Ethanesulfonic acid → HCID 14855154、化合物

HRID 330586

反応式

HRID 330586 の反応式
C([N:4]1[C:12]([Cl:13])=[C:11]2[C:7](=[N:8][CH:9]=[N:10]2)[N:6]=[C:5]1[NH:14][C:15](=[O:17])[CH3:16])(=O)C.C(O[CH2:22][O:23][CH:24]([CH2:30][O:31][C:32](=[O:34])[CH3:33])[CH2:25][O:26][C:27](=[O:29])[CH3:28])(=O)C.C(S(O)(=O)=O)C>ClCCl>[C:32]([O:31][CH2:30][CH:24]([O:23][CH2:22][N:8]1[CH:9]=[N:10][C:11]2[C:7]1=[N:6][C:5]([NH:14][C:15](=[O:17])[CH3:16])=[N:4][C:12]=2[Cl:13])[CH2:25][O:26][C:27](=[O:29])[CH3:28])(=[O:34])[CH3:33]

参加物

5

反応物 3

HCID 11668Ethanesulfonic acidHCID 97948881,3-Propanediol, 2-((acetyloxy)methoxy)-, 1,3-diacetateHCID 178474411HCID 178474411、化合物

生成物 1

HCID 14855154HCID 14855154、化合物収率 23.7%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

A round-bottomed flask (10 ml) was charged with N-acetyl-2-acetamido-6-chloropurine (2.0 g, 7.9 mmoles), 1,3-diacetoxy-2-propoxymethyl acetate (2.7 g, 10.9 mmoles), and ethanesulfonic acid (63 mg). The mixture was heated in an oil bath maintained at 130° and a vacuum was applied. Thin layer chromatography showed no heterocyclic starting material after 1.5 hours and heating was discontinued. The mixture was dissolved in dichloromethane (50 ml) and filtered through Celite. The filtrate was evaporated to a residue and chromatographed on silica gel using dichloromethane/methanol (98:2) as the eluant. The product-containing fractions were combined and evaporated to give 0.75 g of pure product, m.p. 139°-140°.

後処理

  1. temperatureThe mixture was heated in an oil bath
  2. temperaturemaintained at 130°
  3. customafter 1.5 hours
  4. temperatureheating
  5. filtrationfiltered through Celite
  6. customThe filtrate was evaporated to a residue
  7. customchromatographed on silica gel
  8. customevaporated

出典と根拠

ORDレコード
ord-0343305172d346339c8b2788ac7ef181
出典データセット
uspto-grants-1990_01
特許番号
US04897479

関連ノート

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