(1S,5S)-N-(3,4-dimethoxyphenylacetyl)-1-acetoxy-6-azaspiro[4.4]non-2-ene

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Chemical Name:(1S,5S)-N-(3,4-dimethoxyphenylacetyl)-1-acetoxy-6-azaspiro[4.4]non-2-ene
CAS No.:908149-95-1
Molecular Formula:C₂₀H₂₅NO₅
Molecular Weight:359.422
Hs Code.:

Synonyms:(1S,5S)-N-(3,4-dimethoxyphenylacetyl)-1-acetoxy-6-azaspiro[4.4]non-2-ene

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Chemical Property of (1S,5S)-N-(3,4-dimethoxyphenylacetyl)-1-acetoxy-6-azaspiro[4.4]non-2-ene

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Technology Process of (1S,5S)-N-(3,4-dimethoxyphenylacetyl)-1-acetoxy-6-azaspiro[4.4]non-2-ene

There total 7 articles about (1S,5S)-N-(3,4-dimethoxyphenylacetyl)-1-acetoxy-6-azaspiro[4.4]non-2-ene 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: 65.0%

: 908150-04-9
Oxalic acid (5R,6R,9S)-9-acetoxy-1-[2-(3,4-dimethoxy-phenyl)-acetyl]-1-aza-spiro[4.4]non-7-en-6-yl ester methyl ester

: 908149-95-1
(1S,5S)-N-(3,4-dimethoxyphenylacetyl)-1-acetoxy-6-azaspiro[4.4]non-2-ene

: 908149-96-2
(4S,5S)-N-(3,4-dimethoxyphenylacetyl)-4-acetoxy-6-azaspiro[4.4]non-1-ene

Guidance literature:: With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In toluene; at 100 ℃; for 2h;
DOI:10.1016/j.tet.2006.05.045

Reference yield:

: 908149-93-9
Acetic acid (5S,6S,9R)-9-hydroxy-1-aza-spiro[4.4]non-7-en-6-yl ester

: 908149-95-1
(1S,5S)-N-(3,4-dimethoxyphenylacetyl)-1-acetoxy-6-azaspiro[4.4]non-2-ene

Guidance literature:: Multi-step reaction with 3 steps

1: 80 percent / triethylamine / acetonitrile / 1.17 h / -40 °C

2: DMAP / CH₂Cl₂ / 96 h / 20 °C

3: 10 percent / AIBN; n-Bu₃SnH / toluene / 2 h / 100 °C

With dmap; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; triethylamine; In dichloromethane; toluene; acetonitrile;
DOI:10.1016/j.tet.2006.05.045

Reference yield:

: 908149-92-8
1,4-diacetoxy-6-azaspiro[4.4]non-2-ene

: 908149-95-1
(1S,5S)-N-(3,4-dimethoxyphenylacetyl)-1-acetoxy-6-azaspiro[4.4]non-2-ene

Guidance literature:: Multi-step reaction with 4 steps

1: sodium azide; lyophilized electric eel acetyl cholinesterase; sodium dihydrogen phosphate / pH 6.9

2: 80 percent / triethylamine / acetonitrile / 1.17 h / -40 °C

3: DMAP / CH₂Cl₂ / 96 h / 20 °C

4: 10 percent / AIBN; n-Bu₃SnH / toluene / 2 h / 100 °C

With dmap; sodium azide; sodium dihydrogen phosphate; 2,2'-azobis(isobutyronitrile); lyophilized electric eel acetyl cholinesterase; tri-n-butyl-tin hydride; triethylamine; In dichloromethane; toluene; acetonitrile;
DOI:10.1016/j.tet.2006.05.045