HRID255873

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID8028

Tetrahydrofuran

C4H8O

2 次

HCID10340

Carbonic acid sodium salt (1:2)

CNa2O3

HCID108727

Decyl chloroformate

C11H21ClO2

结构：CCCCCCCCCCCCCCCCCCNC1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O

HCID13361749

未命名化合物

PRODUCTS

生成物

结构：CCCCCCCCCCCCCCCCCCN(C(=O)OC(C)CCCCCCCCCC)C1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O

HCID22837650

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID702

Ethanol

C2H6O

PROCEDURE

实验过程

9 g of the compound from Example 1 were suspended in 160 ml of tetrahydrofuran and 40 ml of ethanol, and 9 g of sodium carbonate were added. 5 g of decyl chloroformate, dissolved in 40 ml of tetrahydrofuran, are added dropwise to this suspension in the course of 20 minutes. When the reaction has ended, the batch is filtered and the residue on the filter is rinsed with tetrahydrofuran. The filtrate is combined with the wash solutions and evaporated in vacuo. The resulting syrup is purified by chromatography (mobile phase methylene chloride/methanol, 20:1)

WORKUP

后处理

additionare added dropwise to this suspension in the course of 20 minutes
filtrationthe batch is filtered
washthe residue on the filter is rinsed with tetrahydrofuran
customevaporated in vacuo
customThe resulting syrup is purified by chromatography (mobile phase methylene chloride/methanol, 20:1)

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-c8145c9bcd494f00b53d6e76f7372890
来源数据集: uspto-grants-1987_10
DOI: 10.6084/m9.figshare.5104873.v1
专利: US04699899
来源说明: uspto-grants-1987_10

反应 SMILES

[CH2:1]([NH:19][CH:20]1[O:28][C@H:27]([CH2:29][OH:30])[C@@H:25]([OH:26])[C@H:23]([OH:24])[C@H:21]1[OH:22])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18].[C:31](=[O:34])([O-])[O-:32].[Na+].[Na+].ClC(O[CH2:41][CH2:42][CH2:43][CH2:44][CH2:45][CH2:46][CH2:47][CH2:48][CH2:49][CH3:50])=O.O1CC[CH2:53][CH2:52]1>C(O)C>[CH2:1]([N:19]([CH:20]1[O:28][C@H:27]([CH2:29][OH:30])[C@@H:25]([OH:26])[C@H:23]([OH:24])[C@H:21]1[OH:22])[C:31]([O:32][CH:49]([CH2:48][CH2:47][CH2:46][CH2:45][CH2:44][CH2:43][CH2:42][CH2:41][CH2:52][CH3:53])[CH3:50])=[O:34])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18]