1,8-Diazabicyclo(5.4.0)undec-7-ene → HCID 86607319, 화합물

HRID 552730

반응식

HRID 552730 반응식
[Cl:1][C:2]1[N:10]=[CH:9][N:8]=[C:7]2[C:3]=1[N:4]=[CH:5][N:6]2[C@@H:11]1[CH2:15][C@H:14]([CH2:16][OH:17])[C@@H:13]([OH:18])[C@H:12]1[OH:19].N12CCCN=C1CCCCC2.Cl[Si:32]([CH:45]([CH3:47])[CH3:46])([CH:42]([CH3:44])[CH3:43])[O:33][Si:34](Cl)([CH:38]([CH3:40])[CH3:39])[CH:35]([CH3:37])[CH3:36]>C(C#N)(C)=O>[Cl:1][C:2]1[N:10]=[CH:9][N:8]=[C:7]2[C:3]=1[N:4]=[CH:5][N:6]2[C@H:11]1[C@H:12]([OH:19])[C@@H:13]2[O:18][Si:32]([CH:42]([CH3:44])[CH3:43])([CH:45]([CH3:47])[CH3:46])[O:33][Si:34]([CH:38]([CH3:40])[CH3:39])([CH:35]([CH3:36])[CH3:37])[O:17][CH2:16][C@H:14]2[CH2:15]1

참가 물질

5

반응물 3

HCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 1724041,3-DichlorotetraisopropyldisiloxaneHCID 15953913HCID 15953913, 화합물

생성물 1

HCID 86607319HCID 86607319, 화합물수율 67%

시약·촉매·용매 1

HCID 694302-Oxopropiononitrile용매

실험 절차

To a solution of (1R,2S,3R,5R)-3-(6-chloro-purin-9-yl)-5-hydroxymethylcyclopentane-1,2-diol (Shealy, Y. F.; Clayton, J. D. J. Am. Chem. Soc. 1969, 91, 3075-308) (0.44 g, 1.55 mmol) and 1,8-diazabicyclo[5.4.0]undec-7-ene (0.461 mL, 3.1 mmol) in AcCN (15 mL) was added 1,3-dichloro-1,1,3,3-tetraisopropyldisiloxane (0.581 mL, 1.8 mmol). The reaction mixture was stirred at room temperature for 14 h then concentrated. The residue was purified by flash chromatography (0 to 50% EtOAc/hexanes) to afford the title compound (0.545 g, 67%)

후처리

  1. concentrationthen concentrated
  2. customThe residue was purified by flash chromatography (0 to 50% EtOAc/hexanes)

출처 및 근거

ORD 기록
ord-0cdbf39698994586a363a1315f7aa389
출처 데이터셋
uspto-grants-2011_05
특허 번호
US07951810B2

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