HRID1058323

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID4059597

1-(tert-Butoxycarbonyl)-3,3-dimethylproline

C12H21NO4

结构：CC(C)(C)OC(=O)NCc1ccc(Cl)cc1CNC(=O)[C@@H]1CCCN1

HCID11428605

未命名化合物

PRODUCTS

生成物

结构：CC(C)(C)OC(=O)NCc1ccc(Cl)cc1CNC(=O)[C@@H]1CCCN1C(=O)[C@H]1N(C(=O)OC(C)(C)C)CCC1(C)C

HCID69937541

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID11

1,2-Dichloroethane

C2H4Cl2

PROCEDURE

实验过程

1-(tert-Butoxycarbonyl)-3,3-dimethylprolyl-N-(2-{[(tert-butoxycarbonyl)amino]methyl}-5-chlorobenzyl)-L-prolinamide was prepared as a mixture of diastereomers from 1-(tert-butoxycarbonyl)-3,3-dimethyl-D,L-proline (73 mg, 0.30 mmol) and L-prolin-N-(2-{[(tert-butoxycarbonyl)amino]methyl}-5-chlorobenzyl)amide (111 mg, 0.30 mmol) essentially according to the EDC coupling procedure described in Step 3 of Example 46. The diastereomeric products were separated by reverse phase HPLC as described in Step 3 of Example 46. Diastereomer A: LCMS RT=2.44 min. LCMS (M+H)=593.4. Diastereomer B: LCMS RT=2.58 min. LCMS (M+H)=593.5.

WORKUP

后处理

customThe diastereomeric products were separated by reverse phase HPLC

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-db440c9ff5b24763a6a65d67be837703
来源数据集: uspto-grants-2003_02
DOI: 10.6084/m9.figshare.5104873.v1
专利: US06515011B2
来源说明: uspto-grants-2003_02

反应 SMILES

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