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Chemical Structure| 329910-39-6 Chemical Structure| 329910-39-6

Structure of 329910-39-6

Chemical Structure| 329910-39-6

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Product Details of [ 329910-39-6 ]

CAS No. :329910-39-6
Formula : C12H21NO4
M.W : 243.30
SMILES Code : O=C([C@@H]1C[C@@H](NC(OC(C)(C)C)=O)CC1)OC
MDL No. :MFCD02259728
InChI Key :ZZGMDDXYOHHJMT-IUCAKERBSA-N
Pubchem ID :2734531

Safety of [ 329910-39-6 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319
Precautionary Statements:P501-P270-P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313-P301+P312+P330

Application In Synthesis of [ 329910-39-6 ]

* 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 [ 329910-39-6 ]

[ 329910-39-6 ] Synthesis Path-Downstream   1~3

  • 1
  • [ 329910-39-6 ]
  • [ 1085842-51-8 ]
YieldReaction ConditionsOperation in experiment
With hydrogenchloride; In 1,4-dioxane; at 20℃; for 2.0h; (1s,3s)-3-aminocyclopentanecarboxylic acid methyl ester hydrochloride To (1s,3s)-N-Boc-1-aminocyclopentane-3-carboxylic acid methyl ester (47.5 mg, manufactured by Acros Chemical Company), 4N HCl dioxane solution (2 mL, manufactured by Kokusan Kagaku Company) was added. The resultant mixture was stirred for 2 hours at room temperature. After the stirring was ended, the solvent was distilled away under a reduced pressure, so that the titled compound was obtained.
  • 2
  • [ 75-36-5 ]
  • [ 329910-39-6 ]
  • [ 1085842-51-8 ]
YieldReaction ConditionsOperation in experiment
In methanol; at 20℃; for 48.0h; Example 18 Synthesis of (1S,3S)-3-amino-cyclopentanecarboxylic acid methyl ester hydrochloride Acetyl chloride (3.5 mL, 49.3 mmol) was added dropwise at 0 C. to 100 mL of MeOH. The resulting mixture was stirred at 0 C. for 5 minutes before adding (1S,3S)-3-tert-butoxycarbonylamino-cyclopentanecarboxylic acid methyl ester (1.192 g, 5.2 mmol). The reaction mixture was allowed to warm up to RT and stirred for 48 h before being evaporated to give crude (1S,3S)-3-amino-cyclopentanecarboxylic acid methyl ester hydrochloride which was used as is in the following step.
  • 3
  • [ 1085842-51-8 ]
  • [ 24424-99-5 ]
  • [ 329910-39-6 ]
YieldReaction ConditionsOperation in experiment
84% With triethylamine; In dichloromethane; at 0 - 20℃; for 1.5h; To a stirred solution of <strong>[1085842-51-8]methyl (1S,3S)-3-aminocyclopentane-1-carboxylate hydrochloride</strong> (4.5 g, 25 mmol) and TEA (10.5 mL, 75 mmol) in DCM (100 mL) was dropwise added Boc-anhydride (6.6 g, 30 mmol) at 0 C. The resulting reaction mixture was then allowed to warm to rt and then stirred for 1.5 h. The reaction mixture was then transferred into ice water and the resulting mixture was extracted using DCM (3×100 mL). The combined organic layer was dried over anhydrous sodium sulfate and filtered. The filtrate was evaporated under reduced pressure and the crude product was purified using silica gel column chromatography (40% EAc-Hexanes) to give methyl (1S,3S)-3-((tert-butoxycarbonyl)amino)cyclopentane-1-carboxylate as a white solid (5.1 g, 84%). LC-MS (ESI+) m/z 261.3 (M+18)+.
 

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