HRID1504896

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID702

Ethanol

C2H6O

结构：CC(C)(C)OC(=O)N[C@H]1CCS(=O)(=O)C[C@H]1Nc1cnc(C#N)c(Br)c1

HCID90354174

未命名化合物

PRODUCTS

生成物

HCID90354174

未命名化合物

HCID90354440

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID280

Carbon dioxide

CO2

PROCEDURE

实验过程

tert-butyl rel-{(3S,4S)-3-[(5-bromo-6-cyanopyridin-3-yl)amino]-1,1-dioxidotetrahydro-2H-thiopyran-4-yl}carbamate (890 mg, 2.00 mmol) was separated into its respective enantiomers by SFC column chromatography (20% ethanol in CO2 on chiral IC-H 2.1×25 cm column, 5 uM particle size) to afford tert-butyl rel-{(3S,4S)-3-[(5-bromo-6-cyanopyridin-3-yl)amino]-1,1-dioxidotetrahydro-2H-thiopyran-4-yl}carbamate (Enantiomer 1, elution time 8.31 minutes) and tert-butyl rel-{(3R,4R)-3-[(5-bromo-6-cyanopyridin-3-yl)amino]-1,1-dioxidotetrahydro-2H-thiopyran-4-yl}carbamate (Enantiomer 2, elution time 9.93 minutes).

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-cbc639ede30a4e7c9a8cbf6b8282c6e4
来源数据集: uspto-grants-2015_12
DOI: 10.6084/m9.figshare.5104873.v1
专利: US09216173B2
来源说明: uspto-grants-2015_12

反应 SMILES

[Br:1][C:2]1[CH:3]=[C:4]([NH:10][C@H:11]2[C@@H:16]([NH:17][C:18](=[O:24])[O:19][C:20]([CH3:23])([CH3:22])[CH3:21])[CH2:15][CH2:14][S:13](=[O:26])(=[O:25])[CH2:12]2)[CH:5]=[N:6][C:7]=1[C:8]#[N:9].C(O)C>C(=O)=O>[Br:1][C:2]1[CH:3]=[C:4]([NH:10][C@H:11]2[C@@H:16]([NH:17][C:18](=[O:24])[O:19][C:20]([CH3:21])([CH3:22])[CH3:23])[CH2:15][CH2:14][S:13](=[O:25])(=[O:26])[CH2:12]2)[CH:5]=[N:6][C:7]=1[C:8]#[N:9].[Br:1][C:2]1[CH:3]=[C:4]([NH:10][C@@H:11]2[C@H:16]([NH:17][C:18](=[O:24])[O:19][C:20]([CH3:21])([CH3:22])[CH3:23])[CH2:15][CH2:14][S:13](=[O:25])(=[O:26])[CH2:12]2)[CH:5]=[N:6][C:7]=1[C:8]#[N:9]