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O=C1C2(CCN(C(OC(C)(C)C)=O)CC2)CCC1製品情報
tert-butyl 1-oxo-8-azaspiro[4.5]decane-8-carboxylate (CAS 191805-29-5) product identity, structure identifiers and related reaction data for chemical intermediate research and sourcing review.
想定用途
専門的研究・工業用途限定
データベース ID 10848487
安全上の注意
For professional research and industrial use only. Review the supplier safety data sheet before handling.
合成データ
12 反応 · 12 文献
反応条件: temp:0.00; pressure:0.00; stir:
ソース ID: ord-c3d2c832fe43485abcdd85ffd30345ec反応条件: temp:-78.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
実験手順: tert-Butyl 1-oxo-8-azaspiro[4.5]decane-8-carboxylate from Procedure 1, Step G (0.526 g, 2.08 mmol) was dried by evaporating with toluene (10 mL) three times in vacuo, dissolved in methyl-tert-butyl ether (5 mL), and cooled to −78° C. To this solution was added ethyl formate (0.336 mL, 4.15 mmol) and then potassium t-butoxide (0.466 g, 4.16 mmol). After 2 days, the reaction mixture was diluted with diethyl ether, poured into 2N HCl, and extracted three times with diethyl ether. The organic layers were combined, washed with brine, dried over sodium sulfate, filtered, and concentrated to afford 0.575 g. The residue was purified by flash chromatography eluting with 45% ethyl acetate/hexanes to give the title compound (0.303 g). MS/EI (acetonitrile/water): m/z 304 (M+1+Na) retention time=2.9 min. by evaporating with toluene (10 mL) three times in vacuo dissolved in methyl-tert-butyl ether (5 mL) extracted three times with diethyl ether washed with brine dried over sodium sulfate filtered concentrated to afford 0.575 g The residue was purified by flash chromatography eluting with 45% ethyl acetate/hexanes
ソース ID: ord-01aabc2e796f428ba758c5068521a6d6反応条件: temp:-78.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
実験手順: tert-Butyl 1-oxo-8-azaspiro[4.5]decane-8-carboxylate from Procedure 1, Step G (1.2 g, 4.70 mmol) was dried by evaporating with toluene (5 mL) three times in vacuo, dissolved in tetrahydrofuran (50 mL), and cooled to −78° C. To this solution was added lithium diisopropylamide mono(tetrahydrofuran) (6.3 mL, 9.4 mmol, 1.5 M in cyclohexane). The reaction mixture was stirred for 35 min at −78° C. before adding acetaldehyde (0.527 mL, 9.4 mmol). After 10 min, the reaction mixture was diluted with diethyl ether, poured into saturated ammonium chloride, and extracted three times with diethyl ether. The organic layers were combined, washed with brine, dried over sodium sulfate, filtered, and concentrated to afford 6.7 g of a clear oil. The residue was purified by flash chromatography eluting with 20–40% ethyl acetate/hexanes to give the title compound (0.620 g). by evaporating with toluene (5 mL) three times in vacuo dissolved in tetrahydrofuran (50 mL) After 10 min extracted three times with diethyl ether washed with brine dried over sodium sulfate filtered concentrated
ソース ID: ord-0c06c86d3f3444378259f57ae88f4d91反応条件: temp:-78.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
実験手順: tert-Butyl 1-oxo-8-azaspiro[4.5]decane-8-carboxylate from Step G (4.5 g, 17.8 mmol) was dried by evaporating with toluene (10 mL) three times in vacuo, dissolved in tetrahydrofuran (100 mL), and cooled to −78° C. To this solution was added lithium diisopropylamide mono(tetrahydrofuran) (24 mL, 36 mmol, 1.5 M in cyclohexane). The reaction mixture was stirred for 30 min at −78° C. before adding propionaldehyde (2.6 mL, 36 mmol). After 5 min, the reaction mixture was diluted with diethyl ether, poured into saturated ammonium chloride, and extracted three times with diethyl ether. The organic layers were combined, washed with brine, dried over sodium sulfate, filtered, and concentrated to afford 6.7 g of a clear oil. The residue was purified by flash chromatography eluting with 20–30% ethyl acetate in hexanes to give the title compound (4.75 g). by evaporating with toluene (10 mL) three times in vacuo dissolved in tetrahydrofuran (100 mL) After 5 min extracted three times with diethyl ether washed with brine dried over sodium sulfate filtered concentrated
ソース ID: ord-f4d34c0f487347f9a801ff3387bd1e3d反応条件: temp:90.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
実験手順: To a solution of tert-butyl 2-(methoxycarbonyl)-1-oxo-8-azaspiro[4.5]decane-8-carboxylate (17.2 g, 0.055 mol) from Step F in a 2:2:1 mixture of ethanol/tetrahydrofuran/water (555 mL) was added pulverized lithium hydroxide (26 g, 1.10 mol). The reaction mixture was heated to 90° C. for 60 h. The reaction mixture was allowed to cool and was then concentrated, dissolved in water and dichloromethane, and extracted three times with dichloromethane. The organic layers were combined, washed with brine, dried over sodium sulfate, filtered, and concentrated to afford 11.4 g. The residue was purified by flash chromatography eluting with 20–30% ethyl acetate in hexanes to give the title compound (9.41 g). was added to cool was then concentrated dissolved in water dichloromethane, and extracted three times with dichloromethane washed with brine dried over sodium sulfate filtered concentrated to afford 11.4 g The residue was purified by flash chromatography eluting with 20–30% ethyl acetate in hexanes
ソース ID: ord-279bb325608143949a9c5045f8750794反応条件: temp:0.00; pressure:0.00; stir:
ソース ID: ord-c3d2c832fe43485abcdd85ffd30345ec反応条件: temp:-78.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
実験手順: tert-Butyl 1-oxo-8-azaspiro[4.5]decane-8-carboxylate from Procedure 1, Step G (0.526 g, 2.08 mmol) was dried by evaporating with toluene (10 mL) three times in vacuo, dissolved in methyl-tert-butyl ether (5 mL), and cooled to −78° C. To this solution was added ethyl formate (0.336 mL, 4.15 mmol) and then potassium t-butoxide (0.466 g, 4.16 mmol). After 2 days, the reaction mixture was diluted with diethyl ether, poured into 2N HCl, and extracted three times with diethyl ether. The organic layers were combined, washed with brine, dried over sodium sulfate, filtered, and concentrated to afford 0.575 g. The residue was purified by flash chromatography eluting with 45% ethyl acetate/hexanes to give the title compound (0.303 g). MS/EI (acetonitrile/water): m/z 304 (M+1+Na) retention time=2.9 min. by evaporating with toluene (10 mL) three times in vacuo dissolved in methyl-tert-butyl ether (5 mL) extracted three times with diethyl ether washed with brine dried over sodium sulfate filtered concentrated to afford 0.575 g The residue was purified by flash chromatography eluting with 45% ethyl acetate/hexanes
ソース ID: ord-01aabc2e796f428ba758c5068521a6d6反応条件: temp:-78.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
実験手順: tert-Butyl 1-oxo-8-azaspiro[4.5]decane-8-carboxylate from Procedure 1, Step G (1.2 g, 4.70 mmol) was dried by evaporating with toluene (5 mL) three times in vacuo, dissolved in tetrahydrofuran (50 mL), and cooled to −78° C. To this solution was added lithium diisopropylamide mono(tetrahydrofuran) (6.3 mL, 9.4 mmol, 1.5 M in cyclohexane). The reaction mixture was stirred for 35 min at −78° C. before adding acetaldehyde (0.527 mL, 9.4 mmol). After 10 min, the reaction mixture was diluted with diethyl ether, poured into saturated ammonium chloride, and extracted three times with diethyl ether. The organic layers were combined, washed with brine, dried over sodium sulfate, filtered, and concentrated to afford 6.7 g of a clear oil. The residue was purified by flash chromatography eluting with 20–40% ethyl acetate/hexanes to give the title compound (0.620 g). by evaporating with toluene (5 mL) three times in vacuo dissolved in tetrahydrofuran (50 mL) After 10 min extracted three times with diethyl ether washed with brine dried over sodium sulfate filtered concentrated
ソース ID: ord-0c06c86d3f3444378259f57ae88f4d91反応条件: temp:-78.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
実験手順: tert-Butyl 1-oxo-8-azaspiro[4.5]decane-8-carboxylate from Step G (4.5 g, 17.8 mmol) was dried by evaporating with toluene (10 mL) three times in vacuo, dissolved in tetrahydrofuran (100 mL), and cooled to −78° C. To this solution was added lithium diisopropylamide mono(tetrahydrofuran) (24 mL, 36 mmol, 1.5 M in cyclohexane). The reaction mixture was stirred for 30 min at −78° C. before adding propionaldehyde (2.6 mL, 36 mmol). After 5 min, the reaction mixture was diluted with diethyl ether, poured into saturated ammonium chloride, and extracted three times with diethyl ether. The organic layers were combined, washed with brine, dried over sodium sulfate, filtered, and concentrated to afford 6.7 g of a clear oil. The residue was purified by flash chromatography eluting with 20–30% ethyl acetate in hexanes to give the title compound (4.75 g). by evaporating with toluene (10 mL) three times in vacuo dissolved in tetrahydrofuran (100 mL) After 5 min extracted three times with diethyl ether washed with brine dried over sodium sulfate filtered concentrated
ソース ID: ord-f4d34c0f487347f9a801ff3387bd1e3d反応条件: temp:90.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
実験手順: To a solution of tert-butyl 2-(methoxycarbonyl)-1-oxo-8-azaspiro[4.5]decane-8-carboxylate (17.2 g, 0.055 mol) from Step F in a 2:2:1 mixture of ethanol/tetrahydrofuran/water (555 mL) was added pulverized lithium hydroxide (26 g, 1.10 mol). The reaction mixture was heated to 90° C. for 60 h. The reaction mixture was allowed to cool and was then concentrated, dissolved in water and dichloromethane, and extracted three times with dichloromethane. The organic layers were combined, washed with brine, dried over sodium sulfate, filtered, and concentrated to afford 11.4 g. The residue was purified by flash chromatography eluting with 20–30% ethyl acetate in hexanes to give the title compound (9.41 g). was added to cool was then concentrated dissolved in water dichloromethane, and extracted three times with dichloromethane washed with brine dried over sodium sulfate filtered concentrated to afford 11.4 g The residue was purified by flash chromatography eluting with 20–30% ethyl acetate in hexanes
ソース ID: ord-279bb325608143949a9c5045f8750794反応条件: temp:-78.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
実験手順: tert-Butyl 1-oxo-8-azaspiro[4.5]decane-8-carboxylate from Procedure 1, Step G (0.526 g, 2.08 mmol) was dried by evaporating with toluene (10 mL) three times in vacuo, dissolved in methyl-tert-butyl ether (5 mL), and cooled to −78° C. To this solution was added ethyl formate (0.336 mL, 4.15 mmol) and then potassium t-butoxide (0.466 g, 4.16 mmol). After 2 days, the reaction mixture was diluted with diethyl ether, poured into 2N HCl, and extracted three times with diethyl ether. The organic layers were combined, washed with brine, dried over sodium sulfate, filtered, and concentrated to afford 0.575 g. The residue was purified by flash chromatography eluting with 45% ethyl acetate/hexanes to give the title compound (0.303 g). MS/EI (acetonitrile/water): m/z 304 (M+1+Na) retention time=2.9 min. by evaporating with toluene (10 mL) three times in vacuo dissolved in methyl-tert-butyl ether (5 mL) extracted three times with diethyl ether washed with brine dried over sodium sulfate filtered concentrated to afford 0.575 g The residue was purified by flash chromatography eluting with 45% ethyl acetate/hexanes
ソース ID: ord-01aabc2e796f428ba758c5068521a6d6反応条件: temp:-78.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
実験手順: tert-Butyl 1-oxo-8-azaspiro[4.5]decane-8-carboxylate from Procedure 1, Step G (1.2 g, 4.70 mmol) was dried by evaporating with toluene (5 mL) three times in vacuo, dissolved in tetrahydrofuran (50 mL), and cooled to −78° C. To this solution was added lithium diisopropylamide mono(tetrahydrofuran) (6.3 mL, 9.4 mmol, 1.5 M in cyclohexane). The reaction mixture was stirred for 35 min at −78° C. before adding acetaldehyde (0.527 mL, 9.4 mmol). After 10 min, the reaction mixture was diluted with diethyl ether, poured into saturated ammonium chloride, and extracted three times with diethyl ether. The organic layers were combined, washed with brine, dried over sodium sulfate, filtered, and concentrated to afford 6.7 g of a clear oil. The residue was purified by flash chromatography eluting with 20–40% ethyl acetate/hexanes to give the title compound (0.620 g). by evaporating with toluene (5 mL) three times in vacuo dissolved in tetrahydrofuran (50 mL) After 10 min extracted three times with diethyl ether washed with brine dried over sodium sulfate filtered concentrated
ソース ID: ord-0c06c86d3f3444378259f57ae88f4d91PubChem References
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