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

HRID 328197

반응식

HRID 328197 반응식
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

참가 물질

4

반응물 2

HCID 930036-Chloropurine ribosideHCID 10898899Methallyl-cyclohexylamine

생성물 1

HCID 13506439N(6)-cyclohexyl-N(6)-methallyl-adenosine수율 43%

시약·촉매·용매 1

HCID 2631-Butanol용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-fe48b4d6cc5c4f06b118f1810568dc85
출처 데이터셋
uspto-grants-1977_04
특허 번호
US04016262

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