HRID929190

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID9834010

未命名化合物

结构：CC(C)(C)[Si](C)(C)O[C@@H]1CO[C@H]2[C@@H]1OC[C@H]2O

HCID67050109

未命名化合物

结构：C[Si](C)(C)CCOCn1c(S(C)(=O)=O)nc2nc(Cl)ncc21

HCID90042499

未命名化合物

PRODUCTS

生成物

结构：CC(C)(C)[Si](C)(C)O[C@@H]1CO[C@H]2[C@@H]1OC[C@H]2Oc1nc2nc(Cl)ncc2n1COCC[Si](C)(C)C

HCID90041546

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID6228

N,N-Dimethylformamide

C3H7NO

PROCEDURE

实验过程

To a stirring solution of 2-chloro-8-(methylsulfonyl)-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-purine (182 mgs, 0.50 mmol) and (3R,3aR,6R,6aS)-6-((tert-butyldimethylsilyl)oxy)hexahydrofuro[3,2-b]furan-3-ol (131.0 mg, 0.50 mmol) in anhydrous DMF (4.1 mL) was added diazabicyclo[5.4.0]undec-7-ene (DBU, 0.11 mL, 0.75 mmol). The reaction was stirred under N2 at RT for 16 h and then evaporated under reduced pressure. Flash chromatography of the resulting residue utilizing a 24 g silica RediSep Rf® Gold column and employing a 0-75% EtOAc/hexane gradient afforded the title compound. LC-MS: calculated for C23H39ClN4O5Si2 542.21 observed m/e: 543.53 (M+H)+ (Rt 1.54/2.0 min)

WORKUP

后处理

customevaporated under reduced pressure

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-4633565f091c4c998b48b5f882aed270
来源数据集: uspto-grants-2016_03
DOI: 10.6084/m9.figshare.5104873.v1
专利: US09290517B2
来源说明: uspto-grants-2016_03

反应 SMILES

[Cl:1][C:2]1[N:10]=[C:9]2[C:5]([N:6]([CH2:15][O:16][CH2:17][CH2:18][Si:19]([CH3:22])([CH3:21])[CH3:20])[C:7](S(C)(=O)=O)=[N:8]2)=[CH:4][N:3]=1.[Si:23]([O:30][C@H:31]1[C@H:35]2[O:36][CH2:37][C@@H:38]([OH:39])[C@H:34]2[O:33][CH2:32]1)([C:26]([CH3:29])([CH3:28])[CH3:27])([CH3:25])[CH3:24].N12CCCC=C1CCCCN2>CN(C=O)C>[Si:23]([O:30][C@H:31]1[C@H:35]2[O:36][CH2:37][C@@H:38]([O:39][C:7]3[N:6]([CH2:15][O:16][CH2:17][CH2:18][Si:19]([CH3:22])([CH3:21])[CH3:20])[C:5]4[C:9](=[N:10][C:2]([Cl:1])=[N:3][CH:4]=4)[N:8]=3)[C@H:34]2[O:33][CH2:32]1)([C:26]([CH3:29])([CH3:27])[CH3:28])([CH3:25])[CH3:24]