Methanesulfonyl chloride → HCID 22873066、化合物

HRID 1781575ノート

反応式

HRID 1781575 の反応式
[C:1]([O:4][CH2:5][C@H:6]1[O:10][C@@H:9]([N:11]2[CH:19]=[C:17]([CH3:18])[C:15](=[O:16])[NH:14][C:12]2=[O:13])[CH2:8][C@@H:7]1[OH:20])(=[O:3])[CH3:2].[CH3:21][S:22](Cl)(=[O:24])=[O:23]>N1C=CC=CC=1>[C:1]([O:4][CH2:5][C@H:6]1[O:10][C@@H:9]([N:11]2[CH:19]=[C:17]([CH3:18])[C:15](=[O:16])[NH:14][C:12]2=[O:13])[CH2:8][C@@H:7]1[O:20][S:22]([CH3:21])(=[O:24])=[O:23])(=[O:3])[CH3:2]

参加物

4

反応物 2

HCID 31297Methanesulfonyl chloride2 回HCID 9814370Thymidine acetate

生成物 1

HCID 22873066HCID 22873066、化合物

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

反応条件

温度
0 °C

実験手順

The 5'-O-acetylthymidine obtained in Example 7 was dissolved in 100 ml of pyridine and cooled to 0° C. Then, 11.57 g (2 equivalents) of methanesulfonyl chloride were added thereto. After these were reacted at 0° C. for 1.5 hours, 5.79 g (one equivalent) of methanesulfonyl chloride were added thereto and reacted at 0° C. for 1.5 hours. The reaction mixture was concentrated under reduced pressure, the residue was dissolved in methylene chloride, and the insoluble substances were removed by filtration. The organic layer was washed with water; aqueous, saturated sodium hydrogencarbonate solution; water; and saturated saline solution in this order, dried with anhydrous sodium sulfate and concentrated under reduced pressure to obtain 10.4 g of 5'-O-acetyl-3'-O-methanesulfonylthymidine. The product was used in the next reaction, without being isolated.

後処理

  1. customAfter these were reacted at 0° C. for 1.5 hours
  2. customreacted at 0° C. for 1.5 hours
  3. concentrationThe reaction mixture was concentrated under reduced pressure
  4. dissolutionthe residue was dissolved in methylene chloride
  5. customthe insoluble substances were removed by filtration
  6. washThe organic layer was washed with water
  7. dry with materialand saturated saline solution in this order, dried with anhydrous sodium sulfate
  8. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-72f2399edc644c439d5d6ecafa1270b7
出典データセット
uspto-grants-1997_05
特許番号
US05633366

反応ノート

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