HRID2164983

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID5238

Sodium Iodide

INa

$结构：C#CCO/N=C(\C(=O)NC1C(=O)N2C(C(=O)OC(c3ccccc3)c3ccccc3)=C(CCl)CS[C@H]12)c1csc(NC(c2ccccc2)(c2ccccc2)c2ccccc2)n1$

HCID88600476

未命名化合物

PRODUCTS

生成物

$结构：C#CCO/N=C(\C(=O)NC1C(=O)N2C(C(=O)OC(c3ccccc3)c3ccccc3)=C(CI)CS[C@H]12)c1csc(NC(c2ccccc2)(c2ccccc2)c2ccccc2)n1$

HCID88600779

未命名化合物

收率 100.1%

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID180

Acetone

C3H6O

PROCEDURE

实验过程

A mixture of diphenylmethyl 3-chloromethyl-7-[(Z)-2-propargyloxyimino-2-(2-tritylaminothiazol-4-yl)acetamido]-3-cephem-4-carboxylate (VI-7) (2.0 g, 2.3 mmoles) and NaI (1.04 g, 6.9 mmoles) in acetone (40 mL) was stirred for 1 hour. The mixture was filtered and the filtrate was poured into water and extracted with ethyl acetate. The organic layer was washed with 5% aqueous Na2S2O3, water and a saturated aqueous NaCl, successively. It was then dried over MgSO4 and evaporated to give 2.2 g (98%) of the title compound [VII-7].

WORKUP

后处理

filtrationThe mixture was filtered
additionthe filtrate was poured into water
extractionextracted with ethyl acetate
washThe organic layer was washed with 5% aqueous Na2S2O3, water
dry with materialIt was then dried over MgSO4
customevaporated

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-7b2a4b24fc084cc3b8212edc342fcbb2
来源数据集: uspto-grants-1985_03
DOI: 10.6084/m9.figshare.5104873.v1
专利: US04507487
来源说明: uspto-grants-1985_03

反应 SMILES

Cl[CH2:2][C:3]1[CH2:4][S:5][C@@H:6]2[CH:26]([NH:27][C:28](=[O:60])/[C:29](=[N:55]\[O:56][CH2:57][C:58]#[CH:59])/[C:30]3[N:31]=[C:32]([NH:35][C:36]([C:49]4[CH:54]=[CH:53][CH:52]=[CH:51][CH:50]=4)([C:43]4[CH:48]=[CH:47][CH:46]=[CH:45][CH:44]=4)[C:37]4[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=4)[S:33][CH:34]=3)[C:25](=[O:61])[N:7]2[C:8]=1[C:9]([O:11][CH:12]([C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)=[O:10].[Na+].[I-:63]>CC(C)=O>[CH2:57]([O:56]/[N:55]=[C:29](/[C:30]1[N:31]=[C:32]([NH:35][C:36]([C:37]2[CH:38]=[CH:39][CH:40]=[CH:41][CH:42]=2)([C:49]2[CH:54]=[CH:53][CH:52]=[CH:51][CH:50]=2)[C:43]2[CH:48]=[CH:47][CH:46]=[CH:45][CH:44]=2)[S:33][CH:34]=1)\[C:28]([NH:27][CH:26]1[C:25](=[O:61])[N:7]2[C:8]([C:9]([O:11][CH:12]([C:19]3[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=3)[C:13]3[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=3)=[O:10])=[C:3]([CH2:2][I:63])[CH2:4][S:5][C@H:6]12)=[O:60])[C:58]#[CH:59]