9-[1-hydroxy-4-(1-phenylpiperidin-4-ylidene)cyclohexyl]-3,3-dimethyl-1,5-dioxaspiro[5.5]undecane-9-carboxylic acid

Base Information

• Chemical Name: 9-[1-hydroxy-4-(1-phenylpiperidin-4-ylidene)cyclohexyl]-3,3-dimethyl-1,5-dioxaspiro[5.5]undecane-9-carboxylic acid
• CAS No.: 623575-12-2
• Molecular Formula: C₂₉H₄₁NO₅
• Molecular Weight: 483.648
• Mol file: 623575-12-2.mol

Synonyms:9-[1-hydroxy-4-(1-phenylpiperidin-4-ylidene)cyclohexyl]-3,3-dimethyl-1,5-dioxaspiro[5.5]undecane-9-carboxylic acid

Chemical Property of 9-[1-hydroxy-4-(1-phenylpiperidin-4-ylidene)cyclohexyl]-3,3-dimethyl-1,5-dioxaspiro[5.5]undecane-9-carboxylic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 9-[1-hydroxy-4-(1-phenylpiperidin-4-ylidene)cyclohexyl]-3,3-dimethyl-1,5-dioxaspiro[5.5]undecane-9-carboxylic acid

There total 2 articles about 9-[1-hydroxy-4-(1-phenylpiperidin-4-ylidene)cyclohexyl]-3,3-dimethyl-1,5-dioxaspiro[5.5]undecane-9-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: 47.0%

3,3-Dimethyl-1,5-dioxaspiro[5.5]undecane-9-carboxylic acid (169822-66-6) + 9-(1-Phenylpiperidin-4-ylidene)cyclohexanone (193960-10-0) → 9-[1-hydroxy-4-(1-phenylpiperidin-4-ylidene)cyclohexyl]-3,3-dimethyl-1,5-dioxaspiro[5.5]undecane-9-carboxylic acid (623575-12-2)

Guidance literature:

3,3-Dimethyl-1,5-dioxaspiro[5.5]undecane-9-carboxylic acid; With lithium diisopropyl amide; In tetrahydrofuran; hexane; at 50 ℃; for 2h;

9-(1-Phenylpiperidin-4-ylidene)cyclohexanone; In tetrahydrofuran; hexane; at 50 ℃; for 2h;

DOI:10.1021/jp0271716

Reference yield:

C29H48O8 (528870-76-0) → 9-[1-hydroxy-4-(1-phenylpiperidin-4-ylidene)cyclohexyl]-3,3-dimethyl-1,5-dioxaspiro[5.5]undecane-9-carboxylic acid (623575-12-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: NaOH / methanol

2.1: LDA / tetrahydrofuran; hexane / 2 h / 50 °C

2.2: 47 percent / tetrahydrofuran; hexane / 2 h / 50 °C

With sodium hydroxide; lithium diisopropyl amide; In tetrahydrofuran; methanol; hexane;

DOI:10.1021/jp0271716

Reference yield: 85.0%

9-[1-hydroxy-4-(1-phenylpiperidin-4-ylidene)cyclohexyl]-3,3-dimethyl-1,5-dioxaspiro[5.5]undecane-9-carboxylic acid (623575-12-2) → 4-[4-(3,3-dimethyl-1,5-dioxaspiro[5.5]undecan-9-ylidene)-cyclohexylidene]-1-phenylpiperidine (623575-26-8)

Guidance literature:

With N,N-dimethylformamide dineopentyl acetal; In acetonitrile; Heating;

DOI:10.1021/jp0271716

upstream raw materials:

3,3-Dimethyl-1,5-dioxaspiro[5.5]undecane-9-carboxylic acid

9-(1-Phenylpiperidin-4-ylidene)cyclohexanone

C₂₉H₄₈O₈

Downstream raw materials:

4-[4-(3,3-dimethyl-1,5-dioxaspiro[5.5]undecan-9-ylidene)-cyclohexylidene]-1-phenylpiperidine