Tributylamine → Uridine 5'-triphosphate

HRID 217097

반응식

HRID 217097 반응식
C(N=C=NC(C)C)(C)C.[CH:10]1[C:16](=[O:17])[NH:15][C:13](=[O:14])[N:12]([C@@H:18]2[O:22][C@H:21]([CH2:23][O:24][P:25]([O:28][P:29]([O:32][P:33]([OH:36])([OH:35])=[O:34])([OH:31])=[O:30])([OH:27])=[O:26])[C@@H:20]([OH:37])[C@H:19]2[OH:38])[CH:11]=1.C(N(CCCC)CCCC)CCC.C(N(CCCC)CCCC)CCC.[Cl-].[Mg+2].[Cl-].C1C(=O)NC(=O)N([C@@H]2O[C@H](COP(OP(OP(OP(OC[C@H]3O[C@@H](N4C(=O)NC(=O)C=C4)[C@H](O)[C@@H]3O)([O-])=O)([O-])=O)([O-])=O)([O-])=O)[C@@H](O)[C@H]2O)C=1.[Na+].[Na+].[Na+].[Na+]>CN(C)C=O>[CH:10]1[C:16](=[O:17])[NH:15][C:13](=[O:14])[N:12]([C@@H:18]2[O:22][C@H:21]([CH2:23][O:24][P:25]([O:28][P:29]([O:32][P:33]([OH:35])([OH:36])=[O:34])([OH:31])=[O:30])([OH:27])=[O:26])[C@@H:20]([OH:37])[C@H:19]2[OH:38])[CH:11]=1

참가 물질

7

반응물 5

HCID 7622TributylamineHCID 12734DiisopropylcarbodiimideHCID 148196Diquafosol TetrasodiumHCID 5360315Magnesium ChlorideHCID 86638271UTP tributylamine

생성물 1

HCID 6133Uridine 5'-triphosphate수율 84.2%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매3회

실험 절차

Diisopropylcarbodiimide (364 μL, 2.37 mmol) was added to the dimethylformamide solution of UTP tributylamine salt prepared above in (1), and the mixture was stirred at room temperature for three hours. To the mixture were added the 0.184 M dimethylformamide solution of UMP tributylamine salt prepared above in (2) and a solution of anhydrous magnesium chloride (207.5 mg, 2.179 mmol) in dimethylformamide (4.9 mL), followed by stirring at room temperature for 255 minutes. The resultant reaction mixture was analyzed through HPLC (262 nm). As a result, Up4U (i.e., target product) was found to be produced from UTP at a synthesis yield of 84.2%.

후처리

  1. stirringby stirring at room temperature for 255 minutes
  2. customThe resultant reaction mixture

출처 및 근거

ORD 기록
ord-cd87aa7afee04f4884c8fb5bd24d1047
출처 데이터셋
uspto-grants-2012_06
특허 번호
US08193338B2

연결된 노트

불러오는 중…