HRID979385

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID11776

Triphenylphosphine

C18H15P

$结构：CC(C)(C)OC(=O)CO/N=C(\C(=O)N[C@@H]1C(=O)N2C(C(=O)OC(c3ccccc3)c3ccccc3)=C(CBr)CS[C@H]12)c1csc(NC(c2ccccc2)(c2ccccc2)c2ccccc2)n1$

HCID172953016

未命名化合物

PRODUCTS

生成物

$结构：CC(C)(C)OC(=O)CO/N=C(\C(=O)N[C@@H]1C(=O)N2C(C(=O)OC(c3ccccc3)c3ccccc3)=C(C[P+](c3ccccc3)(c3ccccc3)c3ccccc3)CS[C@H]12)c1csc(NC(c2ccccc2)(c2ccccc2)c2ccccc2)n1.[Br-]$

HCID178451387

未命名化合物

收率 68%

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID8857

Ethyl acetate

C4H8O2

PROCEDURE

实验过程

A solution of triphenylphosphine (0.524 g) and diphenylmethyl (6R,7R)-3-bromomethyl-7-[(Z)-2-(t-butoxycarbonylmethoxyimino)-2-(2-tritylaminothiazol-4-yl)acetamido]ceph-3-em-4-carboxylate (0.985 g) [prepared according to the method of UK Patent Specification No. 2036738A] in ethyl acetate (10 ml) was stirred at ambient temperature for 16 hr. During this time, a solid was deposited. This was filtered off, washed with ethyl acetate, and dried in vacuo to give the title compound (0.848 g); νmax (CHBr3) 3385, 3280 (NH), 1790 (β-lactam), 1728, 1720 (ester), 1680, 1522 cm-1 (amide).

WORKUP

后处理

filtrationThis was filtered off
washwashed with ethyl acetate
customdried in vacuo

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-e47710765f51462da5049d93c923ae6b
来源数据集: uspto-grants-1987_05
DOI: 10.6084/m9.figshare.5104873.v1
专利: US04666899
来源说明: uspto-grants-1987_05

反应 SMILES

[C:1]1([P:7]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Br:20][CH2:21][C:22]1[CH2:23][S:24][C@@H:25]2[C@H:45]([NH:46][C:47](=[O:84])/[C:48](=[N:74]\[O:75][CH2:76][C:77]([O:79][C:80]([CH3:83])([CH3:82])[CH3:81])=[O:78])/[C:49]3[N:50]=[C:51]([NH:54][C:55]([C:68]4[CH:73]=[CH:72][CH:71]=[CH:70][CH:69]=4)([C:62]4[CH:67]=[CH:66][CH:65]=[CH:64][CH:63]=4)[C:56]4[CH:61]=[CH:60][CH:59]=[CH:58][CH:57]=4)[S:52][CH:53]=3)[C:44](=[O:85])[N:26]2[C:27]=1[C:28]([O:30][CH:31]([C:38]1[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=1)[C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1)=[O:29]>C(OCC)(=O)C>[Br-:20].[C:80]([O:79][C:77]([CH2:76][O:75]/[N:74]=[C:48](/[C:49]1[N:50]=[C:51]([NH:54][C:55]([C:56]2[CH:57]=[CH:58][CH:59]=[CH:60][CH:61]=2)([C:68]2[CH:69]=[CH:70][CH:71]=[CH:72][CH:73]=2)[C:62]2[CH:63]=[CH:64][CH:65]=[CH:66][CH:67]=2)[S:52][CH:53]=1)\[C:47]([NH:46][C@@H:45]1[C:44](=[O:85])[N:26]2[C:27]([C:28]([O:30][CH:31]([C:32]3[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=3)[C:38]3[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=3)=[O:29])=[C:22]([CH2:21][P+:7]([C:1]3[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=3)([C:8]3[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=3)[C:14]3[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=3)[CH2:23][S:24][C@H:25]12)=[O:84])=[O:78])([CH3:81])([CH3:82])[CH3:83]