1-Oxa-8-azaspiro[4.5]decane

Base Information

• Chemical Name: 1-Oxa-8-azaspiro[4.5]decane
• CAS No.: 176-92-1
• Molecular Formula: C8H15 N O
• Molecular Weight: 141.213
• Hs Code.: 2934999090
• Mol file: 176-92-1.mol

Synonyms:1-Oxa-8-azaspiro[4.5]decane

Chemical Property of 1-Oxa-8-azaspiro[4.5]decane

Chemical Property:

• Vapor Pressure: 0.07mmHg at 25°C
• Boiling Point: 229℃
• Flash Point: 85℃
• PSA: 21.26000
• Density: 1.02
• LogP: 1.24780
• Storage Temp.: 2-8°C

Purity/Quality:

99% ^*data from raw suppliers

4-(oxolan-2-yl)piperidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-Oxa-8-azaspiro[4.5]decane

There total 9 articles about 1-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:

1,1-dimethylethyl 1-oxa-8-azaspiro[4,5]decane-8-carboxylate (374794-89-5) → 4-dioxa-8-azaspiro[4.5]decane (176-92-1)

Guidance literature:

With methanol; acetyl chloride; at 0 - 20 ℃; for 16h;

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

Reference yield:

N-tert-butyloxycarbonylpiperidin-4-one (79099-07-3) → 4-dioxa-8-azaspiro[4.5]decane (176-92-1)

Guidance literature:

Reference yield:

1,1-dimethylethyl 4-(3-ethoxy-3-oxo-1-propynyl)-4-hydroxy-1-piperidinecarboxylate (374794-90-8) → 4-dioxa-8-azaspiro[4.5]decane (176-92-1)

Guidance literature:

Multi-step reaction with 5 steps

1: H₂ / Pd/C / ethanol

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

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

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

5: AcCl; MeOH / 16 h / 0 - 20 °C

With methanol; hydrogen; diisobutylaluminium hydride; toluene-4-sulfonic acid; acetyl chloride; triphenylphosphine; diethylazodicarboxylate; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; toluene; 4: Mitsunobu reaction;

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

upstream raw materials:

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

N-tert-butyloxycarbonylpiperidin-4-one

tert-butyl 2-oxo-1-oxa-8-azaspiro[4.5]decane-8-carboxylate

tert-butyl 4-hydroxy-4-(3-hydroxypropyl)piperidine-1-carboxylate

Downstream raw materials:

8-Sulfamoyl-1-oxa-8-aza-spiro <4,5> decan

Refernces

• 1、 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.