Tert-butyl 3-oxo-2,8-diazaspiro[4.5]decane-8-carboxylate

Base Information

• Chemical Name: Tert-butyl 3-oxo-2,8-diazaspiro[4.5]decane-8-carboxylate
• CAS No.: 169206-67-1
• Molecular Formula: C13H22N2O3
• Molecular Weight: 254.329
• Hs Code.: 2933990090
• European Community (EC) Number: 867-034-3
• DSSTox Substance ID: DTXSID70434232
• Wikidata: Q72503902
• Mol file: 169206-67-1.mol

Synonyms:Tert-butyl 3-oxo-2,8-diazaspiro[4.5]decane-8-carboxylate;169206-67-1;MFCD11111226;3-Oxo-2,8-diazaspiro[4.5]decane-8-carboxylic acid tert-butyl ester;8-Boc-2,8-diazaspiro[4.5]decan-3-one;8-BOC-3-OXO-2,8-DIAZASPIRO[4.5]DECANE;3-oxo-2,8-diaza-spiro[4.5]decane-8-carboxylic acid tert-butyl ester;TERT-BUTYL 2-OXO-3,8-DIAZASPIRO[4.5]DECANE-8-CARBOXYLATE;SCHEMBL289578;DTXSID70434232;HNMWIKVFYHYBKX-UHFFFAOYSA-N;BCP26718;CS-B0188;BBL104196;STL558026;AKOS005174110;PB31548;2,8-DIAZASPIRO[4.5]DECANE-8-CARBOXYLIC ACID, 3-OXO-, 1,1-DIMETHYLETHYL ESTER;DS-12483;SY096849;AM20090016;FT-0651509;EN300-94834;AU-004/43508054;W-205989;F8887-4653;Z1235948897;tert-butyl-3-oxo-2,8-diazaspiro[4.5]decane-8-carboxylate;tert-butyl?3-oxo-2,8-diazaspiro[4.5]decane-8-carboxylate;tert-butyl3-oxo-2,8-diazaspiro[4.5]decane-8-carboxylate;3-oxo-2,8-diaza-spiro[4,5]decane-8-carboxylic acid tert-butylester;3-oxo-2,8-diaza-spiro[4,5]decane-8-carboxylic acid tert-butyl ester

Chemical Property of Tert-butyl 3-oxo-2,8-diazaspiro[4.5]decane-8-carboxylate

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.524
• Boiling Point: 424.873 °C at 760 mmHg
• PKA: 16.26±0.20(Predicted)
• Flash Point: 210.756 °C
• PSA: 58.64000
• Density: 1.15 g/cm³
• LogP: 1.79030
• Storage Temp.: 2-8°C
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 254.16304257
• Heavy Atom Count: 18
• Complexity: 352

Purity/Quality:

98%,99%, ^*data from raw suppliers

tert-Butyl-3-oxo-2,8-diazaspiro[4.5]decane-8-carboxylate ^*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)CC(=O)NC2

Technology Process of Tert-butyl 3-oxo-2,8-diazaspiro[4.5]decane-8-carboxylate

There total 7 articles about Tert-butyl 3-oxo-2,8-diazaspiro[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: 86.0%

4-<(methoxycarbonyl)methyl>-4-(nitromethyl)piperidine-1-carboxylic acid tert-butyl ester (169206-66-0) → 3-oxo-2,8-diazaspiro<4.5>decane-8-carboxylic acid tert-butyl ester (169206-67-1)

Guidance literature:

With hydrogen; nickel; In ethanol; under 760.051 Torr;

Reference yield: 80.0%

4-(2-ethoxy-2-oxoethyl)-4-(nitromethyl)piperidine-1-formic acid tert-butyl ester (1462385-41-6) → 3-oxo-2,8-diazaspiro<4.5>decane-8-carboxylic acid tert-butyl ester (169206-67-1)

Guidance literature:

With hydrogen; In methanol; at 50 ℃; for 12h; under 2585.81 Torr;

Reference yield:

N-tert-butyloxycarbonylpiperidin-4-one (79099-07-3) → 3-oxo-2,8-diazaspiro<4.5>decane-8-carboxylic acid tert-butyl ester (169206-67-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 94 percent / toluene / 12 h / Heating

2: 35 percent / 1,1,3,3-tetramethylguanidine / 10 h / Heating

3: 81 percent / Raney Ni / ethanol; H₂O / 24 h / Ambient temperature

With nickel; N,N,N',N'-tetramethylguanidine; In ethanol; water; toluene;

DOI:10.1021/jm00019a006

upstream raw materials:

4-<(methoxycarbonyl)methyl>-4-(nitromethyl)piperidine-1-carboxylic acid tert-butyl ester

N-tert-butyloxycarbonylpiperidin-4-one

1-tert-butoxycarbonyl-4-[(methoxycarbonyl)methylene]piperidine

tert-butyl 4-(2-ethoxy-2-oxoethylidene)piperidine-1-carboxylate

Downstream raw materials:

2-benzyl-8-<2-(5-fluoro-1H-indol-3-yl)ethyl>-2,8-diazaspiro<4.5>decan-3-one

tert-butyl 2-[4-(methoxycarbonyl)benzyl]-3-oxo-2,8-diazaspiro[4.5]decane-8-carboxylate

Refernces

• 1、 Wei, Qiangqiang,Mei, Liankuo,Yang, Yifei,Ma, Hui,Chen, Hongyi,Zhang, Huibin,Zhou, Jinpei. "Design, synthesis and biological evaluation of novel spiro-pentacylamides as acetyl-CoA carboxylase inhibitors". . p. 3866 - 3874. Retrieved 2018/07/30.
• 2、 -. "Spiro aryl phosphorus oxide or sulfide". . . Retrieved 2016/10/08.