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Chemical Structure| 103057-44-9 Chemical Structure| 103057-44-9
Chemical Structure| 103057-44-9

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Product Details of tert-Butyl 3-hydroxypyrrolidine-1-carboxylate

CAS No. :103057-44-9
Formula : C9H17NO3
M.W : 187.24
SMILES Code : O=C(N1CC(O)CC1)OC(C)(C)C
MDL No. :MFCD04038535

Safety of tert-Butyl 3-hydroxypyrrolidine-1-carboxylate

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P301+P312-P302+P352-P304+P340-P305+P351+P338

Application In Synthesis of tert-Butyl 3-hydroxypyrrolidine-1-carboxylate

* 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.

  • Downstream synthetic route of [ 103057-44-9 ]

[ 103057-44-9 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 327056-62-2 ]
  • [ 103057-44-9 ]
  • [ 1351503-88-2 ]
YieldReaction ConditionsOperation in experiment
Example 1 Preparation of N-(4-(2-(5-tert-butylisoxazol-3-ylamino)-2-oxoethyl)phenyl)-5- (pyrrolidin-3-yloxy)picolinamide hydrochloride[00279] Step 1 : NaH (60% in mineral oil, 393 mg, 9.8 mmol) in 15 mL of DMF was stirred at rt in a round-bottom flask. tert-Butyl 3-hydroxypyrrolidine-l- carboxylate (1.84 g, 9.8 mmol) was added in portions and the resulting mixture was stirred at rt for 30 min. 5-Fluoro picolinonitrile (1.0 g, 8.2 mmol) in 5 mL of DMF was added dropwise. After stirring at rt for 2 h, LC-MS indicated that the reaction was complete. The reaction mixture was then partitioned between EtOAc (30 mL) and water (25 mL). The organic layer was washed with brine (10 mL), dried over MgS04, filtered, and concentrated under reduced pressure, and dried under high vacuum to give crude tert- vXy 3 -((6-cyanopyridin-3-yl)oxy)pyrrolidine-l -carboxylate (2.37 g) as an oil. LC-MS (ESI) m/z 290 (M +H)+.
  • 2
  • [ 705280-65-5 ]
  • [ 103057-44-9 ]
  • dimethyl 2-bromo-1-(1-(tert-butoxycarbonyl)pyrrolidin-3-yl)-1H-imidazole-4,5-dicarboxylate [ No CAS ]
YieldReaction ConditionsOperation in experiment
With di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; at 40℃; for 1.0h; DIAD (823 μL) was added to a solution of <strong>[705280-65-5]dimethyl 2-bromo-1H-imidazole-4,5-dicarboxylate</strong> (1.0 g), triphenylphosphine (1.10 g), and 1-(tert-butoxycarbonyl)-3-pyrrolidinol (800 mg) in THF (6.0 mL), followed by stirring at 40C for 1 hour. Water was added to the reaction mixture, and the reaction mixture was concentrated under reduced pressure, followed by purifying the obtained residue by column chromatography (hexane:ethyl acetate), thereby obtaining crude dimethyl 2-bromo-1-(1-(tert-butoxycarbonyl)pyrrolidin-3-yl)-1H-imidazole-4,5-dicarboxylate (1.88 g).
1.88 g With di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; at 40℃; for 1.0h; DIAD (823 pL) was added to a solution of dimethyl 2-bromo-lH- imidazole-4,5-dicarboxylate (1.0 g), triphenylphosphine (1.10 g), and 1 -(tert- butoxycarbonyl)-3-pyrrolidinol (800 mg) in THF (6.0 mL), followed by stirring at 40C for 1 hour. Water was added to the reaction mixture, and the reaction mixture was concentrated under reduced pressure, followed by purifying the obtained residue by column chromatography (hexane:ethyl acetate), thereby obtaining crude dimethyl 2-bromo-l-(l- (tert-butoxycarbonyl)pyrrolidin-3-yl)-lH-imidazole-4,5-dicarboxylate (1.88 g).
1.88 g With di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; at 40℃; for 1.0h; DIAD (823 pL) was added to a solution of dimethyl 2-bromo-lH- imidazole-4,5-dicarboxylate (1.0 g), triphenylphosphine (1.10 g), and 1 -(tert- butoxycarbonyl)-3-pyrrolidinol (800 mg) in THF (6.0 mL), followed by stirring at 40C for 1 hour. Water was added to the reaction mixture, and the reaction mixture was concentrated under reduced pressure, followed by purifying the obtained residue by column chromatography (hexane:ethyl acetate), thereby obtaining crude dimethyl 2-bromo-l-(l- (tert-butoxycarbonyl)pyrrolidin-3-yl)-lH-imidazole-4,5-dicarboxylate (1.88 g).
 

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