HRID1957584

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID516919

Sodium hydrogen sulfate

HNaO4S

结构：COC(=O)[C@H](CNC(=O)c1cc(OCCCCC2CCN(C(=O)OC(C)(C)C)CC2)no1)NS(=O)(=O)c1ccccc1

HCID86752945

未命名化合物

HCID178418351

未命名化合物

PRODUCTS

生成物

结构：CC(C)(C)OC(=O)N1CCC(CCCCOc2cc(C(=O)NC[C@H](NS(=O)(=O)c3ccccc3)C(=O)O)on2)CC1

HCID86752946

未命名化合物

收率 99.2%

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID8028

Tetrahydrofuran

C4H8O

PROCEDURE

实验过程

A solution of LiOH.H2O (35 mg, 0.87 mmol, 4-6 (176 mg, 0.29 mmol), and 20% aq. THF (10 mL) was stirred at ambient temperature for 1 h. The reaction mixture was acidified with 1M NaHSO4 and extracted with EtOAc (3×). The combined extracts were dried (MgSO4) and concentrated to give 4-7 (171 mg) as a foam. Rf 0.73 (silica, 9:0.5:0.5 CH2Cl2 /CH3OH/AcOH). ##STR49## 3-[4-(Piperidin-4-yl)butyloxy]isoxazole-5-carbonyl-2(S)-phenylsulfonylamino-β-alanine (4-8)

WORKUP

后处理

extractionextracted with EtOAc (3×)
dry with materialThe combined extracts were dried (MgSO4)
concentrationconcentrated

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-697bf43747c144eb8a3877f3458d4f34
来源数据集: uspto-grants-1998_07
DOI: 10.6084/m9.figshare.5104873.v1
专利: US05786373
来源说明: uspto-grants-1998_07

反应 SMILES

O[Li].O.C[O:5][C:6](=[O:45])[C@@H:7]([NH:35][S:36]([C:39]1[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=1)(=[O:38])=[O:37])[CH2:8][NH:9][C:10]([C:12]1[O:16][N:15]=[C:14]([O:17][CH2:18][CH2:19][CH2:20][CH2:21][CH:22]2[CH2:27][CH2:26][N:25]([C:28]([O:30][C:31]([CH3:34])([CH3:33])[CH3:32])=[O:29])[CH2:24][CH2:23]2)[CH:13]=1)=[O:11].OS([O-])(=O)=O.[Na+]>C1COCC1>[C:28]([N:25]1[CH2:26][CH2:27][CH:22]([CH2:21][CH2:20][CH2:19][CH2:18][O:17][C:14]2[CH:13]=[C:12]([C:10]([NH:9][CH2:8][C@H:7]([NH:35][S:36]([C:39]3[CH:40]=[CH:41][CH:42]=[CH:43][CH:44]=3)(=[O:38])=[O:37])[C:6]([OH:45])=[O:5])=[O:11])[O:16][N:15]=2)[CH2:23][CH2:24]1)([O:30][C:31]([CH3:34])([CH3:33])[CH3:32])=[O:29]