HRID622725

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID10868

Dicyclohexylcarbodiimide

C13H22N2

HCID80170

2,5-Pyrrolidinedione, 1-hydroxy-

C4H5NO3

结构：CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](OC(=O)NCC(=O)O)CC[C@]4(C)[C@H]3CC[C@]12C

HCID14168269

未命名化合物

PRODUCTS

生成物

结构：CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](OC(=O)NCC(=O)ON5C(=O)CCC5=O)CC[C@]4(C)[C@H]3CC[C@]12C

HCID14168272

未命名化合物

收率 92.3%

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID6212

Chloroform

CHCl3

溶剂HCID31275

1,4-Dioxane

C4H8O2

PROCEDURE

实验过程

To a solution of N-(cholest-5-en-3β-oxycarbonyl)glycine (2.92 g) in a mixture of dioxane (40 ml) and chloroform (6 ml) were added successively N-hydroxysuccinimide (0.69 g) and dicyclohexylcarbodiimide (1.236 g) at 0° C. and the reaction mixture was stood for 16 hours in a refrigerator. The resulting precipitate was collected by filtration and the filtrate was concentrated in vacuo to give succinimidyl N-(cholest5-en-3β-oxycarbonyl)glycinate (3.23 g).

WORKUP

后处理

filtrationThe resulting precipitate was collected by filtration
concentrationthe filtrate was concentrated in vacuo

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-59d6bf476f944748950b28a6ee156ce1
来源数据集: uspto-grants-1988_09
DOI: 10.6084/m9.figshare.5104873.v1
专利: US04772594
来源说明: uspto-grants-1988_09

反应 SMILES

[CH3:1][CH:2]([CH2:4][CH2:5][CH2:6][C@H:7]([C@@H:9]1[C@:26]2([CH3:27])[C@H:12]([C@H:13]3[C@H:23]([CH2:24][CH2:25]2)[C@:21]2([CH3:22])[C:16]([CH2:17][C@@H:18]([O:28][C:29]([NH:31][CH2:32][C:33]([OH:35])=[O:34])=[O:30])[CH2:19][CH2:20]2)=[CH:15][CH2:14]3)[CH2:11][CH2:10]1)[CH3:8])[CH3:3].O[N:37]1[C:41](=[O:42])[CH2:40][CH2:39][C:38]1=[O:43].C1(N=C=NC2CCCCC2)CCCCC1>O1CCOCC1.C(Cl)(Cl)Cl>[CH3:3][CH:2]([CH2:4][CH2:5][CH2:6][C@H:7]([C@@H:9]1[C@:26]2([CH3:27])[C@H:12]([C@H:13]3[C@H:23]([CH2:24][CH2:25]2)[C@:21]2([CH3:22])[C:16]([CH2:17][C@@H:18]([O:28][C:29]([NH:31][CH2:32][C:33]([O:35][N:37]4[C:41](=[O:42])[CH2:40][CH2:39][C:38]4=[O:43])=[O:34])=[O:30])[CH2:19][CH2:20]2)=[CH:15][CH2:14]3)[CH2:11][CH2:10]1)[CH3:8])[CH3:1]