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

HRID 728616ノート

反応式

HRID 728616 の反応式
[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]

参加物

7

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 142844-(Dimethylamino)pyridine触媒HCID 6344Dichloromethane溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-3aee5d3ab1a34bf89812ed66c532e522
出典データセット
uspto-grants-1991_09
特許番号
US05049551

反応ノート

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