon dioxide ceased (30 min approx). After cooling the solution was poured into 200 ml of ether with rapid stirring. The resulting solid was filtered off, washed with ether, and recrystallised from methanol to give 7.2 g (80%) of the title compound, as white crystals, melting at 235°-40° C.

후처리

  1. temperatureof warm
  2. custom(30 min approx)
  3. temperatureAfter cooling the solution
  4. filtrationThe resulting solid was filtered off
  5. washwashed with ether
  6. customrecrystallised from methanol

출처 및 근거

ORD 기록
ord-bbfb7ccb6d8d4097b9633dcd7c1c7d16
출처 데이터셋
uspto-grants-1991_07
특허 번호
US05028596

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