HRID1680017

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID6101

4-Methylbenzenesulfonic acid

C7H8O3S

结构：CN1CCC2(CC1)S[C@@H]1C(NC(c3ccccc3)(c3ccccc3)c3ccccc3)C(=O)N1C2C(=O)OCc1ccccc1

HCID70575048

未命名化合物

PRODUCTS

生成物

结构：CN1CCC2(CC1)S[C@@H]1C(N)C(=O)N1C2C(=O)OCc1ccccc1.Cc1ccc(S(=O)(=O)O)cc1.Cc1ccc(S(=O)(=O)O)cc1

HCID86737764

未命名化合物

收率 80.2%

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID180

Acetone

C3H6O

PROCEDURE

实验过程

A mixture of 16 g (0.0266 mole) of benzyl 1'-methyl-6-tritylamino-spiro-[pename-2,4'-piperidine]-3-carboxylate (obtained in 7.1) and of 10.12 g (0.053 mole) of p-toluene-sulfonic acid is stirred for four hours at ambient temperature in 160 ml of acetone. After filtration and drying, 15 g (79.9% yield) of benzyl 6-amino-1'-methyl-spiro[penam-2,4'-piperidine]-3-carboxylate di-p-toluenesulfonate are obtained; M.P. 182°-183° C.

WORKUP

后处理

filtrationAfter filtration
customdrying

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-6c2ded7989f64174850e815e0d4ad35b
来源数据集: uspto-grants-1981_06
DOI: 10.6084/m9.figshare.5104873.v1
专利: US04271172
来源说明: uspto-grants-1981_06

反应 SMILES

[CH3:1][N:2]1[CH2:7][CH2:6][C:5]2([CH:11]([C:12]([O:14][CH2:15][C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)=[O:13])[N:10]3[C:22](=[O:44])[CH:23]([NH:24]C(C4C=CC=CC=4)(C4C=CC=CC=4)C4C=CC=CC=4)[C@H:9]3[S:8]2)[CH2:4][CH2:3]1.[C:45]1([CH3:55])[CH:50]=[CH:49][C:48]([S:51]([OH:54])(=[O:53])=[O:52])=[CH:47][CH:46]=1>CC(C)=O>[C:45]1([CH3:55])[CH:46]=[CH:47][C:48]([S:51]([OH:54])(=[O:52])=[O:53])=[CH:49][CH:50]=1.[C:45]1([CH3:55])[CH:46]=[CH:47][C:48]([S:51]([OH:54])(=[O:52])=[O:53])=[CH:49][CH:50]=1.[NH2:24][CH:23]1[C:22](=[O:44])[N:10]2[CH:11]([C:12]([O:14][CH2:15][C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)=[O:13])[C:5]3([S:8][C@H:9]12)[CH2:6][CH2:7][N:2]([CH3:1])[CH2:3][CH2:4]3