Pyridine → HCID 86594936、化合物

HRID 2120059ノート

反応式

HRID 2120059 の反応式
[Na+].[P:2]([O:10][CH2:11][C@H:12]1[O:16][C@@H:15]([N:17]2[C:26]3[N:25]=[CH:24][N:23]=[C:21]([NH2:22])[C:20]=3[N:19]=[CH:18]2)[C@H:14]([OH:27])[C@@H:13]1[OH:28])([O:5][P:6]([O-:9])([O-:8])=[O:7])(=[O:4])[O-:3].[Na+].[Na+].N1C=CC=CC=1.[CH3:37][Si:38](Cl)([CH3:40])[CH3:39]>ClCCl>[P:2]([O:10][CH2:11][C@H:12]1[O:16][C@@:15]([Si:38]([CH3:40])([CH3:39])[CH3:37])([N:17]2[C:26]3[N:25]=[CH:24][N:23]=[C:21]([NH2:22])[C:20]=3[N:19]=[CH:18]2)[C@H:14]([OH:27])[C@@H:13]1[OH:28])([O:5][P:6]([OH:8])([OH:9])=[O:7])(=[O:3])[OH:4]

参加物

5

反応物 3

HCID 1049PyridineHCID 6397ChlorotrimethylsilaneHCID 12797869Adenosine 5′-(trihydrogen diphosphate), trisodium salt

生成物 1

HCID 86594936HCID 86594936、化合物収率 98.2%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

反応条件

温度
0 °C

実験手順

To a 500 mL round-bottomed flask was added 3 g (21.7 mmol) adenosine-5′-diphosphate sodium salt and 200 mL pyridine. After the salt had dissolved. the solution was cooled to 0° C. under nitrogen atmosphere. Trimethylsilyl chloride (85 g, 800 mmol) in 200 mL dichloromethane was added slowly to the solution. After this addition was complete, the reaction was stirred at 35° C. for 8 hr. The pyridine hydrochloride salt was removed by filtration and excess pyridine and dichloromethane removed under high vacuum for 24 hr to yield 19.3 g (21.3 mmol) of TMS-ADP. The product was used without further purification. This synthesis is illustrated in FIG. 4E.

後処理

  1. dissolutionAfter the salt had dissolved
  2. additionAfter this addition
  3. customThe pyridine hydrochloride salt was removed by filtration and excess pyridine and dichloromethane
  4. customremoved under high vacuum for 24 hr

出典と根拠

ORDレコード
ord-732c1ec22efa4d498053b3d49f60d810
出典データセット
uspto-grants-2004_02
特許番号
US06689760B1

反応ノート

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