HRID1089133

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID1049

Pyridine

C5H5N

HCID3126949

(4-methoxyphenoxy)acetyl chloride

C9H9ClO3

结构：C=CCOC(=O)O[C@H](C)[C@H]1C(=O)N(C(C(=O)OCC=C)=P(c2ccccc2)(c2ccccc2)c2ccccc2)[C@@H]1S

HCID14084562

未命名化合物

PRODUCTS

生成物

结构：C=CCOC(=O)O[C@H](C)[C@H]1C(=O)N(C(C(=O)OCC=C)=P(c2ccccc2)(c2ccccc2)c2ccccc2)[C@@H]1SCOc1ccc(OC)cc1

HCID86744307

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

催化剂HCID14284

N,N-Dimethylpyridin-4-amine

C7H10N2

催化剂HCID23954

Silver

溶剂HCID6344

Dichloromethane

CH2Cl2

PROCEDURE

实验过程

The starting material is prepared as follows: A solution of 2.43 g of the silver salt of 2-[(3S,4R)-3-[(1R)-1-allyloxycarbonyloxyethyl]-4-mercapto-2-oxo-azetidin-1-yl]-2-triphenylphosphoranylideneacetic acid allyl ester in 40 ml of absolute dichloromethane is treated successively with 0.56 ml of pyridine, 20 mg of 4-dimethylaminopyridine and 1.12 g of 4-methoxyphenoxyacetylchloride. The work-up procedure described above gives the desired 2-[(3S,4R)-3-[(1R)-1-allyloxycarbonyloxyethyl]-4-[4-methoxyphenoxymethylthio)-2-oxo-azetidin-1-yl]-2-triphenylphosphoranylideneacetic acid allyl ester.

WORKUP

后处理

customThe starting material is prepared

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-4269d1c678884a69b854ea41f7b3e130
来源数据集: uspto-grants-1990_10
DOI: 10.6084/m9.figshare.5104873.v1
专利: US04965260
来源说明: uspto-grants-1990_10

反应 SMILES

[CH2:1]([O:4][C:5](=[O:41])[C:6]([N:26]1[C@H:29]([SH:30])[C@@H:28]([C@H:31]([O:33][C:34]([O:36][CH2:37][CH:38]=[CH2:39])=[O:35])[CH3:32])[C:27]1=[O:40])=[P:7]([C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[CH:2]=[CH2:3].N1C=CC=CC=1.[CH3:48][O:49][C:50]1[CH:60]=[CH:59][C:53]([O:54][CH2:55]C(Cl)=O)=[CH:52][CH:51]=1>ClCCl.CN(C)C1C=CN=CC=1.[Ag]>[CH2:1]([O:4][C:5](=[O:41])[C:6]([N:26]1[C@H:29]([S:30][CH2:48][O:49][C:50]2[CH:60]=[CH:59][C:53]([O:54][CH3:55])=[CH:52][CH:51]=2)[C@@H:28]([C@H:31]([O:33][C:34]([O:36][CH2:37][CH:38]=[CH2:39])=[O:35])[CH3:32])[C:27]1=[O:40])=[P:7]([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)([C:20]1[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=1)[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[CH:2]=[CH2:3]