HRID253737

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID11205

Carbon tetrabromide

CBr4

HCID11776

Triphenylphosphine

C18H15P

结构：CCOCc1cc(OC)c(-c2ccc(C[C@H](NC(=O)c3c(Cl)cccc3Cl)C(=O)OCC)cc2)c(OC)c1

HCID66843037

未命名化合物

PRODUCTS

生成物

结构：CCOC(=O)[C@H](Cc1ccc(-c2c(OC)cc(CBr)cc2OC)cc1)NC(=O)c1c(Cl)cccc1Cl

HCID54431777

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID6344

Dichloromethane

CH2Cl2

PROCEDURE

实验过程

To a solution of the product obtained in Example 1 -(5) or Reference Example 3-(3) (3.0 g) in CH2Cl2 (80 ml) containing PPh3 (1.77 g) was added CBr4 (2.8 g) at 0° C. The mixture was stirred at room temperature for 3 hours and evaporated. The residue was purified by: column chromatography (silica gel; eluent:AcOEt/n-hexane 1:1) to yield N-(2,6-dichlorobenzoyl)-4-(2,6-dimethoxy-4-bromomethylphenyl)-L-phenylalanine ethyl ester (3.15 g). IR (Nujol) 1731, 1654 cm−1; MS (APCI) m/z 59.6 (M+H).

WORKUP

后处理

customevaporated
customThe residue was purified by: column chromatography (silica gel; eluent:AcOEt/n-hexane 1:1)

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-a9f4bb5e7d6a4a5ab3bd5b94b82c37aa
来源数据集: uspto-grants-2011_01
DOI: 10.6084/m9.figshare.5104873.v1
专利: US07872151B2
来源说明: uspto-grants-2011_01

反应 SMILES

[CH2:1]([O:3][C:4](=[O:38])[C@H:5]([CH2:17][C:18]1[CH:23]=[CH:22][C:21]([C:24]2[C:29]([O:30][CH3:31])=[CH:28][C:27]([CH2:32]OCC)=[CH:26][C:25]=2[O:36][CH3:37])=[CH:20][CH:19]=1)[NH:6][C:7](=[O:16])[C:8]1[C:13]([Cl:14])=[CH:12][CH:11]=[CH:10][C:9]=1[Cl:15])[CH3:2].C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.C(Br)(Br)(Br)[Br:59]>C(Cl)Cl>[CH2:1]([O:3][C:4](=[O:38])[C@H:5]([CH2:17][C:18]1[CH:23]=[CH:22][C:21]([C:24]2[C:29]([O:30][CH3:31])=[CH:28][C:27]([CH2:32][Br:59])=[CH:26][C:25]=2[O:36][CH3:37])=[CH:20][CH:19]=1)[NH:6][C:7](=[O:16])[C:8]1[C:13]([Cl:14])=[CH:12][CH:11]=[CH:10][C:9]=1[Cl:15])[CH3:2]