6-Chloropurine riboside → N(6)-cyclohexyl-N(6)-methallyl-adenosine

HRID 328197

反応式

HRID 328197 の反応式
Cl[C:2]1[N:10]=[CH:9][N:8]=[C:7]2[C:3]=1[N:4]=[CH:5][N:6]2[C@@H:11]1[O:17][C@H:16]([CH2:18][OH:19])[C@@H:14]([OH:15])[C@H:12]1[OH:13].[CH2:20]([NH:24][CH:25]1[CH2:30][CH2:29][CH2:28][CH2:27][CH2:26]1)[C:21](=[CH2:23])[CH3:22]>C(O)CCC>[CH:25]1([N:24]([CH2:20][C:21](=[CH2:22])[CH3:23])[C:2]2[C:3]3[N:4]=[CH:5][N:6]([C:7]=3[N:8]=[CH:9][N:10]=2)[C@@H:11]2[O:17][C@H:16]([CH2:18][OH:19])[C@@H:14]([OH:15])[C@H:12]2[OH:13])[CH2:30][CH2:29][CH2:28][CH2:27][CH2:26]1

参加物

4

反応物 2

HCID 930036-Chloropurine ribosideHCID 10898899Methallyl-cyclohexylamine

生成物 1

HCID 13506439N(6)-cyclohexyl-N(6)-methallyl-adenosine収率 43%

試薬・触媒・溶媒 1

HCID 2631-Butanol溶媒

実験手順

4.3 g. 6-chloro-9-(β-D-ribofuranosyl)-purine and 7.6 g. methallyl-cyclohexylamine were heated under reflux for 2 hours in 50 ml. butanol. The reaction mixture was evaporated in a vacuum and the residue obtained was dissolved in 50 ml. ethyl acetate and then extracted twice with 50 ml. amounts of water. The organic phase was dried, again evaporated and the residue recrystallized from methanol. 2.6 g. (43% of theory) N(6)-cyclohexyl-N(6)-methallyl-adenosine were obtained; m.p. 110°- 112° C.

後処理

  1. temperatureunder reflux for 2 hours in 50 ml
  2. customThe reaction mixture was evaporated in a vacuum
  3. customthe residue obtained
  4. dissolutionwas dissolved in 50 ml
  5. extractionethyl acetate and then extracted twice with 50 ml
  6. customThe organic phase was dried
  7. customagain evaporated
  8. customthe residue recrystallized from methanol

出典と根拠

ORDレコード
ord-fe48b4d6cc5c4f06b118f1810568dc85
出典データセット
uspto-grants-1977_04
特許番号
US04016262

関連ノート

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