[ CAS No. 1181816-12-5 ]

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2D
Chemical Structure| 1181816-12-5
Chemical Structure| 1181816-12-5
Structure of 1181816-12-5

Quality Control of [ 1181816-12-5 ]

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SDS

Product Details of [ 1181816-12-5 ]

CAS No. :1181816-12-5MDL No. :MFCD15071430
Formula :C11H17NO3Boiling Point :-
Linear Structure Formula :-InChI Key :HQHRAGXKFOTSQE-UHFFFAOYSA-N
M.W :211.26Pubchem ID :52333005
Synonyms :

Computed Properties of [ 1181816-12-5 ]

TPSA : 46.6 H-Bond Acceptor Count : 3
XLogP3 : 0.5 H-Bond Donor Count : 0
SP3 : 0.82 Rotatable Bond Count : 2

Safety of [ 1181816-12-5 ]

Signal Word:WarningClassN/A
Precautionary Statements:P261-P280-P305+P351+P338UN#:N/A
Hazard Statements:H302-H315-H319-H332-H335Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 1181816-12-5 ]

  • Upstream synthesis route of [ 1181816-12-5 ]
  • Downstream synthetic route of [ 1181816-12-5 ]

[ 1181816-12-5 ] Synthesis Path-Upstream   1~3

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YieldReaction ConditionsOperation in experiment
66% With ammonium chloride; zinc In methanol at 20℃; for 18.00 h; Inert atmosphere Butyl-5,5-dichloro-6-oxo-2-azaspiro [3.3] heptane-2-carboxylic acid tert-butyl ester (1.65 g, 5.89 mmol, 1.0 eq)Zinc powder (0.85 g, 15.0 mmol, 2.6 eq)Ammonium chloride (1.2 g, 22.0 mmol, 3.8 eq) was added to methanol (30 mL) and reacted at room temperature for 18 h under nitrogen. After completion of the reaction, water (40 mL) was added, EA (30 mL x 2) was extracted, dried, , PE: EA (v / v) = 5: 1 column chromatography to give 0.8 g of product as a white solid in 66.0percent yield.
0.42 g With acetic acid; zinc In 1,4-dioxane at 0 - 20℃; for 15.00 h; Step 3: Preparation tert-butyl 6-oxo-2-azaspiro[3.3]heptane-2-carboxylate [0219] A solution of tert-butyl 5,5-dichloro-6-oxo-2-azaspiro[3.3]heptane-2- carboxylate (1 g, 3.5 mmol) in dioxane (20 mL) was added drop wise to a suspension of zinc powder (0.7 g, 10.71 mmol) in acetic acid (20 mL) at 0 °C and the reaction mixture was stirred at room temperature for 15 h. Then the reaction mixture was filtered through celite, filtrate was basified with 33percent sodium hydroxide solution and extracted with ethyl acetate (50 mL x 2). The combined organic extract was washed with brine (50 mL), dried over anhydrous sodium sulfate and evaporated. The crude material was purified by combiflash purifier using 30percent ethyl acetate in hexane to afford the title compound tert-butyl 6-oxo-2- azaspiro[3.3]heptane-2-carboxylate (0.42 g, 58 percent yield) as a pale yellow solid. 1H NMR (400 MHz, CDC13) δ 4.12 (s, 4H), 3.28 (s, 4H), 1.45 (s, 9H).
Reference: [1] Patent: CN106565706, 2017, A. Location in patent: Paragraph 0176; 0177; 0178
[2] Organic Letters, 2009, vol. 11, # 16, p. 3523 - 3525
[3] Patent: US2011/319381, 2011, A1. Location in patent: Page/Page column 15
[4] Patent: US2012/129830, 2012, A1. Location in patent: Page/Page column 13
[5] Patent: WO2015/48507, 2015, A1. Location in patent: Paragraph 0219
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Reference: [1] Organic Letters, 2009, vol. 11, # 16, p. 3523 - 3525
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  • [ 1181816-12-5 ]
Reference: [1] Patent: US2011/319381, 2011, A1
[2] Patent: US2012/129830, 2012, A1
[3] Patent: WO2015/48507, 2015, A1
[4] Patent: CN106565706, 2017, A
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