Tert-butyl 2-oxo-1-oxa-3,8-diazaspiro[4.5]decane-8-carboxylate

Base Information

• Chemical Name: Tert-butyl 2-oxo-1-oxa-3,8-diazaspiro[4.5]decane-8-carboxylate
• CAS No.: 169206-55-7
• Molecular Formula: C12H20N2O4
• Molecular Weight: 256.302
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID70434237
• Wikidata: Q82248586
• Mol file: 169206-55-7.mol

Synonyms:169206-55-7;Tert-butyl 2-oxo-1-oxa-3,8-diazaspiro[4.5]decane-8-carboxylate;8-Boc-1-oxa-3,8-diaza-spiro[4.5]decan-2-one;SCHEMBL371222;DTXSID70434237;FUTMXISUVQILLR-UHFFFAOYSA-N;MFCD12913779;AKOS016006384;SB34184;DS-11502;CS-0036249;FT-0730889;W14025;A882109;F2147-2604;tert-Butyl 2-oxo-1-oxa-3, 8-diazaspiro[4.5]decane-8-carboxylate;2-oxo-1-oxa-3,8-diazaspiro[4.5]decane-8-carboxylic acid tert-butyl ester;1-Oxa-3,8-diazaspiro[4.5]decane-8-carboxylic acid, 2-oxo-, 1,1-dimethylethyl ester

Chemical Property of Tert-butyl 2-oxo-1-oxa-3,8-diazaspiro[4.5]decane-8-carboxylate

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 449.688oC at 760 mmHg
• PKA: 12.43±0.20(Predicted)
• Flash Point: 225.764oC
• PSA: 67.87000
• Density: 1.215g/cm3
• LogP: 1.76260
• Storage Temp.: 2-8°C
• XLogP3: 1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 256.14230712
• Heavy Atom Count: 18
• Complexity: 354

Purity/Quality:

98%min ^*data from raw suppliers

8-Boc-1-oxa-3,8-diaza-spiro[4.5]decan-2-one 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)CNC(=O)O2
• Uses: tert-Butyl 2-oxo-1-oxa-3,8-diazaspiro[4.5]decane-8-carboxylate is a useful research chemical.

Technology Process of Tert-butyl 2-oxo-1-oxa-3,8-diazaspiro[4.5]decane-8-carboxylate

There total 7 articles about Tert-butyl 2-oxo-1-oxa-3,8-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: 63.0%

2-[4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]piperidin-4-yl]acetic acid (502482-52-2) → 2-oxo-1-oxa-3,8-diazaspiro<4.5>decane-8-carboxylic acid tert-butyl ester (169206-55-7)

Guidance literature:

With diphenyl phosphoryl azide; triethylamine; In toluene; Inert atmosphere;

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → 2-oxo-1-oxa-3,8-diazaspiro<4.5>decane-8-carboxylic acid tert-butyl ester (169206-55-7)

Guidance literature:

Multi-step reaction with 4 steps

1: sodium hydrogencarbonate / water / 50 °C

2: lithium hexamethyldisilazane / tetrahydrofuran / 2 h / -78 - 0 °C

3: sodium hydroxide / methanol / 1.5 h / 25 °C

4: triethylamine; diphenyl phosphoryl azide / toluene / 12 h / 105 °C / Inert atmosphere

With diphenyl phosphoryl azide; sodium hydrogencarbonate; triethylamine; sodium hydroxide; lithium hexamethyldisilazane; In tetrahydrofuran; methanol; water; toluene;

Reference yield:

N-tert-butyloxycarbonylpiperidin-4-one (79099-07-3) → 2-oxo-1-oxa-3,8-diazaspiro<4.5>decane-8-carboxylic acid tert-butyl ester (169206-55-7)

Guidance literature:

Multi-step reaction with 3 steps

1: lithium hexamethyldisilazane / tetrahydrofuran / 2 h / -78 - 0 °C

2: methanol; sodium hydroxide / 1.5 h / 25 °C

3: diphenyl phosphoryl azide; triethylamine / toluene / 12 h / 105 °C / Inert atmosphere

With methanol; diphenyl phosphoryl azide; triethylamine; sodium hydroxide; lithium hexamethyldisilazane; In tetrahydrofuran; toluene;

upstream raw materials:

N-tert-butyloxycarbonylpiperidin-4-one

ethyl acetate

di-tert-butyl dicarbonate

2-[4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]piperidin-4-yl]acetic acid

Downstream raw materials:

3-benzyl-2-oxo-1-oxa-3,8-diazaspiro<4.5>decane-8-carboxylic acid tert-butyl ester

3-(3-bromobenzyl)-2-oxo-1-oxa-3,8-diazaspiro[4.5]decane-8-carboxylic acid tert-butyl ester

3-(2-methoxy-5-nitrobenzyl)-2-oxo-1-oxa-3,8-diazaspiro[4.5]decane-8-carboxylic acid tert-butyl ester

3-(4-methoxy-benzyl)-2-oxo-1-oxa-3,8-diaza-spiro[4.5]decane-8-carboxylic acid tert-butyl ester

Refernces

• 1、 -. "ALLOSTERIC CHROMENONE INHIBITORS OF PHOSPHOINOSITIDE 3-KINASE (PI3K) FOR THE TREATMENT OF DISEASES ASSOCIATED WITH P13K MODULATION". Paragraph 1272. . Retrieved 2021/10/11.
• 2、 -. "INHIBITORS OF THE RENAL OUTER MEDULLARY POTASSIUM CHANNEL". . . Retrieved 2016/05/19.