7-(4-nitrophenylsulfonyl)-10-phenyl-7-azaspiro[4.5]decane-1,6,8-trione

Base Information

• Chemical Name: 7-(4-nitrophenylsulfonyl)-10-phenyl-7-azaspiro[4.5]decane-1,6,8-trione
• CAS No.: 1584131-94-1
• Molecular Formula: C₂₁H₁₈N₂O₇S
• Molecular Weight: 442.449

Synonyms:7-(4-nitrophenylsulfonyl)-10-phenyl-7-azaspiro[4.5]decane-1,6,8-trione

Chemical Property of 7-(4-nitrophenylsulfonyl)-10-phenyl-7-azaspiro[4.5]decane-1,6,8-trione

Chemical Property:

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Technology Process of 7-(4-nitrophenylsulfonyl)-10-phenyl-7-azaspiro[4.5]decane-1,6,8-trione

There total 10 articles about 7-(4-nitrophenylsulfonyl)-10-phenyl-7-azaspiro[4.5]decane-1,6,8-trione 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: 82.0%

N-(4-nitrophenylsulfonyl)-2-oxocyclopentanecarboxamide (1584132-15-9) + cinnamoyl cyanide (60299-77-6) → 7-(4-nitrophenylsulfonyl)-10-phenyl-7-azaspiro[4.5]decane-1,6,8-trione (1584131-94-1) + 7-(4-nitrophenylsulfonyl)-10-phenyl-7-azaspiro[4.5]decane-1,6,8-trione (1584131-95-2) + 7-(4-nitrophenylsulfonyl)-10-phenyl-7-azaspiro[4.5]decane-1,6,8-trione

Guidance literature:

With 1-[3,5-bis(trifluoromethyl)phenyl]-3-[(1S,2S)-2-(dimethylamino)cyclohexyl]thiourea; In m-xylene; at 0 ℃; for 40h; enantioselective reaction;

DOI:10.1002/chem.201303613

Reference yield:

N-(4-nitrophenylsulfonyl)-2-oxocyclopentanecarboxamide (1584132-15-9) + cinnamoyl cyanide (60299-77-6) → 7-(4-nitrophenylsulfonyl)-10-phenyl-7-azaspiro[4.5]decane-1,6,8-trione (1584131-94-1) + 7-(4-nitrophenylsulfonyl)-10-phenyl-7-azaspiro[4.5]decane-1,6,8-trione + 7-(4-nitrophenylsulfonyl)-10-phenyl-7-azaspiro[4.5]decane-1,6,8-trione (1584131-95-2)

Guidance literature:

N-(4-nitrophenylsulfonyl)-2-oxocyclopentanecarboxamide; With 1-[3,5-bis(trifluoromethyl)phenyl]-3-[(1S,2S)-2-(dimethylamino)cyclohexyl]thiourea; In toluene; at -10 ℃; for 0.25h;

cinnamoyl cyanide; In toluene; at -10 ℃; for 40h; enantioselective reaction;

DOI:10.1002/chem.201303613

Reference yield:

cinnamoyl chloride (102-92-1,17082-09-6) → 7-(4-nitrophenylsulfonyl)-10-phenyl-7-azaspiro[4.5]decane-1,6,8-trione (1584131-94-1) + 7-(4-nitrophenylsulfonyl)-10-phenyl-7-azaspiro[4.5]decane-1,6,8-trione + 7-(4-nitrophenylsulfonyl)-10-phenyl-7-azaspiro[4.5]decane-1,6,8-trione (1584131-95-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: acetonitrile / 1 h / Reflux; Inert atmosphere

2.1: 1-[3,5-bis(trifluoromethyl)phenyl]-3-[(1S,2S)-2-(dimethylamino)cyclohexyl]thiourea / toluene / 0.25 h / -10 °C

2.2: 40 h / -10 °C

With 1-[3,5-bis(trifluoromethyl)phenyl]-3-[(1S,2S)-2-(dimethylamino)cyclohexyl]thiourea; In toluene; acetonitrile;

DOI:10.1002/chem.201303613

upstream raw materials:

N-(4-nitrophenylsulfonyl)-2-oxocyclopentanecarboxamide

cinnamoyl cyanide

Cinnamic acid

cinnamoyl chloride

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