benzyl 9-(2-methoxy-2-oxoethylidene)-3-azaspiro[5.5]undec-7-ene-3-carboxylate

Base Information

Chemical Name:benzyl 9-(2-methoxy-2-oxoethylidene)-3-azaspiro[5.5]undec-7-ene-3-carboxylate
CAS No.:1599478-96-2
Molecular Formula:C₂₁H₂₅NO₄
Molecular Weight:355.434
Hs Code.:

Synonyms:benzyl 9-(2-methoxy-2-oxoethylidene)-3-azaspiro[5.5]undec-7-ene-3-carboxylate

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Chemical Property of benzyl 9-(2-methoxy-2-oxoethylidene)-3-azaspiro[5.5]undec-7-ene-3-carboxylate

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Technology Process of benzyl 9-(2-methoxy-2-oxoethylidene)-3-azaspiro[5.5]undec-7-ene-3-carboxylate

There total 2 articles about benzyl 9-(2-methoxy-2-oxoethylidene)-3-azaspiro[5.5]undec-7-ene-3-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: 83.0%

: 5927-18-4
trimethyl phosphonoacetate

: 189333-18-4
3-oxo-9-azaspiro[5.5]undec-4-ene-9-carboxylic acid benzyl ester

: 1599478-96-2
benzyl 9-(2-methoxy-2-oxoethylidene)-3-azaspiro[5.5]undec-7-ene-3-carboxylate

Guidance literature:: trimethyl phosphonoacetate; With sodium hydride; In tetrahydrofuran; mineral oil; at 0 - 30 ℃; for 1.5h; Inert atmosphere;

3-oxo-9-azaspiro[5.5]undec-4-ene-9-carboxylic acid benzyl ester; In tetrahydrofuran; mineral oil; at 40 - 50 ℃; Inert atmosphere;
DOI:10.1021/acsmedchemlett.6b00360

Reference yield:

: 138163-08-3
N-(benzyloxycarbonyl)piperidine-4-carboxaldehyde

: 1599478-96-2
benzyl 9-(2-methoxy-2-oxoethylidene)-3-azaspiro[5.5]undec-7-ene-3-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1.1: potassium tert-butylate / tert-butyl methyl ether; isopropyl alcohol / 2 h / 10 - 30 °C

2.1: sodium hydride / tetrahydrofuran / 1.5 h / 0 - 30 °C / Inert atmosphere

2.2: 40 - 50 °C / Inert atmosphere

With potassium tert-butylate; sodium hydride; In tetrahydrofuran; tert-butyl methyl ether; isopropyl alcohol;

Reference yield:

: 1599478-96-2
benzyl 9-(2-methoxy-2-oxoethylidene)-3-azaspiro[5.5]undec-7-ene-3-carboxylate

: 1599478-97-3
methyl 2-(3-(2-chloro-5-(trifluoromethoxy)phenyl)-3-azaspiro[5.5]undecan-9-yl)acetate

Guidance literature:: Multi-step reaction with 3 steps

1: palladium 10% on activated carbon; hydrogen / methanol / 24 h / 35 - 40 °C / 2585.81 Torr

2: methanol; hydrogenchloride / 1,4-dioxane / 3 h / 20 °C

3: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; caesium carbonate / 1,4-dioxane / 36 h / 100 °C / Inert atmosphere

With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; hydrogenchloride; methanol; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; palladium 10% on activated carbon; hydrogen; caesium carbonate; In 1,4-dioxane; methanol;