7-((benzyloxy)carbonyl)-7-azaspiro[3.5]nonane-2-carboxylic acid

Base Information

• Chemical Name: 7-((benzyloxy)carbonyl)-7-azaspiro[3.5]nonane-2-carboxylic acid
• CAS No.: 1227610-19-6
• Molecular Formula: C17H21NO4
• Molecular Weight: 303.358
• Hs Code.: 2933990090
• Mol file: 1227610-19-6.mol

Synonyms:7-((benzyloxy)carbonyl)-7-azaspiro[3.5]nonane-2-carboxylic acid

Chemical Property of 7-((benzyloxy)carbonyl)-7-azaspiro[3.5]nonane-2-carboxylic acid

Chemical Property:

• PSA: 66.84000
• LogP: 2.83790

Purity/Quality:

97% ^*data from raw suppliers

7-[(Benzyloxy)carbonyl]-7-azaspiro[3.5]nonane-2-carboxylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 7-[(Benzyloxy)carbonyl]-7-azaspiro[3.5]nonane-2-carboxylic Acid is used as a reactant in the preparation of spirofused piperazine and diazepane amides as selective histamine-3 antagonists.

Technology Process of 7-((benzyloxy)carbonyl)-7-azaspiro[3.5]nonane-2-carboxylic acid

There total 4 articles about 7-((benzyloxy)carbonyl)-7-azaspiro[3.5]nonane-2-carboxylic acid 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: 72.2%

benzyl 2-formyl-7-azaspiro[3.5]nonane-7-carboxylate (1227610-18-5) → 7-(benzyloxycarbonyl)-7-azaspiro[3.5]nonane-2-carboxylic acid (1227610-19-6)

Guidance literature:

With 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium hypochlorite; sodium hydrogencarbonate; sodium bromide; In dichloromethane; water; for 2h;

DOI:10.1021/jm4014828

Reference yield:

benzyl 2-oxo-7-azaspiro[3.5]nonane-7-carboxylate (147610-98-8) → 7-(benzyloxycarbonyl)-7-azaspiro[3.5]nonane-2-carboxylic acid (1227610-19-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: potassium tert-butylate / tetrahydrofuran; tert-butyl alcohol / 1 h / -78 - 20 °C / Inert atmosphere

1.2: 1.5 h / -78 - 20 °C

2.1: sodium hypochlorite; sodium hydrogencarbonate; sodium bromide; 2,2,6,6-tetramethyl-piperidine-N-oxyl / dichloromethane; water / 2 h

With 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium hypochlorite; potassium tert-butylate; sodium hydrogencarbonate; sodium bromide; In tetrahydrofuran; dichloromethane; water; tert-butyl alcohol;

DOI:10.1021/jm4014828

Reference yield:

benzyl 1,1-dichloro-2-oxo-7-azaspiro[3.5]nonane-7-carboxylate (147610-97-7) → 7-(benzyloxycarbonyl)-7-azaspiro[3.5]nonane-2-carboxylic acid (1227610-19-6)

Guidance literature:

Multi-step reaction with 3 steps

1.1: zinc; ammonium chloride / methanol / 20 °C

2.1: potassium tert-butylate / tetrahydrofuran; tert-butyl alcohol / 1 h / -78 - 20 °C / Inert atmosphere

2.2: 1.5 h / -78 - 20 °C

3.1: sodium hypochlorite; sodium hydrogencarbonate; sodium bromide; 2,2,6,6-tetramethyl-piperidine-N-oxyl / dichloromethane; water / 2 h

With 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium hypochlorite; potassium tert-butylate; sodium hydrogencarbonate; ammonium chloride; sodium bromide; zinc; In tetrahydrofuran; methanol; dichloromethane; water; tert-butyl alcohol;

DOI:10.1021/jm4014828

upstream raw materials:

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

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

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

benzyl 4-methylene-1-piperidinecarboxylate

Downstream raw materials:

7-benzyl 2-ethyl 7-azaspiro[3.5]nonane-2,7-dicarboxylate

benzyl 2-(4-cyclobutylpiperazine-1-carbonyl)-7-azaspiro[3.5]nonane-7-carboxylate

benzyl 2-(4-cyclobutyl-1,4-diazepane-1-carbonyl)-7-azaspiro[3.5]nonane-7-carboxylate

benzyl 2-(4-isopropyl-1,4-diazepane-1-carbonyl)-7-azaspiro[3.5]nonane-7-carboxylate