HRID1981208

反应详情

EQUATION

反应方程式

REACTANTS

反应物

结构：CCOP(=O)(CC(=O)C=P(c1ccccc1)(c1ccccc1)c1ccccc1)OCC

HCID4361785

DIETHYL [2-OXO-3-(TRIPHENYLPHOSPHORANYLIDENE)PROPYL]PHOSPHONATE

C25H28O4P2

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

$结构：C=S1[C@@H]2/C(=C\C(C)=O)C(=O)N2[C@@H](C(=O)O)C1(C)C.CC(C)(C)C(=O)O$

HCID86740041

未命名化合物

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

HCID86740056

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 1.0 g of methylene-6,7-dioxo-3,3-dimethyl-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate pivalate in 30 ml of benzene is treated at room temperature with 1.8 g of diethoxyphosphinylacetylmethylenetriphenylphosphorane. After 10 minutes, the reaction mixture is evaporated. The residue is chromatographed on silica gel while eluting with ethyl acetate. There is obtained methylene-(2S,5R)-6-[3-(diethoxyphosphinyl)-2-oxopropylidene]-3,3-dimethyl-7-oxo-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylate pivalate as a yellow oil [Rf: 0.35; ethyl acetate; NMR (CDCl3), δ (ppm): 1.23 (9H); 1.36 (3H); 1.51 (3H); 1.59 (3H); 3.12 and 3.42 (2H, P-CH2); 4.21 (4H); 4.63 (1H); 5.90 (2H): 6.08 (1H); 6.82 (1H)].

WORKUP

后处理

customthe reaction mixture is evaporated
customThe residue is chromatographed on silica gel
washwhile eluting with ethyl acetate

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-f958f0b062c14350a4b5c6e4a476ee0c
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].[CH2:23]([O:25][P:26]([CH2:31][C:32]([CH:34]=P(C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)=[O:33])([O:28][CH2:29][CH3:30])=[O:27])[CH3:24]>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:34][C:32](=[O:33])[CH2:31][P:26]([O:28][CH2:29][CH3:30])([O:25][CH2:23][CH3:24])=[O:27])[C@@H:11]([C:18]([OH:20])=[O:19])[C:10]1([CH3:22])[CH3:21].[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:31]/[C:32]([CH3:34])=[O:33])[C@@H:11]([C:18]([OH:20])=[O:19])[C:10]1([CH3:22])[CH3:21]