HRID2296568

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)OCc4ccc5ccccc5c4)C(C)C(=O)[C@H]23)c2ccccc2)C(=O)C1=O

HCID70507602

未命名化合物

PRODUCTS

生成物

HCID70507910

未命名化合物

收率 100.2%

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID8857

Ethyl acetate

C4H8O2

PROCEDURE

实验过程

2-Naphthylmethyl 2-methyl-1-oxo-6-[2-phenyl-2-(4-ethyl-2,3-dioxopiperazine-1-carboxamido)acetamido]carbapenam-3-carboxylate (36 mg., 0.056 mmole) in 3.6 ml. of methylene chloride at -78° C. was reduced with tetrabutylammonium borohydride (3.6 mg., 0.014 mmoles). After a 1 hour reaction time at -78° C., tlc (ethyl acetate) indicated conversion was complete. Isolation according to Example 3 (without chromatography) afforded 2-naphthylmethyl 1-hydroxy-2-methyl-6-[2-phenyl-2-(4-ethyl-2,3-dioxopiperazine-1-carboxamido)acetamido]carbapenam-3-carboxylate [36 mg.; Rf 0.13 (ethyl acetate)].

WORKUP

后处理

customat -78° C.
customAfter a 1 hour reaction time at -78° C.

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-3ff1037dc6884be39877787bd2e6efe4
来源数据集: uspto-grants-1984_01
DOI: 10.6084/m9.figshare.5104873.v1
专利: US04429128
来源说明: uspto-grants-1984_01

反应 SMILES

[CH3:1][CH:2]1[CH:6]([C:7]([O:9][CH2:10][C:11]2[CH:20]=[CH:19][C:18]3[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=3)[CH:12]=2)=[O:8])[N:5]2[C:21](=[O:46])[CH:22]([NH:23][C:24](=[O:45])[CH:25]([C:39]3[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=3)[NH:26][C:27]([N:29]3[CH2:34][CH2:33][N:32]([CH2:35][CH3:36])[C:31](=[O:37])[C:30]3=[O:38])=[O:28])[C@H:4]2[C:3]1=[O:47].C(Cl)Cl.[BH4-].C([N+](CCCC)(CCCC)CCCC)CCC>C(OCC)(=O)C>[OH:47][CH:3]1[C@@H:4]2[CH:22]([NH:23][C:24](=[O:45])[CH:25]([C:39]3[CH:40]=[CH:41][CH:42]=[CH:43][CH:44]=3)[NH:26][C:27]([N:29]3[CH2:34][CH2:33][N:32]([CH2:35][CH3:36])[C:31](=[O:37])[C:30]3=[O:38])=[O:28])[C:21](=[O:46])[N:5]2[CH:6]([C:7]([O:9][CH2:10][C:11]2[CH:20]=[CH:19][C:18]3[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=3)[CH:12]=2)=[O:8])[CH:2]1[CH3:1]