HRID1437822

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID8929

Sodium cyanide (Na(CN))

CNNa

结构：CC(=O)O[C@@H](CC[C@H]1C(=O)N(c2ccc(I)cc2)[C@@H]1c1ccc(O[Si](C)(C)C(C)(C)C)cc1)c1ccc(F)cc1

HCID68975033

未命名化合物

PRODUCTS

生成物

结构：CC(C)(C)[Si](C)(C)Oc1ccc([C@@H]2[C@@H](CC[C@H](O)c3ccc(F)cc3)C(=O)N2c2ccc(I)cc2)cc1

HCID68977003

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID887

Methanol

CH4O

CONDITIONS

反应条件

温度: 50 °C

PROCEDURE

实验过程

To a solution of 15 mg (0.022 mmol) (1S)-3-[(2S,3R)-2-(4-{[tert-butyl(dimethyl)silyl]oxy}phenyl)-1-(4-iodophenyl)-4-oxoazetidin-3-yl]-1-(4-fluorophenyl)propyl acetate (Alternate Example 6, step A) in 1 mL anhydrous methanol under nitrogen atmosphere was added 2 mg of sodium cyanide. The reaction mixture was heated at 50° C. for 1.25 hr at which time the volatiles were removed by a nitrogen stream. The residue was purified by prep. Tlc eluting with EtOAc/hexanes (1/3) to afford the title compound. m/z (ES) 632.3 (MH+), 614.3 (MH−H2O+).

WORKUP

后处理

customwere removed by a nitrogen stream
customThe residue was purified by prep

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-cae4dee2d06b43708f444f5f8b160279
来源数据集: uspto-grants-2009_11
DOI: 10.6084/m9.figshare.5104873.v1
专利: US07622449B2
来源说明: uspto-grants-2009_11

反应 SMILES

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