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. : | 364750-81-2 | MDL No. : | MFCD07784043 |
Formula : | C11H19NO4 | Boiling Point : | No data available |
Linear Structure Formula : | - | InChI Key : | MXKSXPYZNXUHEZ-YUMQZZPRSA-N |
M.W : | 229.27 | Pubchem ID : | 26596883 |
Synonyms : |
|
Chemical Name : | (2S,4S)-1-(tert-Butoxycarbonyl)-4-methylpyrrolidine-2-carboxylic acid |
Signal Word: | Warning | Class: | |
Precautionary Statements: | P261-P305+P351+P338 | UN#: | |
Hazard Statements: | H315-H319-H335 | 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 |
---|---|---|
84% | With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In dichloromethane; for 27h; | Compound 9 (1.6 g, 7.0 mmol), glycine benzyl ester tosylate (3.07 g, 9.1 mmol), and PyBOP (3.64 g, 7.0 mmol) were dissolved in anhydrous CH2Cl2 (80 mL). DIEA (2.26 g, 17.5 mmol) was added, and the resulting solution was stirred for 27 h under Ar(g). The reaction mixture was washed with 10percent w/v aqueous citric acid (3.x.50 mL), NaHCO3 (3.x.50 mL), water (50 mL), and brine (50 mL), dried over anhydrous MgSO4(s), and concentrated under reduced pressure. The crude oil was purified by flash chromatography (1:1 EtOAc:hexane) to afford 11 (2.13 g, 5.9 mmol, 84percent) as a colorless, sticky liquid. 1H NMR delta: 1.03 and 1.04 (d, J=3.2, 3H), 1.44 (bs, 9H), 1.55-2.50 (m, 4H), 2.90 (t, J=9.8, 1H), 3.65-3.94 (m, 1H), 4.01-4.34 (m, 3H), 5.18 (s, 2H), 7.36 (bs, 5H); HRMS-ESI (m/z): [M+Na]+ calcd for C20H28N2O5Na, 399.1896; found, 399.1897. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
94% | With 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium hypochlorite; sodium chlorite; sodium dihydrogenphosphate; In water; acetonitrile; at 40 - 45℃; for 19h;pH 6.6; | Following the method of Del Valle and Goodman, three solutions were prepared prior to the oxidation. The first solution consisted of NaClO2 (1.33 g, 14.7 mmol) in water (7.4 mL). The second solution consisted of bleach (436 muL) in water (7.4 mL). The third solution consisted of compound 8 (1.60 g, 7.4 mmol) dissolved in 100 mL of 3:2 CH3CN:NaH2PO4 buffer (pH 6.6, 0.67 M). The solution containing 8 was heated to 45° C., and TEMPO (193 mg, 0.7 mmol) was added. The two oxidant solutions were added simultaneously in 618 muL portions over 1 h, and the resulting solution was stirred at 40° C. for 18 h. After cooling to room temperature, the reaction was quenched by dropwise addition of saturated aqueous Na2SO3 until the solution became colorless. The acetonitrile was removed under reduced pressure, and the resulting aqueous solution basified to pH 10 with 1 M NaOH. The basic solution was washed with ether (5*125 mL) and then acidified to pH 2 with 2 M HCl. The acidic solution was extracted with ether (4*200 mL), and the organic layer was dried over anhydrous MgSO4(s) and concentrated under reduced pressure to afford 9 (1.60 g, 7.0 mmol, 94percent) as a white solid. 1H NMR delta: 1.09 (d, J=6.0, 3H), 1.44 and 1.50 (s, 9H), 1.58-1.70 and 1.88-2.00 (m, 1H), 2.21-2.31 (m, 1H), 2.31-2.52 (m, 1H), 2.89-3.04 (m, 1H), 3.67-3.82 (m, 1H), 4.20-4.38 (2m, 1H); 13C NMR delta: 16.9, 17.2, 28.2, 28.3, 32.7, 36.4, 38.8, 53.3, 54.1, 59.4, 59.5, 80.4, 81.6, 159.4, 162.1, 174.9, 179.6; ESI-MS (m/z): [M-H]- calcd for C11H18NO4, 228.1; found, 228.4. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With acetyl chloride; at 0 - 20℃; for 10h; | Following the method of Nudelman et al., compound 9 (100 mg, 0.44 mmol) was dissolved in anhydrous MeOH (10 mL), and the resulting solution was cooled to 0° C. Acetyl chloride (11.80 g, 150 mmol) was added dropwise and the reaction mixture was allowed to warm slowly to room temperature and stirred for 10 h. The resulting solution was concentrated under reduced pressure and the residue dissolved in anhydrous CH2Cl2 (15 mL). N,N-4-Dimethylaminopyridine (450 mg, 3.7 mmol) was added, followed by the dropwise addition of H313CC(O)Cl (99 mg, 1.2 mmol). The reaction mixture was stirred for 9 h. Additional unlabeled acetyl chloride was added to ensure complete reaction, followed by MeOH (10 mL) to quench the reaction. The resulting solution was concentrated under reduced pressure, and the residue was dissolved in 10percent w/v aqueous citric acid, extracted with CH2Cl2 (2.x.40 mL), dried over anhydrous MgSO4(s), and concentrated under reduced pressure. The crude product was purified by flash chromatography (50percent v/v EtOAc in hexane to elute byproducts followed by 6percent v/v MeOH in EtOAc) to afford 10 (40 mg, 0.21 mmol, 52percent) as a yellow oil. 1H NMR delta: 1.06 and 1.10 (2 d, J=6.4, 3H), 1.56 (q, J=10.5, 1H), 2.09 (d, JC-H=128, 3H), 2.28-2.46 (m, 2H), 3.18 (t, J=9.8, 1H), 3.69 (m, 1H), 3.74 and 3.78 (2 s, 3H), 4.36 (t, J=8.4, 1H); 13C NMR delta: 17.0, 21.8, 22.4, 33.9, 37.6, 52.3, 55.1, 59.3, 168.9, 169.4, 173.1, 173.2; HRMS-ESI (m/z): [M+Na]+ calcd for C813CH15NO3Na, 209.0983; found, 209.0980. |
[ 109523-13-9 ]
(2S,3aS,7aS)-1-(tert-Butoxycarbonyl)octahydro-1H-indole-2-carboxylic acid
Similarity: 1.00
[ 52498-32-5 ]
(2S,3S)-2-((tert-Butoxycarbonyl)(methyl)amino)-3-methylpentanoic acid
Similarity: 0.97
[ 334769-80-1 ]
(2S,5S)-1-(tert-Butoxycarbonyl)-5-methylpyrrolidine-2-carboxylic acid
Similarity: 0.97
[ 15761-39-4 ]
(S)-1-(tert-Butoxycarbonyl)pyrrolidine-2-carboxylic acid
Similarity: 0.97