4-Toluenesulfonyl chloride → HCID 5280128, 화합물

HRID 1904996노트

반응식

HRID 1904996 반응식
[CH2:1]([C:3]1[C:4](=[O:18])[NH:5][C:6](=[O:17])[N:7]([CH:16]=1)[C@@H:8]1[O:15][C@H:12]([CH2:13][OH:14])[C@@H:10]([OH:11])[CH2:9]1)[CH3:2].[C:19]1([CH3:29])[CH:24]=[CH:23][C:22]([S:25](Cl)(=[O:27])=[O:26])=[CH:21][CH:20]=1>N1C=CC=CC=1>[CH2:1]([C:3]1[C:4](=[O:18])[NH:5][C:6](=[O:17])[N:7]([CH:16]=1)[C@@H:8]1[O:15][C@H:12]([CH2:13][O:14][S:25]([C:22]2[CH:23]=[CH:24][C:19]([CH3:29])=[CH:20][CH:21]=2)(=[O:27])=[O:26])[C@@H:10]([OH:11])[CH2:9]1)[CH3:2]

참가 물질

4

반응물 2

HCID 73974-Toluenesulfonyl chloride2회HCID 66377Edoxudin

생성물 1

HCID 5280128HCID 5280128, 화합물수율 39.4%

시약·촉매·용매 1

HCID 1049Pyridine용매

반응 조건

온도
0 °C

실험 절차

To an ice-cooled solution of 5-ethyl-2'-deoxyuridine (1.0 g, 3.9 mmole) in dry pyridine (10 ml), is added p-toluenesulfonyl chloride (0.83 g, 4.4 mmole) and the reaction is kept at 0° C. for 42 hours. Tlc indicates that the starting material remains. Additional p-toluenesulfonyl chloride (180 mg) is added, and the solution is stirred at ca. 0° C. for 5 hours. The mixture is then evacuated in vacuo to a syrup, which is chromatographed on a short vacuum silica gel column using chloroform-methanol (15:1) to yield a white amorphous powder (630 mg, 39%), m.p. 173°-175° C.

후처리

  1. customThe mixture is then evacuated in vacuo to a syrup, which
  2. customis chromatographed on a short vacuum silica gel column

출처 및 근거

ORD 기록
ord-99274063c2c142e5ac331bea786af1f3
출처 데이터셋
uspto-grants-1989_06
특허 번호
US04841039

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