HRID1702725

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID6344

Dichloromethane

CH2Cl2

HCID169536

N,N,N-Tributylbutan-1-aminium tetrahydroborate

C16H40BN

结构：CCN1CCN(C(=O)NC(C(=O)NC2C(=O)N3C(C(=O)OCOC(=O)C(C)(C)C)C(C)C(=O)[C@H]23)c2ccccc2)C(=O)C1=O

HCID70506715

未命名化合物

PRODUCTS

生成物

HCID70507342

未命名化合物

收率 15.2%

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID6212

Chloroform

CHCl3

溶剂HCID8857

Ethyl acetate

C4H8O2

2 次

PROCEDURE

实验过程

Pivaloyloxymethyl 2-methyl-1-oxo-6-[2-phenyl-2-(4-ethyl-2,3dioxopiperazine-1-carboxamido)acetamido]carbapenam-3-carboxylate (103 mg., 0.16 mmole) in 10 ml. of methylene chloride was reacted with tetrabutylammonium borohydride (11 mg., 0.04 mmole) at -78° C. After 15 minutes tlc (ethyl acetate) indicated reduction was complete. Isolation according to Example 3, except using 1:1 chloroform:ethyl acetate as eluant in the chromatography, afforded pivaloyloxymethyl 1-hydroxy-2-methyl-6-[2-phenyl-2-(4-ethyl-2,3-dioxopiperazine-1-carboxamido)acetamido]carbapenam-3-carboxylate [15 mg., 15%; ir (CH2Cl2) 1775, 1760, 1720, 1690 cm-1 ; Rf 0.0 (ethyl acetate)].

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-1d31229a8461411ea86d822bd7b35c17
来源数据集: uspto-grants-1982_09
DOI: 10.6084/m9.figshare.5104873.v1
专利: US04348264
来源说明: uspto-grants-1982_09

反应 SMILES

[CH3:1][CH:2]1[CH:6]([C:7]([O:9][CH2:10][O:11][C:12](=[O:17])[C:13]([CH3:16])([CH3:15])[CH3:14])=[O:8])[N:5]2[C:18](=[O:43])[CH:19]([NH:20][C:21](=[O:42])[CH:22]([C:36]3[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=3)[NH:23][C:24]([N:26]3[CH2:31][CH2:30][N:29]([CH2:32][CH3:33])[C:28](=[O:34])[C:27]3=[O:35])=[O:25])[C@H:4]2[C:3]1=[O:44].C(Cl)Cl.[BH4-].C([N+](CCCC)(CCCC)CCCC)CCC>C(OCC)(=O)C.C(Cl)(Cl)Cl>[OH:44][CH:3]1[C@@H:4]2[CH:19]([NH:20][C:21](=[O:42])[CH:22]([C:36]3[CH:37]=[CH:38][CH:39]=[CH:40][CH:41]=3)[NH:23][C:24]([N:26]3[CH2:31][CH2:30][N:29]([CH2:32][CH3:33])[C:28](=[O:34])[C:27]3=[O:35])=[O:25])[C:18](=[O:43])[N:5]2[CH:6]([C:7]([O:9][CH2:10][O:11][C:12](=[O:17])[C:13]([CH3:16])([CH3:15])[CH3:14])=[O:8])[CH:2]1[CH3:1]