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CAS No.: | 114676-61-8 |
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Name: | (2S,4R)-4-hydroxy-2-methyl-pyrrolidine-1-carboxylic acid tert-butyl ester |
Article Data: | 5 |
Molecular Structure: | |
Formula: | C10H19NO3 |
Molecular Weight: | 201.266 |
Density: | 1.094±0.06 g/cm3(Predicted) |
Melting Point: | 75-78 °C |
Boiling Point: | 282.5±33.0 °C(Predicted) |
PSA: | 49.77000 |
LogP: | 1.31450 |
tert-butyl (2S,4R)-4-((tert-butyldimethylsilyl)oxy)-2-methylpyrrolidine-1-carboxylate
tert-butyl (2S,4R)-4-hydroxyl-2-methylpyrrolidine-1-carboxylate
Conditions | Yield |
---|---|
With tetrabutyl ammonium fluoride In tetrahydrofuran at 20℃; | 99% |
With tetrabutyl ammonium fluoride In tetrahydrofuran for 2.5h; Yield given; | |
With tetrabutyl ammonium fluoride In tetrahydrofuran |
(R)-tert-butyl 3-hydroxypyrrolidine-1-carboxylate
dimethyl sulfate
A
(2R,4R)-tert-butyl 4-hydroxy-2-methylpyrrolidine-1-carboxylate
B
tert-butyl (2S,4R)-4-hydroxyl-2-methylpyrrolidine-1-carboxylate
Conditions | Yield |
---|---|
With N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium In tetrahydrofuran 1.) -78 to -46 deg C, 2 h, 2.) -78 deg C; Yield given. Yields of byproduct given. Title compound not separated from byproducts; | |
With N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium In tetrahydrofuran 1.) -78 to -46 deg C, 2 h, 2.) -78 deg C; Yield given. Yields of byproduct given; |
di-tert-butyl dicarbonate
tert-butyl (2S,4R)-4-hydroxyl-2-methylpyrrolidine-1-carboxylate
Conditions | Yield |
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Multi-step reaction with 6 steps 1: 90 percent / triethylamine / CH2Cl2 / 12 h 2: 99 percent / imidazole / dimethylformamide / 1.5 h / Ambient temperature 3: 93 percent / lithium borohydride / tetrahydrofuran / 16 h 4: 94 percent / triethylamine / CH2Cl2 / 15 h 5: lithium triethylborohydride / tetrahydrofuran / 2 h 6: tetra-n-butylammonium fluoride / tetrahydrofuran / 2.5 h View Scheme |
(2R,4R)-1-tert-butyl 2-methyl 4-hydroxypyrrolidine-1,2-dicarboxylate
tert-butyl (2S,4R)-4-hydroxyl-2-methylpyrrolidine-1-carboxylate
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1: 99 percent / imidazole / dimethylformamide / 1.5 h / Ambient temperature 2: 93 percent / lithium borohydride / tetrahydrofuran / 16 h 3: 94 percent / triethylamine / CH2Cl2 / 15 h 4: lithium triethylborohydride / tetrahydrofuran / 2 h 5: tetra-n-butylammonium fluoride / tetrahydrofuran / 2.5 h View Scheme |
(2R,4R)-4-hydroxy-2-methoxycarbonylpyrrolidine hydrochloride
tert-butyl (2S,4R)-4-hydroxyl-2-methylpyrrolidine-1-carboxylate
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1: 90 percent / triethylamine / CH2Cl2 / 12 h 2: 99 percent / imidazole / dimethylformamide / 1.5 h / Ambient temperature 3: 93 percent / lithium borohydride / tetrahydrofuran / 16 h 4: 94 percent / triethylamine / CH2Cl2 / 15 h 5: lithium triethylborohydride / tetrahydrofuran / 2 h 6: tetra-n-butylammonium fluoride / tetrahydrofuran / 2.5 h View Scheme |
(2R,4R)-tert-butyl 4-((tert-butyldimethylsilyl)oxy)-2-(hydroxymethyl)pyrrolidine-1-carboxylate
tert-butyl (2S,4R)-4-hydroxyl-2-methylpyrrolidine-1-carboxylate
Conditions | Yield |
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Multi-step reaction with 3 steps 1: 94 percent / triethylamine / CH2Cl2 / 15 h 2: lithium triethylborohydride / tetrahydrofuran / 2 h 3: tetra-n-butylammonium fluoride / tetrahydrofuran / 2.5 h View Scheme | |
Multi-step reaction with 3 steps 1: triethylamine / dichloromethane / 0 °C 2: sodium triethylborohydride / tetrahydrofuran / 2 h / 5 - 20 °C 3: tetrabutyl ammonium fluoride / tetrahydrofuran / 20 °C View Scheme |
tert-butyl (2S,4R)-4-hydroxyl-2-methylpyrrolidine-1-carboxylate
Conditions | Yield |
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Stage #1: tert-butyl (2S,4R)-4-hydroxyl-2-methylpyrrolidine-1-carboxylate With sodium hydride In tetrahydrofuran; mineral oil at 10 - 41℃; for 0.416667h; Stage #2: 1-(2-chloro-5,7-dihydro-6H-pyrrolo[3,4-d]pyrimidin-6-yl)ethan-1-one In tetrahydrofuran; mineral oil at 40℃; Temperature; | 99% |
toluene-4-sulfonic acid
tert-butyl (2S,4R)-4-hydroxyl-2-methylpyrrolidine-1-carboxylate
Conditions | Yield |
---|---|
In water; isopropyl alcohol at 62℃; | 93% |
tert-butyl (2S,4R)-4-hydroxyl-2-methylpyrrolidine-1-carboxylate
methyl iodide
Conditions | Yield |
---|---|
With sodium hydride In N,N-dimethyl-formamide; mineral oil at 20℃; for 1h; | 92% |
5-bromo-2-fluoropyridine
tert-butyl (2S,4R)-4-hydroxyl-2-methylpyrrolidine-1-carboxylate
Conditions | Yield |
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With sodium hydride In tetrahydrofuran at 90℃; for 2h; | 86% |