HRID437860

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID313

Hydrochloric Acid

ClH

HCID516892

Sodium Bicarbonate

CHNaO3

结构：O=C(Cl)C(C(=O)OC(c1ccccc1)c1ccccc1)c1ccccc1

HCID20472690

未命名化合物

结构：CC(=O)OCC1=C(P(=O)([O-])[O-])N2C(=O)[C@@H](N)[C@H]2SC1.[Na+].[Na+]

HCID70606905

未命名化合物

PRODUCTS

生成物

结构：CC(=O)OCC1=C(P(=O)(O)O)N2C(=O)[C@@H](NC(=O)C(C(=O)OC(c3ccccc3)c3ccccc3)c3ccccc3)[C@H]2SC1

HCID70606535

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID180

Acetone

C3H6O

3 次

溶剂HCID962

Water

H2O

2 次

溶剂HCID8857

Ethyl acetate

C4H8O2

PROCEDURE

实验过程

To a solution of 10 mmoles of disodium 7β-amino-3-acetoxymethyl-3-cephem-4-phosphonate in 100 ml. water and 100 ml. acetone containing 5 g. NaHCO3 is added 20 mmoles of 2-phenyl-2-benzhydryloxycarbonylacetyl chloride in 40 ml. acetone at 0° C. After 1 hour stirring at 0° and 2 hours at 25° acetone is pumped off in vacuo and the aqueous solution added to 100 ml. water and 200 ml EtOAc. The pH is adjusted to 2 with HCl and the ethyl acetate layer separated, dried with MgSO4, filtered and evaporated, affording the product, 3-acetoxymethyl-7β-(2-phenyl-2-benzhydryloxycarbonylacetamido)-3-cephem-4-phosphonic acid.

WORKUP

后处理

customat 0° C
additionthe aqueous solution added to 100 ml
customthe ethyl acetate layer separated
dry with materialdried with MgSO4
filtrationfiltered
customevaporated

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-4f2f6e4dc39846a39279c9b50a733fe3
来源数据集: uspto-grants-1977_06
DOI: 10.6084/m9.figshare.5104873.v1
专利: US04032521
来源说明: uspto-grants-1977_06

反应 SMILES

[NH2:1][C@@H:2]1[C:18](=[O:19])[N:4]2[C:5]([P:14]([O-:17])(=[O:16])[O-:15])=[C:6]([CH2:9][O:10][C:11](=[O:13])[CH3:12])[CH2:7][S:8][C@H:3]12.[Na+].[Na+].C([O-])(O)=O.[Na+].[C:27]1([CH:33]([C:37]([O:39][CH:40]([C:47]2[CH:52]=[CH:51][CH:50]=[CH:49][CH:48]=2)[C:41]2[CH:46]=[CH:45][CH:44]=[CH:43][CH:42]=2)=[O:38])[C:34](Cl)=[O:35])[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1.Cl>CCOC(C)=O.O.CC(C)=O>[C:11]([O:10][CH2:9][C:6]1[CH2:7][S:8][C@@H:3]2[C@H:2]([NH:1][C:34](=[O:35])[CH:33]([C:27]3[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=3)[C:37]([O:39][CH:40]([C:47]3[CH:48]=[CH:49][CH:50]=[CH:51][CH:52]=3)[C:41]3[CH:46]=[CH:45][CH:44]=[CH:43][CH:42]=3)=[O:38])[C:18](=[O:19])[N:4]2[C:5]=1[P:14]([OH:17])(=[O:15])[OH:16])(=[O:13])[CH3:12]