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Chemical Structure| 321997-89-1 Chemical Structure| 321997-89-1

Structure of 321997-89-1

Chemical Structure| 321997-89-1

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Product Details of [ 321997-89-1 ]

CAS No. :321997-89-1
Formula : C12H22N2O4
M.W : 258.31
SMILES Code : COC(=O)C1(N)CCN(CC1)C(=O)OC(C)(C)C
MDL No. :MFCD06200674
InChI Key :MMPCQLBEECGPAP-UHFFFAOYSA-N
Pubchem ID :20871940

Safety of [ 321997-89-1 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P280-P301+P312-P302+P352-P305+P351+P338

Application In Synthesis of [ 321997-89-1 ]

* 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 [ 321997-89-1 ]

[ 321997-89-1 ] Synthesis Path-Downstream   1~4

  • 1
  • [ 186581-53-3 ]
  • [ 183673-71-4 ]
  • [ 321997-89-1 ]
YieldReaction ConditionsOperation in experiment
In methanol; dichloromethane; at 20℃; for 0.5h; Intermediate 65: Methyl 1-BOC-4-amino-4-piperidinecarboxylate To a solution of l-BOC-4-amino-4-piperidinecarboxylic acid (2.00 g, 8.2 mol) in MeOH (300 mL) and DCM (300 mL) was added diazomethane slowly until the reaction solution became to pale yellow. The reaction mixture was stirred at room temperature for additional 30 min. and concentrated in vacuo to give the title compound. MS [M+H] = 393 (M+1)
  • 2
  • [ 183673-71-4 ]
  • [ 18107-18-1 ]
  • [ 321997-89-1 ]
YieldReaction ConditionsOperation in experiment
76% With N-ethyl-N,N-diisopropylamine; In methanol; hexane; acetonitrile; (a) Methyl 4-amino-1-tert-butoxycarbonylpiperidine-4-carboxylate 4-Amino-1-tert-butoxycarbonylpiperidine-4-carboxylate (5g) in acetonitrile (22ml) and methanol (2ml) was treated with di-isopropylethylamine (3.65ml) and trimethylsilyldiazomethane (2M in hexane, 13.9ml). After overnight stirring and evaporation of solvent, the crude product was chromatographed on silica gel (0-50% ethyl acetate/petrol) to give a yellow oil (4g, 76%). MS (+ve ion electrospray) m/z 259 (MH+).
  • 3
  • [ 98-74-8 ]
  • [ 183673-71-4 ]
  • [ 18107-18-1 ]
  • [ 321997-89-1 ]
YieldReaction ConditionsOperation in experiment
In methanol; hexane; a) 4-Amino-piperidine-1,4-dicarboxylic acid 1-tert-butyl ester 4-methyl ester. To a slurry of 4-amino-piperidine-1,4-dicarboxylic acid mono-tert-butyl ester (13.9 g) in methanol (150 mL) and tetrahydrofuran (100 mL) cooled to 0 C. is added dropwise over 4 hours 2 M trimethylsilyldiazomethane in hexane (57 mL) followed by 4-nitrophenylsulfonyl chloride (2.0 g). The solvents are evaporated under vacuum and the crude product is used in the next step without further purification.
  • 4
  • [ 321997-89-1 ]
  • [ 183673-71-4 ]
YieldReaction ConditionsOperation in experiment
With sodium hydroxide; In ethanol; water;Reflux; To a solution of intermediate 5 (21 g, 70 mmol) in ethanohwater 1 :1 (250 mL) was added NaOH (5.6 g, 140 mmol). The resulting mixture was heated to reflux overnight. Ethanol was then removed under vaccum and the water solution was acidified by 2M HCI to pH 5-6. Then the solution was extracted by EtOAc/i-PrOH (3:1 , v/v). The combined organic layers were washed with brine, dried over anhydrous Na2S04 and filtered. The solvent was then evaporated under vacuum to give intermediate 7 (10 g, 50% yield) as a white solid.
 

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