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[ CAS No. 1283095-47-5 ]

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2D
Chemical Structure| 1283095-47-5
Chemical Structure| 1283095-47-5
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Product Details of [ 1283095-47-5 ]

CAS No. :1283095-47-5MDL No. :MFCD19703995
Formula : C11H15NOS Boiling Point : -
Linear Structure Formula :-InChI Key :-
M.W :209.31Pubchem ID :-
Synonyms :

Computed Properties of [ 1283095-47-5 ]

TPSA : - H-Bond Acceptor Count : -
XLogP3 : - H-Bond Donor Count : -
SP3 : - Rotatable Bond Count : -

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Application In Synthesis of [ 1283095-47-5 ]

  • Upstream synthesis route of [ 1283095-47-5 ]
  • Downstream synthetic route of [ 1283095-47-5 ]

[ 1283095-47-5 ] Synthesis Path-Upstream   1~1

  • 1
  • [ 24424-99-5 ]
  • [ 1283095-47-5 ]
  • [ 1283095-48-6 ]
YieldReaction ConditionsOperation in experiment
99% at 22℃; PREPARATION 2tert-Butyl spiro[4,5-dihydrothieno[2,3-c]pyran-7,4'-piperidine]-1'-carboxylate; Spiro[4,5-dihydrothieno[2,3-c]pyran-7,4'-piperidine] (60 g, 286.6 mmol) in 2-methyltetrahydrofuran (600 mL) is stirred at 22° C. for 10 min. Then, tert-butoxycarbonyl tert-butyl carbonate (65.6 g, 301 mmol) in 2-methyltetrahydrofuran (300 mL) is added dropwise. After 12 hr., an aqueous solution of sodium chloride (250 mL) is added and the organic layer is separated. The aqueous layer is washed twice with 2-methyltetrahydrofuran (2.x.50 mL) and the organic layers are combined and washed with brine, dried over sodium sulfate, filtered, and concentrated under reduced pressure to give the title compound in 99percent yield. MS (m/z): 310 (M+1).
99% for 12 h; Spiro[4,5-dihydrothieno[2,3-c]pyran-7,4'-piperidine] (60 g, 286.6 mmol) in 2- methyltetrahydrofuran (600 mL) is stirred at 22°C for 10 min. Then, tert- butoxycarbonyl tert-butyl carbonate (65.6 g, 301 mmol) in 2-methyltetrahydrofuran (300 mL) is added dropwise. After 12 hours, aqueous solution of sodium chloride (250 mL) is added and the organic layer separated. Then aqueous layer is washed twice with 2-methyltetrahydrofuran (2 x 50 mL) and the organic layers are combined and washed with brine, dried over sodium sulfate, filtered, and concentrated under reduced pressure to give the title compound in 99percent yield. MS (m/z): 310 (M+l).
Reference: [1] Journal of Medicinal Chemistry, 2011, vol. 54, # 8, p. 2687 - 2700
[2] Organic Process Research and Development, 2015, vol. 19, # 11, p. 1568 - 1575
[3] Patent: US2011/118251, 2011, A1, . Location in patent: Page/Page column 6
[4] Patent: WO2011/60217, 2011, A1, . Location in patent: Page/Page column 12-13
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