2-Oxa-8-azaspiro[4.5]decane

Base Information

• Chemical Name: 2-Oxa-8-azaspiro[4.5]decane
• CAS No.: 176-69-2
• Molecular Formula: C8H15 N O
• Molecular Weight: 141.213
• Hs Code.: 2934999090
• Mol file: 176-69-2.mol

Synonyms:2-Oxa-8-azaspiro[4.5]decane

Chemical Property of 2-Oxa-8-azaspiro[4.5]decane

Chemical Property:

• Vapor Pressure: 0.07mmHg at 25°C
• Boiling Point: 229℃
• Flash Point: 86℃
• PSA: 21.26000
• Density: 1.02
• LogP: 1.10530
• Storage Temp.: 2-8°C

Purity/Quality:

NLT 98% ^*data from raw suppliers

2-Oxa-8-azaspiro[4.5]decane 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-Oxa-8-azaspiro[4.5]decane

There total 12 articles about 2-Oxa-8-azaspiro[4.5]decane 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: 88.0%

1,1-dimethylethyl 2-oxa-8-azaspiro[4,5]decane-8-carboxylate (374794-96-4) → 2-oxa-8-azaspiro[4.5]decane (176-69-2)

Guidance literature:

With hydrogenchloride; In methanol; at 0 - 20 ℃; for 24h;

Reference yield: 82.0%

C15H21NO → 2-oxa-8-azaspiro[4.5]decane (176-69-2)

Guidance literature:

With 20% palladium hydroxide-activated charcoal; hydrogen; In 1,4-dioxane; water; acetic acid; for 16h; Inert atmosphere;

Reference yield:

1-tert-butyl 4-ethyl piperidine-1,4-dicarboxylate (142851-03-4) → 2-oxa-8-azaspiro[4.5]decane (176-69-2)

Guidance literature:

Multi-step reaction with 6 steps

1.1: KHMDS / tetrahydrofuran / -78 °C

1.2: tetrahydrofuran / 1 h / -78 °C

2.1: O₃ / methanol; CH₂Cl₂ / -78 °C

2.2: NaBH₄ / 3 h / -78 - 20 °C

3.1: p-TsOH / toluene / 3 h / Heating

4.1: DIBAL-H / CH₂Cl₂ / 5 h / -78 - 0 °C

5.1: PPh₃; diethyl azodicarboxylate / tetrahydrofuran / 16 h / 0 - 20 °C

6.1: AcCl; MeOH / 16 h / 0 - 20 °C

With methanol; potassium hexamethylsilazane; diisobutylaluminium hydride; toluene-4-sulfonic acid; ozone; acetyl chloride; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; methanol; dichloromethane; toluene; 5.1: Mitsunobu reaction;

DOI:10.1016/S0960-894X(02)00250-0

upstream raw materials:

1,1-dimethylethyl 2-oxa-8-azaspiro[4,5]decane-8-carboxylate

1-tert-butyl 4-ethyl piperidine-1,4-dicarboxylate

1,1-dimethylethyl 1-oxo-2-oxa-8-azaspiro[4,5]decane-8-carboxylate

1,1-dimethylethyl 4-(2-hydroxyethyl)-4-(hydroxymethyl)-1-piperidinecarboxylate

Downstream raw materials:

2-(3,5-bis-trifluoromethyl-phenyl)-N-[4-(2-oxa-8-aza-spiro[4.5]dec-8-yl)-1-phenyl-cyclohexyl]-propionamide

2-(3,5-bis-trifluoromethyl-phenyl)-N-[4-(2-oxa-8-aza-spiro[4.5]dec-8-yl)-1-phenyl-cyclohexyl]-propionamide

3-(3,5-bis-trifluoromethyl-phenyl)-1-[4-(2-oxa-8-aza-spiro[4.5]dec-8-yl)-1-phenyl-cyclohexyl]-pyrrolidin-2-one

Refernces

• 1、 -. "Cyclohexyl derivatives and their use as therapeutic agents". Page 27. . Retrieved 2010/02/03.
• 2、 Cooper, Laura C.,Carlson, Emma J.,Castro, Jose L.,Chicchi, Gary G.,Dinnell, Kevin,Di Salvo, Jerry,Elliott, Jason M.,Hollingworth, Gregory J.,Kurtz, Marc M.,Ridgill, Mark P.,Rycroft, Wayne,Tsao, Kwei-Lan,Swain, Christopher J.. "4,4-Disubstituted cyclohexylamine NK1 receptor antagonists II". . p. 1759 - 1762. Retrieved 2007/10/03.