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

Base Information

• Chemical Name: Tert-butyl 1-oxo-2-oxa-8-azaspiro[4.5]decane-8-carboxylate
• CAS No.: 154348-08-0
• Molecular Formula: C₁₃H₂₁NO₄
• Molecular Weight: 255.314
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID10434236
• Nikkaji Number: J632.895D
• Wikidata: Q82248585
• Mol file: 154348-08-0.mol

Synonyms:154348-08-0;tert-butyl 1-oxo-2-oxa-8-azaspiro[4.5]decane-8-carboxylate;1-Oxo-2-oxa-8-aza-spiro[4.5]decane-8-carboxylic acid tert-butyl ester;MFCD13184732;2-Oxa-8-azaspiro[4.5]decane-8-carboxylic acid, 1-oxo-, 1,1-dimethylethyl ester;8-Boc-2-oxa-8-azaspiro[4.5]decan-1-one;SCHEMBL5375765;DTXSID10434236;tert-Butyl1-oxo-2-oxa-8-azaspiro[4.5]decane-8-carboxylate;SB12309;AS-78927;SY268294;8-Boc-1-oxo-2-oxa-8-azaspiro[4.5]decane;FT-0750184;A850558;J-524398;1,1-Dimethylethyl 1-Oxo-2-oxa-8-azaspiro[4,5]decane-8-carboxylate;1,1-Dimethylethyl 1-Oxo-2-oxa-8-azaspiro[4.5]decane-8-carboxylate;[1-Oxo-2-oxa-8-azaspiro[4.5]decan-8-yl]formic acid tert-butyl ester

Chemical Property of Tert-butyl 1-oxo-2-oxa-8-azaspiro[4.5]decane-8-carboxylate

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 399.578oC at 760 mmHg
• PKA: -0.82±0.20(Predicted)
• Flash Point: 195.458oC
• PSA: 55.84000
• Density: 1.16±0.1 g/cm3(Predicted)
• LogP: 1.88850
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 255.14705815
• Heavy Atom Count: 18
• Complexity: 351

Purity/Quality:

98%min ^*data from raw suppliers

1-Oxo-2-oxa-8-aza-spiro[4.5]decane-8-carboxylicacidtert-butylester 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N1CCC2(CC1)CCOC2=O

Technology Process of Tert-butyl 1-oxo-2-oxa-8-azaspiro[4.5]decane-8-carboxylate

There total 7 articles about Tert-butyl 1-oxo-2-oxa-8-azaspiro[4.5]decane-8-carboxylate 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-(1,1-dimethylethyl) 4-ethyl 4-(2-propenyl)-1,4-piperidinedicarboxylate (146603-99-8) → 1,1-dimethylethyl 1-oxo-2-oxa-8-azaspiro[4,5]decane-8-carboxylate (154348-08-0)

Guidance literature:

1-(1,1-dimethylethyl) 4-ethyl 4-(2-propenyl)-1,4-piperidinedicarboxylate; With oxygen; ozone; In methanol; dichloromethane; at -78 ℃; for 1.75h;

With sodium tetrahydroborate; In methanol; dichloromethane; at -78 - 20 ℃; for 17h;

In acetone; at 20 ℃; for 0.166667h;

Reference yield: 88.0%

1-(1,1-dimethylethyl) 4-ethyl 4-(2-propenyl)-1,4-piperidinedicarboxylate (374822-47-6) → 1,1-dimethylethyl 1-oxo-2-oxa-8-azaspiro[4,5]decane-8-carboxylate (154348-08-0)

Guidance literature:

1-(1,1-dimethylethyl) 4-ethyl 4-(2-propenyl)-1,4-piperidinedicarboxylate; With oxygen; ozone; In methanol; dichloromethane; at -78 ℃; for 1.58333h;

With sodium tetrahydroborate; In methanol; dichloromethane; at -78 - 20 ℃; for 17h;

Reference yield:

4-ethoxycarbonyl-4-(2-hydroxyethyl)piperidine-1-carboxylic acid tert-butyl ester (247133-32-0) → 1,1-dimethylethyl 1-oxo-2-oxa-8-azaspiro[4,5]decane-8-carboxylate (154348-08-0)

Guidance literature:

With toluene-4-sulfonic acid; In toluene; for 3h; Heating;

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

upstream raw materials:

oxirane

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

4-ethoxycarbonyl-4-(2-hydroxyethyl)piperidine-1-carboxylic acid tert-butyl ester

1-(1,1-dimethylethyl) 4-ethyl 4-(2-propenyl)-1,4-piperidinedicarboxylate

Downstream raw materials:

2-oxa-8-azaspiro[4.5]decane

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

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

Refernces

• 1、 -. "Cyclohexane derivatives and their use as therapeutic agents". Page 30. . Retrieved 2010/02/06.
• 2、 Cignarella,Villa,Barlocco. "Synthesis and pharmacological evaluation of a new class of 2-oxo-8- azaspiro (4,5)decan-1-ones as analogues of the muscarinic agonist RS-86". . p. 1439 - 1445. Retrieved 2007/10/02.