p-Toluenesulfonic acid → 7-[(1-Ethoxyethoxy)methyl]-7,8-dihydro-5H-[1,4]oxazino[4,3-b]thieno[3,2-e]-1,2-thiazine-5-one 10,10-dioxide

HRID 1490053ノート

反応式

HRID 1490053 の反応式
[OH:1][CH2:2][CH:3]1[O:12][C:11](=[O:13])[C:10]2[N:5]([S:6](=[O:18])(=[O:17])[C:7]3[S:16][CH:15]=[CH:14][C:8]=3[CH:9]=2)[CH2:4]1.[CH:19]([O:21][CH2:22][CH3:23])=[CH2:20].C1(C)C=CC(S(O)(=O)=O)=CC=1>C1COCC1>[CH2:19]([O:21][CH:22]([O:1][CH2:2][CH:3]1[O:12][C:11](=[O:13])[C:10]2[N:5]([S:6](=[O:17])(=[O:18])[C:7]3[S:16][CH:15]=[CH:14][C:8]=3[CH:9]=2)[CH2:4]1)[CH3:23])[CH3:20]

参加物

5

反応物 3

HCID 6101p-Toluenesulfonic acidHCID 8023Ethyl vinyl etherHCID 214805027-Hydroxymethyl-7,8-dihydro-5H-[1,4]oxazino[4,3-b]thieno[3,2-e]-1,2-thiazine-5-one 10,10-dioxide

生成物 1

HCID 214804957-[(1-Ethoxyethoxy)methyl]-7,8-dihydro-5H-[1,4]oxazino[4,3-b]thieno[3,2-e]-1,2-thiazine-5-one 10,10-dioxide収率 54.3%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

A suspension of the product from Step C (10 g, 34.84 mmol) in anhydrous THF (200 mL) at 0° C. was combined with ethyl vinyl ether (5.02 g, 69.68 mmol) and p-toluenesulfonic acid (1.32 g, 6.9 mmol); this mixture was stirred until it became homogeneous. The reaction mixture was filtered through silica and the solvent evaporated to give a residue which was purified by column chromatography (silica, ethyl acetate/hexane, 3:7) to give 6.8 g (54%) of an oil.

後処理

  1. filtrationThe reaction mixture was filtered through silica
  2. customthe solvent evaporated
  3. customto give a residue which
  4. customwas purified by column chromatography (silica, ethyl acetate/hexane, 3:7)

出典と根拠

ORDレコード
ord-d01c1dbd12f84cd4aeb2762212461a4d
出典データセット
uspto-grants-1997_10
特許番号
US05681834

反応ノート

読み込み中…