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Chlorotrimethylsilane → HCID 15009334, 화합물

HRID 1494501
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HRID 1494501 반응식
[CH2:1]=[C:2]1[C@H:6]([OH:7])[C@@H:5]([CH2:8][OH:9])[O:4][C@H:3]1[N:10]1[CH:17]=[CH:16][C:14]([NH2:15])=[N:13][C:11]1=[O:12].C[Si](Cl)(C)C.[C:23](Cl)(=[O:33])[CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH3:32].O.N>N1C=CC=CC=1.O>[CH2:1]=[C:2]1[C@H:6]([OH:7])[C@@H:5]([CH2:8][OH:9])[O:4][C@H:3]1[N:10]1[CH:17]=[CH:16][C:14]([NH:15][C:23](=[O:33])[CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH3:32])=[N:13][C:11]1=[O:12]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 6397ChlorotrimethylsilaneHCID 66982Decanoyl chlorideHCID 30059132'-methyl-2'-deoxyidenecytidineHCID 12896473Azane;hydrate

생성물 1

HCID 15009334HCID 15009334, 화합물수율 45.6%

시약·촉매·용매 2

HCID 962Water용매
HCID 1049
Pyridine
용매

실험 절차

2'-Deoxy-2'-methylidenecytidine, 239 mg, was dissolved in 5 ml of pyridine, and to the solution was added dropwise 0.63 ml of trimethylsilyl chloride under ice cooling. The mixture was stirred at room temperature for 5 minutes and then 0.83 ml of decanoyl chloride was added dropwise to the mixture under ice cooling, followed by stirring at room temperature for 2 hours. After the reaction, 2 ml of water was added to the reaction solution, stirring was conducted at room temperature for 5 minutes, and then 2 ml of concentrated ammonia water was added to the solution, followed by stirring for 15 minutes. After the reaction, the solution was partitioned with chloroform, and the chloroform layer was distilled off under reduced pressure. The residue was treated with a silica gel chromatography (elution solvent-chloroform: methanol=25:1) to give 179 mg of the objective compound as an oleaginous product. Yield: 45.6%

후처리

  1. stirringby stirring at room temperature for 2 hours
  2. additionwas added to the reaction solution
  3. stirringstirring
  4. waitwas conducted at room temperature for 5 minutes
  5. stirringby stirring for 15 minutes
  6. customAfter the reaction
  7. customthe solution was partitioned with chloroform
  8. distillationthe chloroform layer was distilled off under reduced pressure
  9. additionThe residue was treated with a silica gel chromatography (elution solvent-chloroform: methanol=25:1)

출처 및 근거

ORD 기록
ord-209b11fcc276493abc54ec56062d5f24
출처 데이터셋
uspto-grants-1991_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05026835

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