HRID420277

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID11776

Triphenylphosphine

C18H15P

HCID21226129

未命名化合物

结构：C=Cc1cc(C[C@@H]2CS(=O)(=O)C[C@H]3[C@H]2OC(=O)N3Cc2cccc(C(C)(C)C)c2)cc(F)c1N

HCID66649728

未命名化合物

PRODUCTS

生成物

结构：CC(C)(C)c1cccc(CN2C(=O)O[C@H]3[C@H](Cc4cc(F)c(N)c(C=O)c4)CS(=O)(=O)C[C@@H]32)c1

HCID131729366

未命名化合物

CONDITIONS

反应条件

温度: 25 °C

PROCEDURE

实验过程

A solution of (3aR*,7S*,7aS*)-7-(4-amino-3-fluoro-5-vinyl-benzyl)-3-(3-tert-butyl-benzyl)-5,5-dioxo-hexahydro-1-oxa-5lambda*6*-thia-3-aza-inden-2-one (0.215 g, 0.44 mmol) in CH2Cl2-MeOH 4:1 (10 mL) was ozonized at −78° C. until the educt disappeared. After addition of PPh3 (0.139 g, 0.53 mmol) the reaction mixture was allowed to warm to 25° C. and the solvents were removed under reduced pressure. The title compound was obtained after flash-chromatography on silica gel (hexane-EtOAc 2:1) as white solid: ESIMS [M−H]−=487.

WORKUP

后处理

customwas ozonized at −78° C. until the educt
customthe solvents were removed under reduced pressure

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-8a263ad329ed46f4b73c026d3ba94df4
来源数据集: uspto-grants-2012_01
DOI: 10.6084/m9.figshare.5104873.v1
专利: US08093406B2
来源说明: uspto-grants-2012_01

反应 SMILES

[NH2:1][C:2]1[C:31]([CH:32]=C)=[CH:30][C:5]([CH2:6][C@H:7]2[C@H:15]3[C@@H:11]([N:12]([CH2:17][C:18]4[CH:23]=[CH:22][CH:21]=[C:20]([C:24]([CH3:27])([CH3:26])[CH3:25])[CH:19]=4)[C:13](=[O:16])[O:14]3)[CH2:10][S:9](=[O:29])(=[O:28])[CH2:8]2)=[CH:4][C:3]=1[F:34].C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.C(Cl)Cl.C[OH:58]>>[NH2:1][C:2]1[C:3]([F:34])=[CH:4][C:5]([CH2:6][C@H:7]2[C@H:15]3[C@@H:11]([N:12]([CH2:17][C:18]4[CH:23]=[CH:22][CH:21]=[C:20]([C:24]([CH3:26])([CH3:25])[CH3:27])[CH:19]=4)[C:13](=[O:16])[O:14]3)[CH2:10][S:9](=[O:29])(=[O:28])[CH2:8]2)=[CH:30][C:31]=1[CH:32]=[O:58]