2-oxa-7-azaspiro[3.5]nonane acetate synthesis

5synthesis methods

Product Name:2-oxa-7-azaspiro[3.5]nonane acetate
CAS Number:1313369-52-6
Molecular formula:C9H17NO3
Molecular Weight:187.2362

241820-91-7 Synthesis

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64-19-7 Synthesis

64-19-7
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Yield:1313369-52-6 8.9 g

Reaction Conditions:

in dichloromethane at 0; for 0.25 h;

Steps:

2.4. Preparation of compound 1a (HOAc salt)

To a solution of compound 15 (15.0 g, 57.4 mmol) in MeOH (150 mL) was added wet Pd/C (10%/w, 1.5 g). The reaction was stirred under H₂ balloon at rt overnight. The reaction mixture was filtered through a pad of celite and the filtrate was concentrated to give the crude product (7.0 g), which was dissolved in DCM (200 mL). HOAc (3.5 g, 57.9 mmol) was added and the mixture was stirred at 0 °C for 15 min and concentrated at 0 °C to get a solid. The solid was further washed with PE: EtOAc = 20:1 (50 mL) to afford 1a (8.9 g, 83%) as HOAc salt (a white solid).¹H NMR (DMSO-d₆): δ 1.70 (t, 4H, J = 5.6 Hz) 1.75 (s, 3H) 2.64 (t, 4H, J = 5.6 Hz) 4.20 (s, 4H).¹³C NMR (DMSO-d₆): δ 23.3 34.7 38.9 42.6 81.5 173.9.HRMS for C₇H₁₃NO⁺ [M+H]⁺ Calcd 128.1070; Found 128.1068.

References:

Xu, Ruo;Czarniecki, Michael;Man, Jos De;Pan, Jianping;Qiang, Li;Root, Yuriko;Ying, Shihong;Su, Jing;Sun, Xijun;Zhang, Yuping;Yu, Tao;Zhang, Yang;Hu, Tao;Chen, Shu-Hui [Tetrahedron Letters,2011,vol. 52,# 26,p. 3266 - 3270] Location in patent:experimental part

benzyl 2-oxa-7-azaspiro[3.5]nonane-7-carboxylate

1313369-55-9
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1,4,4-Piperidinetricarboxylic acid, 1-(1,1-diMethylethyl) 4,4-diethyl ester

848070-26-8
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References

4,4-Bis(hydroxymethyl)-1-piperidinecarboxylic acid 1,1-dimethylethyl ester

374794-84-0
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References

240401-27-8 Synthesis

2-Oxa-7-azaspiro[3.5]nonane-7-carboxylic acid, 1,1-dimethylethyl ester

240401-27-8
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References