Triethylamine → 2'-deoxy-3'-O-[N-(2-n-propyl-n-pentanoyl)-glycyl]-5'-O-trityl-5-fluorouridine

HRID 728616노트

반응식

HRID 728616 반응식
[CH2:1]([CH:4]([CH2:12][CH2:13][CH3:14])[C:5]([NH:7][CH2:8][C:9]([OH:11])=[O:10])=[O:6])[CH2:2][CH3:3].C1(N=C=NC2CCCCC2)CCCCC1.[C:30]([O:49][CH2:50][C@H:51]1[O:55][C@@H:54]([N:56]2[CH:63]=[C:62]([F:64])[C:60](=[O:61])[NH:59][C:57]2=[O:58])[CH2:53][C@@H:52]1O)([C:43]1[CH:48]=[CH:47][CH:46]=[CH:45][CH:44]=1)([C:37]1[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=1)[C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1.C(N(CC)CC)C>C(Cl)Cl.CN(C1C=CN=CC=1)C>[CH2:12]([CH:4]([CH2:1][CH2:2][CH3:3])[C:5]([NH:7][CH2:8][C:9]([O:11][C@@H:52]1[C@@H:51]([CH2:50][O:49][C:30]([C:43]2[CH:44]=[CH:45][CH:46]=[CH:47][CH:48]=2)([C:37]2[CH:38]=[CH:39][CH:40]=[CH:41][CH:42]=2)[C:31]2[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=2)[O:55][C@@H:54]([N:56]2[CH:63]=[C:62]([F:64])[C:60](=[O:61])[NH:59][C:57]2=[O:58])[CH2:53]1)=[O:10])=[O:6])[CH2:13][CH3:14]

참가 물질

7

반응물 4

HCID 8471TriethylamineHCID 10868DicyclohexylcarbodiimideHCID 1819192-(2-propylpentanoylamino)acetic AcidHCID 108387042'-deoxy-5'-O-trityl-5-fluorouridine

생성물 1

HCID 186469282'-deoxy-3'-O-[N-(2-n-propyl-n-pentanoyl)-glycyl]-5'-O-trityl-5-fluorouridine수율 70.8%

시약·촉매·용매 2

HCID 142844-(Dimethylamino)pyridine촉매HCID 6344Dichloromethane용매

실험 절차

To a suspension in which 0.11 g of N-(2-n-propyl-n-pentanoyl)glycine was suspended in 15 ml of methylene chloride was added 0.11 g of dicyclohexylcarbodiimide under ice-cooling and stirring, and then the mixture was stirred under ice-cooling for one hour. Then, 0.27 g of 2'-deoxy-5'-O-trityl-5-fluorouridine, 70 mg of triethylamine and 34 mg of 4-(N,N-dimethylamino)pyridine were added to the mixture, and the mixture was reacted at room temperature for two days under stirring. Thereafter, the reaction mixture was treated according to the same method as in Reference example 5 to give 0.26 g (Yield: 70%) of the title compound.

후처리

  1. temperaturecooling
  2. stirringthe mixture was stirred under ice-
  3. temperaturecooling for one hour
  4. customthe mixture was reacted at room temperature for two days
  5. stirringunder stirring
  6. additionThereafter, the reaction mixture was treated

출처 및 근거

ORD 기록
ord-3aee5d3ab1a34bf89812ed66c532e522
출처 데이터셋
uspto-grants-1991_09
특허 번호
US05049551

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