HRID1014954

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID3776

Isopropanol

C3H8O

HCID81531

Diisopropylethylamine

C8H19N

结构：CCn1nnc([C@H]2O[C@@H](n3cnc4c(Cl)nc(Cl)nc43)[C@H](OC(C)=O)[C@@H]2OC(C)=O)n1

HCID12151756

未命名化合物

结构：CC(C)(C)N(C(=O)[O-])[C@H]1CC[C@H](N)CC1

HCID178449843

未命名化合物

PRODUCTS

生成物

结构：CCn1nnc([C@H]2O[C@@H](n3cnc4c(N[C@H]5CC[C@H](NC(=O)OC(C)(C)C)CC5)nc(Cl)nc43)[C@H](OC(C)=O)[C@@H]2OC(C)=O)n1

HCID178463187

未命名化合物

CONDITIONS

反应条件

温度: 65 °C

PROCEDURE

实验过程

To stirred (2R,3R,4R,5R)-2-(2,6-dichloro-9H-purin-9-yl)-5-(2-ethyl-2H-tetrazol-5-yl)tetrahydrofuran-3,4-diyl diacetate (ref WO98/28319A1) (15 g) in propan-2-ol (100 ml) was added N,N-diisopropylethylamine (7.7 ml) and 1,1-dimethylethyl(trans-4-aminocyclohexyl)carbamate (6.82 g). The mixture was stirred at 65° C. for 24 h before cooling to room temperature and concentrating in vacuo. The crude product was purified by column chromatography (silica) eluting with 30% cyclohexane in ethyl acetate. The appropriate fractions were combined and concentrated in vacuo and triturated with diethyl ether to yield the title compound as a white solid, 8.56 g.

WORKUP

后处理

temperaturebefore cooling to room temperature
concentrationconcentrating in vacuo
customThe crude product was purified by column chromatography (silica)
washeluting with 30% cyclohexane in ethyl acetate
concentrationconcentrated in vacuo
customtriturated with diethyl ether

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-83fc0dc278cf45f585b5466307d90732
来源数据集: uspto-grants-2011_07
DOI: 10.6084/m9.figshare.5104873.v1
专利: US07985740B2
来源说明: uspto-grants-2011_07

反应 SMILES

[C:1]([O:4][C@@H:5]1[C@H:9]([O:10][C:11](=[O:13])[CH3:12])[C@@H:8]([C:14]2[N:15]=[N:16][N:17]([CH2:19][CH3:20])[N:18]=2)[O:7][C@H:6]1[N:21]1[CH:29]=[N:28][C:27]2[C:22]1=[N:23][C:24]([Cl:31])=[N:25][C:26]=2Cl)(=[O:3])[CH3:2].C(N(CC)[CH:36]([CH3:38])[CH3:37])(C)C.CC([N:45]([C@H:49]1[CH2:54][CH2:53][C@H:52]([NH2:55])[CH2:51][CH2:50]1)[C:46](=[O:48])[O-:47])(C)C.[CH3:56]C(O)C>>[C:1]([O:4][C@@H:5]1[C@H:9]([O:10][C:11](=[O:13])[CH3:12])[C@@H:8]([C:14]2[N:15]=[N:16][N:17]([CH2:19][CH3:20])[N:18]=2)[O:7][C@H:6]1[N:21]1[CH:29]=[N:28][C:27]2[C:22]1=[N:23][C:24]([Cl:31])=[N:25][C:26]=2[NH:55][C@H:52]1[CH2:51][CH2:50][C@H:49]([NH:45][C:46]([O:47][C:36]([CH3:38])([CH3:56])[CH3:37])=[O:48])[CH2:54][CH2:53]1)(=[O:3])[CH3:2]