HRID227472

反应详情

EQUATION

反应方程式

REACTANTS

反应物

结构：NC(=O)c1[nH]c2ccc(Cl)cc2c1S(=O)(=O)N1CCO[C@H](COc2ccccc2)C1

HCID10366479

未命名化合物

HCID42048698

未命名化合物

结构：CCOC(=O)c1c(S(=O)(=O)N2CCOC(COc3ccccc3)C2)c2cc(Cl)ccc2n1S(=O)(=O)c1ccccc1

HCID68878207

未命名化合物

PRODUCTS

生成物

结构：CCOC(=O)c1c(S(=O)(=O)N2CCO[C@H](COc3ccccc3)C2)c2cc(Cl)ccc2n1S(=O)(=O)c1ccccc1

HCID69001345

未命名化合物

PROCEDURE

实验过程

The product from Step A of Example 22 was resolved by preparative chiral HPLC (ChiralPak AD) to produce a first-eluting enantiomer and a second-eluting enantiomer. To assign the (S)-configuration to the first-eluting enantiomer, (S)-2-(phenoxymethyl)morpholine (from resolution of the racemate by preparative ChiralPak AD HPLC) was converted to the titled product using the procedure described in Step A of Example 22. The configuration of (S)-2-(phenoxymethyl)morpholine was assigned by 1H NMR analysis of the derived Mosher's amide (cf. J. Org. Chem. 1996, 61, 2056-2064).

WORKUP

后处理

customto produce a first-eluting enantiomer

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-a3c1d18fe84f44ff90d50193adf1f18f
来源数据集: uspto-grants-2009_07
DOI: 10.6084/m9.figshare.5104873.v1
专利: US07560546B2
来源说明: uspto-grants-2009_07

反应 SMILES

[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[N:7]([S:11]([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)(=[O:13])=[O:12])[C:6]([C:20]([O:22][CH2:23][CH3:24])=[O:21])=[C:5]2[S:25]([N:28]1[CH2:33][CH2:32][O:31][CH:30]([CH2:34][O:35][C:36]2[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=2)[CH2:29]1)(=[O:27])=[O:26].ClC1C=C2C(=CC=1)NC(C(N)=O)=C2S(N1CCO[C@H](COC2C=CC=CC=2)C1)(=O)=O.O(C[C@H]1OCCNC1)C1C=CC=CC=1>>[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[N:7]([S:11]([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)(=[O:12])=[O:13])[C:6]([C:20]([O:22][CH2:23][CH3:24])=[O:21])=[C:5]2[S:25]([N:28]1[CH2:33][CH2:32][O:31][C@H:30]([CH2:34][O:35][C:36]2[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=2)[CH2:29]1)(=[O:27])=[O:26]