Sodium Hydroxide → 2',5'-Dideoxy-5-ethyl-5'-(2-phenylbutyramido)uridine

HRID 232371

반응식

HRID 232371 반응식
[OH-].[Na+].[NH2:3][CH2:4][C@H:5]1[O:9][C@@H:8]([N:10]2[CH:17]=[C:16]([CH2:18][CH3:19])[C:14](=[O:15])[NH:13][C:11]2=[O:12])[CH2:7][C@@H:6]1[OH:20].[C:21]1([CH:27]([CH2:31][CH3:32])[C:28](Cl)=[O:29])[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1>O>[CH2:18]([C:16]1[C:14](=[O:15])[NH:13][C:11](=[O:12])[N:10]([CH:17]=1)[C@@H:8]1[O:9][C@H:5]([CH2:4][NH:3][C:28](=[O:29])[CH:27]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[CH2:31][CH3:32])[C@@H:6]([OH:20])[CH2:7]1)[CH3:19]

참가 물질

5

반응물 3

HCID 14798Sodium HydroxideHCID 981732-Phenylbutyryl chlorideHCID 4518285'-Amino-2',5'-dideoxy-5-ethyluridine

생성물 1

HCID 186333852',5'-Dideoxy-5-ethyl-5'-(2-phenylbutyramido)uridine수율 69.8%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

1.25 of 1M sodium hydroxide solution were added to 0.255 g of 5'-amino-2',5'-dideoxy-5-ethyluridine in 5 ml of water and then 0.2 g of 2-phenylbutyryl chloride was added to the mixture. The resulting mixture was shaken for 10 minutes, whereby a white solid was deposited. This solid was collected by filtration, washed three times with 5 ml of water each time, dried at 50° C. in vacuo over phosphorus pentoxide and recrystallized from ethanol to give 0.28 g of 2',5'-dideoxy-5-ethyl-5'-(2-phenylbutyramido)uridine of melting point 235°-236° C.

후처리

  1. filtrationThis solid was collected by filtration
  2. washwashed three times with 5 ml of water each time
  3. dry with materialdried at 50° C. in vacuo over phosphorus pentoxide
  4. customrecrystallized from ethanol

출처 및 근거

ORD 기록
ord-d1e2eed9c8754fc397424db33acbc926
출처 데이터셋
uspto-grants-1989_07
특허 번호
US04851519

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