Sodium Hydroxide → 2',5'-Dideoxy-5-ethyl-5'-[2-(2-thienyl)acetamido]uridine

HRID 1085539

반응식

HRID 1085539 반응식
[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH2:6][C:7](Cl)=[O:8].[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+]>O>[CH2:25]([C:23]1[C:21](=[O:22])[NH:20][C:18](=[O:19])[N:17]([CH:24]=1)[C@@H:15]1[O:16][C@H:12]([CH2:11][NH:10][C:7](=[O:8])[CH2:6][C:2]2[S:1][CH:5]=[CH:4][CH:3]=2)[C@@H:13]([OH:27])[CH2:14]1)[CH3:26]

참가 물질

5

반응물 3

HCID 14798Sodium HydroxideHCID 1623622-Thiopheneacetyl chlorideHCID 4518285'-Amino-2',5'-dideoxy-5-ethyluridine

생성물 1

HCID 545708912',5'-Dideoxy-5-ethyl-5'-[2-(2-thienyl)acetamido]uridine수율 52.8%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

0.18 g of 2-thiopheneacetylchloride was added to a solution of 0.255 g of 5'-amino-2',5'-dideoxy-5-ethyluridine in 5 ml of water containing 1.2 ml of 1M sodium hydroxide solution and the resulting mixture was shaken vigorously for 10 minutes. The resulting white solid was collected by filtration, washed with water, dried at 50° C. in vacuo over phosphorus pentoxide and recrystallized from ethanol to give 0.2 g of 2',5'-dideoxy-5-ethyl-5'-[2-(2-thienyl)acetamido]uridine of melting point 215°-217° C.

후처리

  1. filtrationThe resulting white solid was collected by filtration
  2. washwashed with water
  3. dry with materialdried at 50° C. in vacuo over phosphorus pentoxide
  4. customrecrystallized from ethanol

출처 및 근거

ORD 기록
ord-4793037ff7474d6dbdda4aa7fcbe1ce1
출처 데이터셋
uspto-grants-1991_04
특허 번호
US05010060

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