2-(2,6-Dichlorophenyl)acetyl chloride → 2',3',5'-Trideoxy-5'-[2(2,6-dichlorophenyl)acetamido]-5-ethyluridine

HRID 232357

반응식

HRID 232357 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([Cl:8])[C:3]=1[CH2:9][C:10](Cl)=[O:11].[NH2:13][CH2:14][C@H:15]1[O:19][C@@H:18]([N:20]2[CH:27]=[C:26]([CH2:28][CH3:29])[C:24](=[O:25])[NH:23][C:21]2=[O:22])[CH2:17][CH2:16]1>C(OCC)C.[OH-].[Na+]>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([Cl:8])[C:3]=1[CH2:9][C:10]([NH:13][CH2:14][C@H:15]1[O:19][C@@H:18]([N:20]2[CH:27]=[C:26]([CH2:28][CH3:29])[C:24](=[O:25])[NH:23][C:21]2=[O:22])[CH2:17][CH2:16]1)=[O:11]

참가 물질

5

반응물 2

HCID 27581482-(2,6-Dichlorophenyl)acetyl chlorideHCID 542272605'-Amino-2',3',5'-trideoxy-5-ethyluridine

생성물 1

HCID 186333792',3',5'-Trideoxy-5'-[2(2,6-dichlorophenyl)acetamido]-5-ethyluridine

시약·촉매·용매 2

HCID 3283Diethyl Ether용매HCID 14798Sodium Hydroxide용매

실험 절차

A solution of (2,6-dichlorophenyl)acetyl chloride (prepared from 146 mg of the acid) in 1 ml of diethyl ether was added to a solution of 170 mg of 5'-amino-2',3',5'-trideoxy-5-ethyluridine in 2.72 ml of 0.26M sodium hydroxide solution and the mixture was shaken for 10 minutes. The mixture was filtered and the solid was recrystallized from 20 ml of ethanol to give 150 mg of 2',3',5'-trideoxy-5'-[2-(2,6-dichlorophenyl)acetamido]-5-ethyluridine in the form of a white solid of melting point 237°-238° C.

후처리

  1. filtrationThe mixture was filtered
  2. customthe solid was recrystallized from 20 ml of ethanol

출처 및 근거

ORD 기록
ord-6c8b118d98e44a2a9f1a9c0a3196691d
출처 데이터셋
uspto-grants-1989_07
특허 번호
US04851519

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