HRID2063448

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID81531

Diisopropylethylamine

C8H19N

结构：CC(C)(C)OC(=O)CC[C@H](NC(=O)OCc1ccccc1)C(=O)O

HCID107472

4(S)-Carboxy-4-(N-(benzyloxycarbonyl)amino)butanoic acid tert-butyl ester

C17H23NO6

HCID516892

Sodium Bicarbonate

CHNaO3

HCID2723939

1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride

C8H18ClN3

HCID2796029

1H-Benzotriazol-1-ol--water (1/1)

C6H7N3O2

PRODUCTS

生成物

结构：CCCCOC(=O)N1CCN(C(=O)[C@H](CCC(=O)OC(C)(C)C)NC(=O)OCc2ccccc2)CC1

HCID45140359

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID6344

Dichloromethane

CH2Cl2

溶剂HCID21919333

未命名化合物

PROCEDURE

实验过程

Cbz-(L)Glu(OtBu)-OH (10 g), HOBT hydrate (5 g), EDCI hydrochloride (6.3 g), intermediate 1.4 (6 g) and DIPEA (10 mL) were dissolved in DCM/THF (1/1, 84 mL). The mixture was stirred at RT for 1 h. DCM and an aq. NaHCO3 solution were added to the mixture and the phases were separated. The org. phase was washed with a 1M NaHSO4 solution, dried (Na2SO4) and evaporated off. CC of the crude (EA/Hept 1/2) offered 13.8 g of the desired compound.

WORKUP

后处理

customthe phases were separated
washphase was washed with a 1M NaHSO4 solution
dry with materialdried (Na2SO4)
customevaporated off

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-51d88012dbf54d53990a2407af394703
来源数据集: uspto-grants-2012_10
DOI: 10.6084/m9.figshare.5104873.v1
专利: US08288385B2
来源说明: uspto-grants-2012_10

反应 SMILES

[NH:1]([C:15]([O:17][CH2:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)=[O:16])[C@H:2]([C:12]([OH:14])=O)[CH2:3][CH2:4][C:5](=[O:11])[O:6][C:7]([CH3:10])([CH3:9])[CH3:8].[CH:25]1[CH:30]=C2N=NN(O)C2=[CH:27][CH:26]=1.O.CCN=C=NC[CH2:42][CH2:43][N:44]([CH3:46])C.Cl.C[CH2:49][N:50](C(C)C)C(C)C.[C:57]([O-:60])(O)=[O:58].[Na+]>C(Cl)Cl.C1COCC1.C(Cl)Cl>[CH2:30]([O:60][C:57]([N:44]1[CH2:43][CH2:42][N:50]([C:12](=[O:14])[C@@H:2]([NH:1][C:15]([O:17][CH2:18][C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)=[O:16])[CH2:3][CH2:4][C:5]([O:6][C:7]([CH3:8])([CH3:9])[CH3:10])=[O:11])[CH2:49][CH2:46]1)=[O:58])[CH2:25][CH2:26][CH3:27]