Pyridine → HCID 86594936, 화합물

HRID 2120059노트

반응식

HRID 2120059 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

HCID 86594936HCID 86594936, 화합물수율 98.2%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

반응 조건

온도
0 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-732c1ec22efa4d498053b3d49f60d810
출처 데이터셋
uspto-grants-2004_02
특허 번호
US06689760B1

반응 노트

불러오는 중…