1,4-Dioxa-8-azaspiro[4.5]decane synthesis
- Product Name:1,4-Dioxa-8-azaspiro[4.5]decane
- CAS Number:177-11-7
- Molecular formula:C7H13NO2
- Molecular Weight:143.18
![[4,5'-Bithiazole]-2-carbonyl chloride, 2'-(acetylamino)-4'-methyl-](/CAS/20240320/GIF/915702-47-5.gif)
Yield:177-11-7 25%
Reaction Conditions:
with triethylamine in tetrahydrofuran;dichloromethane at 20;
Steps:
41
2'-Acetylamino-4'-methyl-[4,5']bithiazolyl-2-carbonyl chloride, prepared as in Step I ofExample 13, described above, (160 mg; 0.53 mmol; 1 eq.), is dissolved in THF (8 ml) and DCM (4 ml). Piperazin-2-one (Aldrich) (63.7 mg; 0.64 mmol; 1.20 eq.) and triethylamine(0.22 ml; 1.59 mmol; 3 eq.) are added and the mixture is stirred overnight at rt. Solvents are evaporated and the crude product is purified by preparative HPLC, affording Compound (41) as a yellow powder (47.7 mg; 25%). 1H NMR (DMSO-d6, 300 MHz) δ 2.14 (s, 3H), 2.48 (s, 3H), 3.25-3.40 (m, 2H), 3.82 (m, 1H), 4.15 (m, 1H), 4.45 (m, 1H), 4.86 (m, 1H), 8.03 (s, 1H), 8.19 (br s, 1H), 12.17 (s, 1H). M (ESI): 364.05; M+(ESI): 365.97. HPLC (method A), Rt: 2.14 min (purity: 99.5%).
References:
WO2006/125805,2006,A1 Location in patent:Page/Page column 101-102
![8-(BENZYLOXYCARBONYL)-1,4-DIOXA-8-AZASPIRO[4.5]DECANE](/CAS/20180601/GIF/139524-58-6.gif)
139524-58-6
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177-11-7
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![8-benzyl-1,4-dioxa-8-azaspiro[4.5]decane](/CAS/GIF/37943-54-7.gif)
37943-54-7
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177-11-7
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123387-51-9
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177-11-7
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19099-93-5
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177-11-7
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