HRID2259500

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID8857

Ethyl acetate

C4H8O2

结构：COC(=O)CC1(CS[C@H](CCc2ccccc2C(C)(C)O)c2cccc(C=Cc3ccc4scc(Cl)c4n3)c2)CC1

HCID53750405

未命名化合物

PRODUCTS

生成物

HCID22857738

未命名化合物

收率 41%

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID8028

Tetrahydrofuran

C4H8O

2 次

PROCEDURE

实验过程

To a solution of the olefin of Step 18 of Example 1 (270 mg, 0.456 mmol) in THF at 0° C. was added BH3 in THF (1M) (1.36 mL, 1.37 mmol). The mixture was stirred for 5 hr. at room temperature. Addition of 25% aq. NH4OAc and extraction with EtOAc followed by purification by flash chromatography (15% EtOAc in toluene) afforded 110 mg (41%)of the saturated compound.

WORKUP

后处理

customat room temperature
customfollowed by purification by flash chromatography (15% EtOAc in toluene)

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-c74db3427e504c1c9f9a6dda3cbccfe6
来源数据集: uspto-grants-1995_12
DOI: 10.6084/m9.figshare.5104873.v1
专利: US05472964
来源说明: uspto-grants-1995_12

反应 SMILES

[Cl:1][C:2]1[C:6]2=[N:7][C:8]([CH:11]=[CH:12][C:13]3[CH:14]=[C:15]([C@H:19]([S:32][CH2:33][C:34]4([CH2:37][C:38]([O:40][CH3:41])=[O:39])[CH2:36][CH2:35]4)[CH2:20][CH2:21][C:22]4[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=4[C:28]([OH:31])([CH3:30])[CH3:29])[CH:16]=[CH:17][CH:18]=3)=[CH:9][CH:10]=[C:5]2[S:4][CH:3]=1.CCOC(C)=O>C1COCC1>[Cl:1][C:2]1[C:6]2=[N:7][C:8]([CH2:11][CH2:12][C:13]3[CH:14]=[C:15]([C@H:19]([S:32][CH2:33][C:34]4([CH2:37][C:38]([O:40][CH3:41])=[O:39])[CH2:36][CH2:35]4)[CH2:20][CH2:21][C:22]4[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=4[C:28]([OH:31])([CH3:30])[CH3:29])[CH:16]=[CH:17][CH:18]=3)=[CH:9][CH:10]=[C:5]2[S:4][CH:3]=1