Benzoyl chloride → N-[5-(5-Ethyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-3-hydroxy-tetrahydro-furan-2-ylmethyl]-benzamide

HRID 1085515

반응식

HRID 1085515 반응식
[C:1](Cl)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[NH2:10][CH2:11][C@H:12]1[O:16][C@@H:15]([N:17]2[CH:24]=[C:23]([CH2:25][CH3:26])[C:21](=[O:22])[NH:20][C:18]2=[O:19])[CH2:14][C@@H:13]1[OH:27]>[OH-].[Na+]>[C:1]([NH:10][CH2:11][C@H:12]1[O:16][C@@H:15]([N:17]2[CH:24]=[C:23]([CH2:25][CH3:26])[C:21](=[O:22])[NH:20][C:18]2=[O:19])[CH2:14][C@@H:13]1[OH:27])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

참가 물질

4

반응물 2

HCID 7412Benzoyl chlorideHCID 4518285'-Amino-2',5'-dideoxy-5-ethyluridine

생성물 1

HCID 5275928N-[5-(5-Ethyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-3-hydroxy-tetrahydro-furan-2-ylmethyl]-benzamide수율 39.1%

시약·촉매·용매 1

HCID 14798Sodium Hydroxide용매

실험 절차

140 mg of benzoyl chloride were added tc a solution of 255 mg of 5'-amino-2',5'-dideoxy-5-ethyluridine in 3 ml of 0.33M sodium hydroxide solution and the mixture was shaken vigorously for 5 minutes. The mixture was filtered and the solid was washed with 5 ml of water and 5 ml of diethyl ether, and recrystallized from ethanol to give 140 mg of 5'-benzamido-2',5'-dideoxy-5-ethyluridine of melting point 246°-247° C.

후처리

  1. filtrationThe mixture was filtered
  2. washthe solid was washed with 5 ml of water and 5 ml of diethyl ether
  3. customrecrystallized from ethanol

출처 및 근거

ORD 기록
ord-6921dd16dd264d61bd9b91f78e6fe183
출처 데이터셋
uspto-grants-1991_04
특허 번호
US05010060

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