HRID1981206

反应详情

EQUATION

反应方程式

REACTANTS

反应物

结构：O=C(C=P(c1ccccc1)(c1ccccc1)c1ccccc1)CS(=O)(=O)c1ccccc1

HCID20400049

未命名化合物

结构：C=S1C2C(=O)C(=O)N2C(C(=O)O)C1(C)C.CC(C)(C)C(=O)O

HCID86740043

未命名化合物

PRODUCTS

生成物

结构：C=S1[C@@H]2C(=CC(=O)CS(=O)(=O)c3ccccc3)C(=O)N2[C@@H](C(=O)O)C1(C)C.CC(C)(C)C(=O)O

HCID86740051

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID241

Benzene

C6H6

PROCEDURE

实验过程

A solution of 3.3 g of methylene-6,7-dioxo-3,3-dimethyl-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate pivalate in 100 ml of benzene is treated at room temperature with 6 g of phenylsulphonylacetylmethylenetriphenylphosphorane. After 10 minutes, the reaction mixture is evaporated. The residue is chromatographed on silica gel while eluting with cyclohexane/ethyl acetate (6:4). There is obtained methylene-(2S,5R)-3,3-dimethyl-7-oxo-6-[3-(phenylsulphonyl)-2-oxopropylidene]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate pivalate as yellow crystals of melting point 100°-102° [Rf: 0.25; cyclohexane/ethyl acetate (6:4)].

WORKUP

后处理

customthe reaction mixture is evaporated
customThe residue is chromatographed on silica gel
washwhile eluting with cyclohexane/ethyl acetate (6:4)

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-da5812889d2246fdab26cc74a1357219
来源数据集: uspto-grants-1985_04
DOI: 10.6084/m9.figshare.5104873.v1
专利: US04512999
来源说明: uspto-grants-1985_04

反应 SMILES

[C:1]([OH:7])(=[O:6])[C:2]([CH3:5])([CH3:4])[CH3:3].[CH2:8]=[S:9]1[CH:15]2[N:12]([C:13](=[O:17])[C:14]2=O)[CH:11]([C:18]([OH:20])=[O:19])[C:10]1([CH3:22])[CH3:21].[C:23]1([S:29]([CH2:32][C:33]([CH:35]=P(C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=[O:34])(=[O:31])=[O:30])[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1>C1C=CC=CC=1>[C:1]([OH:7])(=[O:6])[C:2]([CH3:5])([CH3:4])[CH3:3].[CH2:8]=[S:9]1[C@H:15]2[N:12]([C:13](=[O:17])[C:14]2=[CH:35][C:33](=[O:34])[CH2:32][S:29]([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)(=[O:31])=[O:30])[C@@H:11]([C:18]([OH:20])=[O:19])[C:10]1([CH3:22])[CH3:21]