benzyl 2-(methoxymethylene)-7-azaspiro[3.5]nonane-7-carboxylate

Base Information

• Chemical Name: benzyl 2-(methoxymethylene)-7-azaspiro[3.5]nonane-7-carboxylate
• CAS No.: 1227610-17-4
• Molecular Formula: C₁₈H₂₃NO₃
• Molecular Weight: 301.386
• Mol file: 1227610-17-4.mol

Synonyms:benzyl 2-(methoxymethylene)-7-azaspiro[3.5]nonane-7-carboxylate

Chemical Property of benzyl 2-(methoxymethylene)-7-azaspiro[3.5]nonane-7-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of benzyl 2-(methoxymethylene)-7-azaspiro[3.5]nonane-7-carboxylate

There total 4 articles about benzyl 2-(methoxymethylene)-7-azaspiro[3.5]nonane-7-carboxylate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 84.0%

benzyl 2-oxo-7-azaspiro[3.5]nonane-7-carboxylate (147610-98-8) + (methoxymethyl)triphenylphosphonium chloride (4009-98-7) → benzyl 2-(methoxymethylene)-7-azaspiro[3.5]nonane-7-carboxylate (1227610-17-4)

Guidance literature:

(methoxymethyl)triphenylphosphonium chloride; With potassium tert-butylate; In tetrahydrofuran; tert-butyl alcohol; at -78 - 0 ℃; Inert atmosphere;

benzyl 2-oxo-7-azaspiro[3.5]nonane-7-carboxylate; In tetrahydrofuran; tert-butyl alcohol; at -78 - 0 ℃; Inert atmosphere;

Reference yield: 81.8%

benzyl 2-oxo-7-azaspiro[3.5]nonane-7-carboxylate (147610-98-8) + methoxymethyltriphenylphosphonium bromide (33670-32-5) → benzyl 2-(methoxymethylene)-7-azaspiro[3.5]nonane-7-carboxylate (1227610-17-4)

Guidance literature:

methoxymethyltriphenylphosphonium bromide; With sodium hexamethyldisilazane; In tetrahydrofuran; at 0 ℃; for 1h;

benzyl 2-oxo-7-azaspiro[3.5]nonane-7-carboxylate; In tetrahydrofuran; at 20 ℃; for 2h;

Reference yield:

benzyl 4-methylene-1-piperidinecarboxylate (138163-12-9) → benzyl 2-(methoxymethylene)-7-azaspiro[3.5]nonane-7-carboxylate (1227610-17-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: zinc/copper couple / diethyl ether / 12 h / 20 °C / Inert atmosphere

1.2: 8 h / 20 °C

2.1: potassium tert-butylate / toluene / 1 h / 20 °C

2.2: 20 °C

With zinc/copper couple; potassium tert-butylate; In diethyl ether; toluene;

upstream raw materials:

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

(methoxymethyl)triphenylphosphonium chloride

benzyl 4-methylene-1-piperidinecarboxylate

benzyl 1,1-dichloro-2-oxo-7-azaspiro[3.5]nonane-7-carboxylate

Downstream raw materials:

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