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[ CAS No. 132710-90-8 ] {[proInfo.proName]}

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Chemical Structure| 132710-90-8
Chemical Structure| 132710-90-8
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Product Details of [ 132710-90-8 ]

CAS No. :132710-90-8 MDL No. :MFCD06798090
Formula : C12H24N2O3 Boiling Point : -
Linear Structure Formula :- InChI Key :LRYRQGKGCIUVON-UHFFFAOYSA-N
M.W : 244.33 Pubchem ID :16217800
Synonyms :

Safety of [ 132710-90-8 ]

Signal Word:Danger Class:6.1
Precautionary Statements:P261-P301+P310-P305+P351+P338 UN#:2811
Hazard Statements:H301-H315-H319-H335 Packing Group:Ⅲ
GHS Pictogram:

Application In Synthesis of [ 132710-90-8 ]

* 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.

  • Upstream synthesis route of [ 132710-90-8 ]

[ 132710-90-8 ] Synthesis Path-Upstream   1~3

  • 1
  • [ 5317-32-8 ]
  • [ 24424-99-5 ]
  • [ 132710-90-8 ]
YieldReaction ConditionsOperation in experiment
97% With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; A mixture of 3-(piperazin-1-yl)propan-1-ol (1.44 g, 10 mmol), Boc2O (3.3 g, 15 mmol) and DIPEA (1.80 g, 15 mmol) in DCM (100 mL) was stirred at room temperature until reaction completion and then diluted with DCM (200 mL). The organic layer was washed with brine, dried over anhydrous sodium sulfate, filtered and evaporated. The residue was purified by10 chromatography (DCM : MeOH = 20: 1) to provide tert-butyl 4-(3-hydroxypropyl)piperazine-1- carboxylate as a colorless oil (2.4 g, 97percent).
97% With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; A mixture of 3-(piperazin-l-yl)propan-l-ol (1.44 g, 10 mmol), Boc20 (3.3 g, 15 mmol) and DIPEA (1.80 g, 15 mmol) in DCM (100 mL) was stirred at room temperature until the starting material was consumed. Additional DCM was added and the organic layer was washed with brine, dried over anhydrous sodium sulfate, filtered, and evaporated under vacuum to give a residue which was purified by column chromatography (silica gel, DCM : MeOH = 20 : 1) to give tert-butyl 4-(3-hydroxypropyl)piperazine-l-carboxylate (2.4 g, 97percent ) as a colorless oil.
Reference： [1] Patent: WO2015/120049, 2015, A1, . Location in patent: Page/Page column 137
[2] Patent: WO2016/191172, 2016, A1, . Location in patent: Page/Page column 83
[3] Journal of Medicinal Chemistry, 2017, vol. 60, # 15, p. 6516 - 6527
[4] Patent: WO2009/10491, 2009, A1, . Location in patent: Page/Page column 56
[5] Patent: US2009/99172, 2009, A1, . Location in patent: Page/Page column 29
  • 2
  • [ 57260-71-6 ]
  • [ 627-18-9 ]
  • [ 132710-90-8 ]
YieldReaction ConditionsOperation in experiment
80% With potassium carbonate In acetonitrile at 95℃; for 4 h; Intermediate 121: tert-Butyl 4-(3-hvdroxypropyr)piperazine-l -carboxylate A mixture of tert-butyl piperazine-1 -carboxylate (2.75 g, 14.8 mmol), l-bromo-3- propanol (1.43 mL, 16.2 mmol) and potassium carbonate (2.25 mL, 27.5 mmol) in acetonitrile (75 mL) was heated at 950C for 4 hours. The solvent was removed under reduced pressure, and the residue was taken up in dichloromethane (300 mL) and washed with water, brine, EPO <DP n="118"/>dried over sodium sulfate and concentrated under reduced pressure. Chromatography on silica gel with methanol in dichloromethane (0-10percent) gave a tan solid 2.88 g (80percent yield). MS (ESV 245 (MH+) for C12H24N2O3,1H-NMR TCDCl1) δ: 1.44 (m, 9H); 1.70-1.82 (m, 2H); 2.40-2.53 (m, 2H); 2.62-2.65 (m, 2H); 3.43-3.50 (m, 4H); 2.77 (m, 2H); 3.73-3.82 (m, 2H).
Reference： [1] Patent: WO2006/134378, 2006, A1, . Location in patent: Page/Page column 116-117
  • 3
  • [ 1146951-34-9 ]
  • [ 132710-90-8 ]
Reference： [1] Patent: US2009/118305, 2009, A1,
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