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CAS No. : | 1001353-87-2 | MDL No. : | MFCD11040193 |
Formula : | C12H21NO4 | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | ACHKRIQLSCPKKK-QMMMGPOBSA-N |
M.W : | 243.30 | Pubchem ID : | 25067306 |
Synonyms : |
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Signal Word: | Warning | Class: | N/A |
Precautionary Statements: | P261-P280-P305+P351+P338 | UN#: | N/A |
Hazard Statements: | H302-H315-H319-H332-H335 | Packing Group: | N/A |
GHS Pictogram: |
* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
95% | With lithium hydroxide monohydrate In water at 0 - 20℃; for 2 h; Inert atmosphere; Sealed tube | To a solution of compound 15-2 (4.85 g, 18.86 mmol) in THF (40 mL) was added lithium hydroxide monohydrate aqueous solution (1.5 g, 20 mL) dropwise at 0 °C. At the end of the addition, the mixture was stirred at rt for 2.0 hrs. After the reaction was completed, the THF solvent was removed and 50 mL of water was added to the mixture. The resulting mixture was washed with EtOAc (30 mL x 3). The aqueous phase was adjusted to pH 1 with hydrochloric acid (1 M) and extracted with EtOAc (50 mL x 3). The combined organic layers were washed with brine, dried over anhydrous Na2S04 and concentrated in vacuo to give the title compound as a white solid (4.35 g, 95percent). The compound was characterized by the following spectroscopic data: MS (ESI, pos.ion) mlz: 244.5 [M+H]+; 'H NMR (400 MHz, CD3OD) δ (ppm): 4.34-4.31 (m, 1H), 3.28-3.22 (m, 1H), 3.20-3.13 (m, 1H), 2.23-2.18 (m, 1H), 1.85-1.80 (m, 1H), 1.46 (s, 9H), 1.01-0.99 (m, 3H), 0.86-0.84 (m, 3H). |
95% | With lithium hydroxide monohydrate In tetrahydrofuran; water at 0 - 20℃; for 2 h; | Compound 10-2 (4.85 g, 18.86 mmol) was dissolved in THF (40 mL) and an aqueouslithium hydroxide monohydrate solution (1.5 g, 20 mL) was added to the system at 0 ° C.The mixture was reacted at room temperature for 2.0 hours. After completion of thereaction, THF was removed, water (50 mL) was added and the mixture was washed with EtOAc(30 mL × 3). After partitioning, the aqueous layer was adjusted to pH 1 with dilutehydrochloric acid (1 M) The combined organic phases were washed with saturated brine anddried over anhydrous Na 2SO 4Dried and concentrated to give 4.35 g of white solid, yield:95percent. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
91% | With lithium hydroxide In tetrahydrofuran; methanol; water at 20℃; | 163C. (S)-4,4-Dimethylpyrrolidine-2-carboxylic acid To a solution of (S)-1-tert-butyl 2-ethyl 4,4-dimethylpyrrolidine-1,2-dicarboxylate (1.0 g, 3.7 mmol) in MeOH/H2O/THF (20/15/10 mL) was added lithium hydroxide monohydrate (0.78 g, 18.5 mmol), and the resulting mixture was stirred at room temperature overnight. The solvent was removed and the resulting residue was acidified with phosphoric acid to pH 3. The aqueous layer was extracted with EtOAc, washed with brine, dried over Na2SO4, and filtered. The filtrate was evaporated to furnish the crude product (0.82 g, 91percent). 1H NMR (CD3OD, 400 MHz) δ 4.21 (m, 1H), 3.24-3.29 (m, 1H), 3.11-3.14 (m, 1H), 2.08 (m, 1H), 1.75 (m, 1H), 1.40 (s, 9H), 1.11 (s, 3H), and 1.04 (s, 3H). |