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Chemical Structure| 1142211-17-3 Chemical Structure| 1142211-17-3
Chemical Structure| 1142211-17-3

tert-Butyl (1-(hydroxymethyl)cyclobutyl)carbamate

CAS No.: 1142211-17-3

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Cat. No.: A251550 Purity: 95%

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Product Details of [ 1142211-17-3 ]

CAS No. :1142211-17-3
Formula : C10H19NO3
M.W : 201.26
SMILES Code : O=C(OC(C)(C)C)NC1(CO)CCC1
MDL No. :MFCD12028429
InChI Key :CLRGYDRXIYIAHC-UHFFFAOYSA-N
Pubchem ID :25220830

Safety of [ 1142211-17-3 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H332-H335
Precautionary Statements:P261-P280-P305+P351+P338

Application In Synthesis of [ 1142211-17-3 ]

* 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.

  • Upstream synthesis route of [ 1142211-17-3 ]

[ 1142211-17-3 ] Synthesis Path-Upstream   1~8

  • 1
  • [ 163554-54-9 ]
  • [ 1142211-17-3 ]
YieldReaction ConditionsOperation in experiment
95% With lithium aluminium tetrahydride In tetrahydrofuran; diethyl ether at -15 - -10℃; for 2.16667 h; Inert atmosphere To a solution of ethyl l-((ieri-butoxycarbonyl)amino)cyclobutanecarboxylate (2.97 g, 12.2 mmol) in diethyl ether (50 mL) at -15 °C under nitrogen was added dropwise lithium aluminium hydride (12.8 mL, 25.6 mmol, 2.0 M in THF) over 40 min. The reaction was maintained at -10 °C for 1.5 h then quenched with water (4 mL), 2 N NaOH (5.4 mL) then more water (11 mL). The reaction was warmed to r.t. and stirred for 30 min then MgS04 was added and the reaction was filtered through Celite, washing well with ethyl acetate. The filtrate was concentrated to yield the title compound as an off white solid (2.34 g, 95percent).
References: [1] Patent: WO2016/179550, 2016, A1, . Location in patent: Paragraph 0191.
  • 2
  • [ 120728-10-1 ]
  • [ 1142211-17-3 ]
References: [1] Patent: WO2010/42850, 2010, A1, . Location in patent: Page/Page column 52-53; 67.
[2] Patent: WO2011/44501, 2011, A2, . Location in patent: Page/Page column 60; 76.
[3] Patent: WO2011/44498, 2011, A1, . Location in patent: Page/Page column 66, 80-81.
[4] Patent: WO2011/44538, 2011, A1, . Location in patent: Page/Page column 105-106.
[5] Patent: WO2009/67692, 2009, A1, . Location in patent: Page/Page column 187.
[6] Patent: WO2010/42851, 2010, A1, . Location in patent: Page/Page column 52-53; 67.
[7] Patent: WO2010/132777, 2010, A2, . Location in patent: Page/Page column 195; 48-49.
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YieldReaction ConditionsOperation in experiment
59%
Stage #1: With hydrogenchloride In ethanol; water at 20℃; for 8 h; Reflux; Inert atmosphere
Stage #2: With sodium hydrogencarbonate In water; ethyl acetate at 20℃; for 12 h; Inert atmosphere
General procedure: 6 M aqueous HCl (2 ml) was added to asolution of oxazoline 2c (0.158 g, 0.58 mmol) in EtOH(2 ml), and the mixture was stirred for 1 h at roomtemperature, then it was refluxed for 7 h. The solvents wereremoved in vacuo, and saturated aq NaHCO3 solution(10 ml) was added to the residue followed by di-tert-butyldicarbonate (0.275 g, 2.00 mmol) solution in EtOAc(10 ml). The reaction mixture was stirred for 12 h at roomtemprature. The organic phase was separated, and theaquoeus phase was extracted with EtOAc (3 × 10 ml). Thecombined, organic phases were washed with saturated aqNaCl (10 ml) and dried over Na2SO4. The extract wasevaporated and the residue was purified by flash chromatography on silica gel (eluent EtOAc – light petroleum ether,gradient from 1:4 to 1:1).
References: [1] Chemistry of Heterocyclic Compounds, 2017, vol. 53, # 9, p. 989 - 996[2] Khim. Geterotsikl. Soedin., 2017, vol. 53, # 9, p. 989 - 996,8.
  • 4
  • [ 880166-10-9 ]
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References: [1] Patent: WO2017/17630, 2017, A1, . Location in patent: Page/Page column 81.
  • 5
  • [ 24424-99-5 ]
  • [ 1142211-17-3 ]
References: [1] Patent: WO2011/44498, 2011, A1, .
[2] Patent: WO2010/42851, 2010, A1, .
  • 6
  • [ 39590-81-3 ]
  • [ 1142211-17-3 ]
References: [1] Chemistry of Heterocyclic Compounds, 2017, vol. 53, # 9, p. 989 - 996[2] Khim. Geterotsikl. Soedin., 2017, vol. 53, # 9, p. 989 - 996,8.
[3] Chemistry of Heterocyclic Compounds, 2017, vol. 53, # 9, p. 989 - 996[4] Khim. Geterotsikl. Soedin., 2017, vol. 53, # 9, p. 989 - 996,8.
  • 7
  • [ 24424-99-5 ]
  • [ 1142211-17-3 ]
References: [1] Patent: WO2017/17630, 2017, A1, .
  • 8
  • [ 34619-03-9 ]
  • [ 1142211-17-3 ]
References: [1] Patent: WO2016/179550, 2016, A1, .
 

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