Purity | Size | Price | VIP Price | USA Stock *0-1 Day | Global Stock *5-7 Days | Quantity | ||||||
{[ item.p_purity ]} | {[ item.pr_size ]} | Inquiry |
{[ getRatePrice(item.pr_usd, 1,1,item.pr_is_large_size_no_price) ]} {[ getRatePrice(item.pr_usd,item.pr_rate,1,item.pr_is_large_size_no_price) ]} |
{[ getRatePrice(item.pr_usd, 1,1,item.pr_is_large_size_no_price) ]} | Inquiry {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate,item.pr_is_large_size_no_price) ]} {[ getRatePrice(item.pr_usd,1,item.mem_rate,item.pr_is_large_size_no_price) ]} | {[ item.pr_usastock ]} | in stock Inquiry - | {[ item.pr_chinastock ]} | {[ item.pr_remark ]} in stock Inquiry - | Login | Inquiry |
Please Login or Create an Account to: See VIP prices and availability
CAS No. : | 68108-18-9 | MDL No. : | MFCD00273370 |
Formula : | C4H7NO2 | Boiling Point : | No data available |
Linear Structure Formula : | - | InChI Key : | IOGISYQVOGVIEU-VKHMYHEASA-N |
M.W : | 101.10 | Pubchem ID : | 155084 |
Synonyms : |
|
Chemical Name : | (S)-4-Hydroxypyrrolidine-2-one |
Signal Word: | Warning | Class: | |
Precautionary Statements: | P305+P351+P338 | UN#: | |
Hazard Statements: | H302-H319 | Packing Group: | |
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 |
---|---|---|
100% | With 1H-imidazole; In N,N-dimethyl-formamide; at 20℃; for 16h; | Imidazole (93.73 g, 1 .26 mol) and tert-butyldimethylsilyl chloride (145.3 g, 0.96 mol) were added to a solution of (S)-4-hydroxy-2-pyrrolidone (92.8 g, 0.92 mol) in dimethylformaide (560 ml_). The mixture was then stirred at room temperature for 16 hours, after which time it was poured over ice and an aqueous solution of hydrochloric acid (0.2 M, 300 ml_) was added. The mixture was stirred at room temperature for 10 minutes, and then extracted with ethyl acetate (4 x 500 ml_). The combined organic extracts were washed with brine (1000 ml_), dried over sodium sulphate, filtered, and evaporated u n d er red u ced p ressu re to g ive (S )-4-(tert-butyl-dimethyl-silanyloxy)- pyrrolidin-2-one as a solid (200 g, 100%). |
97.4% | With 1H-imidazole; In N,N-dimethyl-formamide; at 20℃; for 6h; | (17 g, 100 mmol) of (S) -4-hydroxy-2-oxopyrrolidine and 17 g (250 mmol) of imidazole were dissolved in 120 ml of DMF,A DMF solution of tert-butyldimethylchlorosilane (18.1 g of t-butyldimethylchlorosilane, 120 mmol) At room temperature for 6 hours,The reaction solution was poured into ice water, extracted three times with ethyl acetate, washed three times with saturated brine,Concentrated under reduced pressure, and recrystallized from diethyl ether to give 20.98 g of the compound represented by the formula III protected by t-butyldimethylsilane in a yield of 97.4%. |
97.1% | With 1H-imidazole; In N,N-dimethyl-formamide; at 20℃; for 6.5h; | (S)-4-hydroxy-2-oxo-pyrrolidine 10.1 g (100 mmol), imidazole 13.6g (200mmol) was dissolved in 100ml DMF, followed by the dropwise addition of t-butyldimethylchlorosilane in DMF (Containing tert-butyldimethylchlorosilane 18.1 g, 120 mmol) at room temperature for 6.5 hours. The reaction solution was poured into ice water, Ethyl acetate was extracted three times, washed with saturated brine three times, concentrated under reduced pressure and recrystallized from diethyl ether to give 20.9 g of the compound represented by the formula III protected by t-butyldimethylsilane in a yield of 97.1%. |
92% | With 1H-imidazole; In N,N-dimethyl-formamide; at 0 - 20℃; for 12h; | To a solution of ()-4-hydroxypyrrolidin-2-one (cas: 68108-18-9, 5.0 g, 49.5 mmol) in DMF (20 mL) at 0- 5 C was added /cvV-butyl chi orodi m ethyl si 1 an e (8.9 g, 1.2 equiv.) and imidazole (8.4 g, 2.5 equiv.). The reaction mixture was allowed to warm to ambient temperature and stirred for 12 hours. Water (50 mL) was then added and the reaction mixture was stirred for 10 minutes. The white precipitate that was formed was filtered and washed with water (15 mL) and then dried under high vacuum to afford 1-258 (9.8 g, 92% yield). MS (ESI, pos. ion) m/z: 2l6. l(M+l). |
With 1H-imidazole; In N,N-dimethyl-formamide; at 20℃; | 1.02 g of imidazole and 1.58 g of t-butyldimethylchlorosilane were added to a dimethylformamide (5 ml) solution of 1.01 g of (S)-4-hydroxy-2-pyrrolidone, and stirred overnight at room temperature. Water was added to the reaction liquid, and stirred with cooling with ice. The precipitated crystal was taken out through filtration and dried to obtain 2.07 g of the entitled compound as a colorless crystal. | |
With 1H-imidazole; In N,N-dimethyl-formamide; at 0 - 20℃; for 21h; | (S)-4-Hydroxypyrrolidin-2-one (101 g) was dissolved in N,N-dimethylformamide (400 mL), imidazole (102 g) and t-butyldimethylchlorosilane (158 g) were added thereto at 0 C., and stirring was conducted at room temperature for 21 hours. The reaction liquid was added to water, and the precipitated white solid was collected by filtration and washed with water to give the title compound (210 g) as a white solid.1H-NMR (CDCl3) δ (ppm): 0.02 (6H, s), 0.81 (9H, s), 2.16-2.22 (1H, m), 2.42-2.50 (1H, m), 3.14-3.18 (1H, m), 3.49-3.54 (1H, m), 4.46-4.52 (1H, m), 5.76 (1H, br.s).ESI/MS (m/z): 216 (M+H)+. | |
With 1H-imidazole; In N,N-dimethyl-formamide; at 0 - 20℃; for 0.5h;Inert atmosphere; | (S)-4-hydroxy-2-pyrrolidone S20 (500 mg, 4.95 mmol) was dissolved in DMF (50 mL), and tertbutyldimethyl silyl chloride (894.5 mg, 5.93 mmol, 1.2 equiv) and imidazole (673.4 mg, 9.89 mmol,2equiv) were added under the protection of nitrogen at 0 C and stirred for 30 minutes at roomtemperature. The mixture was poured into H2O, filtered, collected, and dried to obtain 4-tert-butyldimethylsiloxane -2-pyrrolidone S21 white crystals. |