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Benzyl 4-(4-((tert-butoxycarbonyl)amino)butyl)piperazine-1-carboxylate
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[ CAS No. 877664-86-3 ] {[proInfo.proName]}

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Cat. No.: {[proInfo.prAm]}
Chemical Structure| 877664-86-3
Chemical Structure| 877664-86-3
Structure of 877664-86-3 * Storage: {[proInfo.prStorage]}
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Product Details of [ 877664-86-3 ]

CAS No. :877664-86-3 MDL No. :N/A
Formula : C21H33N3O4 Boiling Point : -
Linear Structure Formula :- InChI Key :PREBPDZGWHKKGV-UHFFFAOYSA-N
M.W : 391.50 Pubchem ID :59708788
Synonyms :

Safety of [ 877664-86-3 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313 UN#:N/A
Hazard Statements:H315-H319 Packing Group:N/A
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Application In Synthesis of [ 877664-86-3 ]

* 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 [ 877664-86-3 ]

[ 877664-86-3 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 31166-44-6 ]
  • [ 164365-88-2 ]
  • [ 877664-86-3 ]
YieldReaction ConditionsOperation in experiment
68% With potassium carbonate; sodium iodide; In acetone; for 24h;Heating / reflux; A solution of <strong>[164365-88-2](4-bromobutyl)carbamic acid tert-butyl ester</strong> (3.75 g, 90%, 13.38 mmol) in acetone (10 mL) was added to a mixture of piperazine-1-carboxylic acid benzyl ester 15 (2.68 g, 12.16 mmol), sodium iodide (1.82 g, 12.16 mmol), and potassium carbonate (5.04 g, 36.47 mmol) in acetone (100 mL). The reaction mixture was stirred at reflux for 24 h. The mixture was concentrated in vacuo, the resulting residue was diluted with dichloromethane and insoluble inorganics were filtered off. The filtrate was concentrated in vacuo and the resulting residue was purified by Biotage silica gel column chromatography using methanol/dichloromethane (gradient 0% to 5%) to give A-{A-tert-butoxycarbonylaminobutyl)piperazine-l-carboxylic acid benzyl ester (16) as a viscous, brown oil (3.26 g, 68%): lR NMR (300 MHz, CDC13) 5 1.40 (s, 9H), 1.51 (m, 4H), 2.49 (m, 6H), 3.10 (m, 2H), 3.51 (m, 4H), 5.10 (s, 2H), 5.25 (br, 1H), 7.32 (m, 5H); ESI MS m/z 392 [C21H33N3O4 + H]+.
Reference： [1]Patent: WO2006/23617,2006,A2 .Location in patent: Page/Page column 51; 52
  • 2
  • [ 877664-86-3 ]
  • [ 874831-61-5 ]
YieldReaction ConditionsOperation in experiment
91% With hydrogen; acetic acid In methanol for 16h; 3 A mixture of 4-(4-tert-butoxycarbonylaminobutyl)piperazine-l-carboxylic acid benzyl ester (16) (3.26 g, 8.33 mmol), acetic acid (0.5 mL), and palladium hydroxide on carbon (60% wet, 0.98 g) in methanol (15 mL) was stirred under atmospheric hydrogen for 16 h. The catalyst was removed by suction filtration over Celite. The filtrate was concentrated in vacuo and the resulting residue was purified by Biotage silica gel column chromatography using concentrated ammonium hydroxide/methanol/dichloromethane to give 17 as a yellow oil (1.94 g, 91% yield): .H NMR (300 MHz, CDCI3) 5 1.44 (s, 9H), 1.53 (m, 4H), 2.35 (m, 6H), 2.45 (br, 1H), 2.94 (t, 4H), 3.12 (m, 2H), 5.32 (br, 1H); ESI MS m/z 258 [Ci3H27N302 + H]+.
Reference： [1]Current Patent Assignee: PARION SCIENCES INC - WO2006/23617, 2006, A2 Location in patent: Page/Page column 52
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