HRID867635

反应详情

EQUATION

反应方程式

REACTANTS

反应物

结构：CCCC[N+](CCCC)(CCCC)CCCC.O=C(N[C@H]1CN(S(=O)(=O)[O-])C1=O)OCc1ccccc1

HCID13575530

未命名化合物

结构：O.O.O.O.O.O.O.O.O.O.[Na+].[Na+].[Na+].[O-]B([O-])[O-]

HCID18377803

未命名化合物

HCID23665760

Sodium Hypochlorite

ClNaO

PRODUCTS

生成物

结构：CCCC[N+](CCCC)(CCCC)CCCC.O=C(OCc1ccccc1)N(Cl)C1CN(S(=O)(=O)[O-])C1=O

HCID131714268

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID962

Water

H2O

溶剂HCID6344

Dichloromethane

CH2Cl2

溶剂HCID62657

Tripotassium phosphate

K3O4P

PROCEDURE

实验过程

(S)-2-Oxo-3-[[(phenylmethoxy)carbonyl]amino]-1-azetidinesulfonic acid, tetrabutylammonium salt (0.9 g; see Example 4) dissolved in 80 ml of methylene chloride is added to a mixture (cooled to 0°-5° C.) of 3.17 g of sodium borate decahydrate and 11.8 ml of a 5.25% sodium hypochlorite solution in 70 ml of water. The reaction mixture is vigorously stirred for 55 minutes while cooling in an ice bath. After diluting the mixture with 0.5M monobasic potassium phosphate solution, the product is extracted with methylene chloride (three 150 ml portions). Combination of the extracts, drying (sodium sulfate), and removal of solvent in vacuo yields the title compound as an oil (0.94 g).

WORKUP

后处理

temperaturewhile cooling in an ice bath
extractionthe product is extracted with methylene chloride (three 150 ml portions)
customCombination of the extracts, drying
custom(sodium sulfate), and removal of solvent in vacuo

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-3a610612662f45009147c2c12d656cc0
来源数据集: uspto-grants-1988_10
DOI: 10.6084/m9.figshare.5104873.v1
专利: US04775670
来源说明: uspto-grants-1988_10

反应 SMILES

[CH2:1]([N+:5]([CH2:14][CH2:15][CH2:16][CH3:17])([CH2:10][CH2:11][CH2:12][CH3:13])[CH2:6][CH2:7][CH2:8][CH3:9])[CH2:2][CH2:3][CH3:4].[O:18]=[C:19]1[C@@H:22]([NH:23][C:24]([O:26][CH2:27][C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=2)=[O:25])[CH2:21][N:20]1[S:34]([O-:37])(=[O:36])=[O:35].O.O.O.O.O.O.O.O.O.O.B([O-])([O-])[O-].[Na+].[Na+].[Na+].[Cl:55][O-].[Na+]>C(Cl)Cl.O.P([O-])([O-])([O-])=O.[K+].[K+].[K+]>[CH2:14]([N+:5]([CH2:1][CH2:2][CH2:3][CH3:4])([CH2:6][CH2:7][CH2:8][CH3:9])[CH2:10][CH2:11][CH2:12][CH3:13])[CH2:15][CH2:16][CH3:17].[O:18]=[C:19]1[CH:22]([N:23]([Cl:55])[C:24]([O:26][CH2:27][C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=2)=[O:25])[CH2:21][N:20]1[S:34]([O-:37])(=[O:35])=[O:36]