HRID20350

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID962

Water

H2O

2 次

HCID516892

Sodium Bicarbonate

CHNaO3

结构：CC(C)(C)OC(=O)N1[C@@H]([C@@H](OCc2ccccc2)[C@H](Cc2cccc(OCc3ccccc3)c2)N(Cc2ccccc2)Cc2ccccc2)COC1(C)C

HCID68557976

未命名化合物

PRODUCTS

生成物

结构：N[C@H](CO)[C@@H](OCc1ccccc1)[C@H](Cc1cccc(OCc2ccccc2)c1)N(Cc1ccccc1)Cc1ccccc1

HCID68558795

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID313

Hydrochloric Acid

ClH

溶剂HCID31275

1,4-Dioxane

C4H8O2

PROCEDURE

实验过程

Dissolve 4-(R)-[1-(S)-benzyloxy-3-(3-benzyloxyphenyl)-2-(S)-dibenzylaminopropyl]-2,2-dimethyloxazolidine-3-carboxylic acid tert-butyl ester (16.01 g, 22.0 mmol) in 4 M hydrogen chloride in 1,4-dioxane (130 mL) and stir for 30 minutes. Add water (65 mL) and stir for 18 hours. Slowly add sodium bicarbonate (50 g) and water (˜50 mL). Extract with ethyl acetate, wash with saturated aqueous sodium chloride, dry (magnesium sulfate), filter and concentrate to give the crude desired compound.

WORKUP

后处理

extractionExtract with ethyl acetate
washwash with saturated aqueous sodium chloride
dry with materialdry (magnesium sulfate)
filtrationfilter
concentrationconcentrate

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-29601f73a49241d690cf70d5de7a0301
来源数据集: uspto-grants-2010_06
DOI: 10.6084/m9.figshare.5104873.v1
专利: US07745438B2
来源说明: uspto-grants-2010_06

反应 SMILES

C(OC([N:8]1[C@@H:12]([C@@H:13]([O:45][CH2:46][C:47]2[CH:52]=[CH:51][CH:50]=[CH:49][CH:48]=2)[C@@H:14]([N:30]([CH2:38][C:39]2[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=2)[CH2:31][C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=2)[CH2:15][C:16]2[CH:21]=[CH:20][CH:19]=[C:18]([O:22][CH2:23][C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=3)[CH:17]=2)[CH2:11][O:10]C1(C)C)=O)(C)(C)C.O.C(=O)(O)[O-].[Na+]>Cl.O1CCOCC1>[NH2:8][C@@H:12]([C@@H:13]([O:45][CH2:46][C:47]1[CH:48]=[CH:49][CH:50]=[CH:51][CH:52]=1)[C@@H:14]([N:30]([CH2:31][C:32]1[CH:33]=[CH:34][CH:35]=[CH:36][CH:37]=1)[CH2:38][C:39]1[CH:40]=[CH:41][CH:42]=[CH:43][CH:44]=1)[CH2:15][C:16]1[CH:21]=[CH:20][CH:19]=[C:18]([O:22][CH2:23][C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[CH:17]=1)[CH2:11][OH:10]