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

HRID 232357

反応式

HRID 232357 の反応式
[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]

参加物

5

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 3283Diethyl Ether溶媒HCID 14798Sodium Hydroxide溶媒

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-6c8b118d98e44a2a9f1a9c0a3196691d
出典データセット
uspto-grants-1989_07
特許番号
US04851519

関連ノート

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