Benzyl 1-oxa-6-azaspiro[2.5]octane-6-carboxylate

Base Information

• Chemical Name: Benzyl 1-oxa-6-azaspiro[2.5]octane-6-carboxylate
• CAS No.: 77211-75-7
• Molecular Formula: C14H17NO3
• Molecular Weight: 247.294
• Hs Code.: 2934999090
• European Community (EC) Number: 690-871-9
• DSSTox Substance ID: DTXSID60515281
• Wikidata: Q82376075
• Mol file: 77211-75-7.mol

Synonyms:Benzyl 1-oxa-6-azaspiro[2.5]octane-6-carboxylate;77211-75-7;MFCD11976640;1-Oxa-6-azaspiro[2.5]octan-6-carboxylic acid benzyl ester;1-Oxa-6-azaspiro[2.5]octane-6-carboxylic acid, phenylmethyl ester;Benzyl1-oxa-6-azaspiro[2.5]octane-6-carboxylate;SCHEMBL541133;benzyl 1-oxa-6-aza-spiro[2.5]octane-6-carboxylate;DTXSID60515281;FDDADAAYFIUZLX-UHFFFAOYSA-N;CDA21175;AKOS015910137;6-Cbz-1-oxa-6-azaspiro[2.5]octane;CS-W000441;FF-0054;SB22091;AM101262;SY128872;FT-0684431;EN300-7342055;A865320;J-519771;phenylmethyl 1-oxa-6-azaspiro[2.5]octane-6-carboxylate;Z2049885323;1-oxa-6-aza-spiro[2.5]octane-6-carboxylic acid benzyl ester;1-Oxa-6-azaspiro[2.5]octan-6-carboxylic acid benzyl ester, AldrichCPR

Chemical Property of Benzyl 1-oxa-6-azaspiro[2.5]octane-6-carboxylate

Chemical Property:

• Boiling Point: 389.4±42.0 °C(Predicted)
• PKA: -0.87±0.20(Predicted)
• PSA: 42.07000
• Density: 1.23±0.1 g/cm3(Predicted)
• LogP: 2.12590
• Storage Temp.: 2-8°C
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 247.12084340
• Heavy Atom Count: 18
• Complexity: 304

Purity/Quality:

97% ^*data from raw suppliers

Benzyl1-Oxa-6-azaspiro[2.5]octane-6-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CN(CCC12CO2)C(=O)OCC3=CC=CC=C3

Technology Process of Benzyl 1-oxa-6-azaspiro[2.5]octane-6-carboxylate

There total 5 articles about Benzyl 1-oxa-6-azaspiro[2.5]octane-6-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: 100.0%

benzyl 4-oxo-1-piperidinecarboxylate (19099-93-5) + trimethylsilyl iodide (16029-98-4) → benzyl 1-oxa-6-aza-spiro[2.5]octane-6-carboxylate (77211-75-7)

Guidance literature:

trimethylsilyl iodide; With n-butyllithium; In tetrahydrofuran; dimethyl sulfoxide; at 0 ℃; for 0.833333h;

benzyl 4-oxo-1-piperidinecarboxylate; at 0 - 20 ℃; for 62h;

DOI:10.1021/acs.orglett.0c02070

Reference yield: 80.0%

benzyl 4-oxo-1-piperidinecarboxylate (19099-93-5) + trimethylsulfoxonium iodide (1774-47-6) → benzyl 1-oxa-6-aza-spiro[2.5]octane-6-carboxylate (77211-75-7)

Guidance literature:

trimethylsulfoxonium iodide; With sodium hydroxide; In dimethyl sulfoxide; at 0 ℃; for 0.666667h;

benzyl 4-oxo-1-piperidinecarboxylate; In dimethyl sulfoxide; at 55 ℃; for 2h;

DOI:10.3390/molecules24081641

Reference yield: 61.0%

benzyl 4-oxo-1-piperidinecarboxylate (19099-93-5) + trimethylsulphonium iodide (2181-42-2) → benzyl 1-oxa-6-aza-spiro[2.5]octane-6-carboxylate (77211-75-7)

Guidance literature:

trimethylsulphonium iodide; With sodium hydride; In dimethyl sulfoxide; mineral oil; at 0 - 22 ℃; for 0.666667h; Inert atmosphere;

benzyl 4-oxo-1-piperidinecarboxylate; In dimethyl sulfoxide; mineral oil; at 55 ℃; for 2h;

DOI:10.1016/j.ejmech.2021.113214

upstream raw materials:

benzyl 4-methylene-1-piperidinecarboxylate

benzyl 4-oxo-1-piperidinecarboxylate

trimethylsulfoxonium iodide

trimethylsilyl iodide

Downstream raw materials:

1-(carbobenzyloxy)-4-hydroxy-4-(anilinomethyl)piperidine

4-aminomethyl-1-CBZ-piperidin-4-ol

4-Azidomethyl-4-hydroxy-piperidine-1-carboxylic acid benzyl ester

benzyl 4-[(benzylamino)methyl]-4-hydroxy-1-piperidinecarboxylate