tert-butyl 7-oxo-5-oxa-2-azaspiro[3.4]octane-2-carboxylate

Base Information

• Chemical Name: tert-butyl 7-oxo-5-oxa-2-azaspiro[3.4]octane-2-carboxylate
• CAS No.: 1408075-90-0
• Molecular Formula: C₁₁H₁₇NO₄
• Molecular Weight: 227.26
• Hs Code.: 2934999090
• Mol file: 1408075-90-0.mol

Synonyms:tert-butyl 7-oxo-5-oxa-2-azaspiro[3.4]octane-2-carboxylate

Chemical Property of tert-butyl 7-oxo-5-oxa-2-azaspiro[3.4]octane-2-carboxylate

Chemical Property:

• Boiling Point: 344.1±42.0 °C(Predicted)
• PKA: -1.06±0.20(Predicted)
• Density: 1.21±0.1 g/cm3(Predicted)
• Storage Temp.: 2-8°C

Purity/Quality:

99%, ^*data from raw suppliers

tert-butyl7-oxo-5-oxa-2-azaspiro[3.4]octane-2-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: Spirocyclic building block was first synthesized by Carreira and coworkers, which provides a new area of chemical space with straightforward functional handles for further diversification.

Technology Process of tert-butyl 7-oxo-5-oxa-2-azaspiro[3.4]octane-2-carboxylate

There total 6 articles about tert-butyl 7-oxo-5-oxa-2-azaspiro[3.4]octane-2-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: 69.0%

2-(tert-butyl) 8-ethyl 7-oxo-5-oxa-2-azaspiro[3.4]octane-2,8-dicarboxylate (1453315-80-4) → tert-butyl 7-oxo-5-oxa-2-azaspiro[3.4]octane-2-carboxylate (1408075-90-0)

Guidance literature:

With sodium chloride; In water; dimethyl sulfoxide; at 120 ℃; for 2h; Inert atmosphere;

Reference yield: 62.0%

tert-butyl 7-(prop-1-en-2-yl)-5-oxa-2-azaspiro[3.4]octane-2-carboxylate → tert-butyl 7-oxo-5-oxa-2-azaspiro[3.4]octane-2-carboxylate (1408075-90-0)

Guidance literature:

tert-butyl 7-(prop-1-en-2-yl)-5-oxa-2-azaspiro[3.4]octane-2-carboxylate; With ozone; In methanol; at -78 ℃;

With iron sulphate heptahydrate; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; In methanol; water monomer; at 20 ℃; for 0.166667h; Inert atmosphere;

With monoperoxyphthalic acid magnesium salt hexahydrate; In methanol; water monomer; at 0 ℃; for 2h;

DOI:10.1021/jacs.1c13446

Reference yield:

tert-butyl 3-oxoazetidine-1-carboxylate (398489-26-4) → tert-butyl 7-oxo-5-oxa-2-azaspiro[3.4]octane-2-carboxylate (1408075-90-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: zinc/copper couple / tetrahydrofuran; toluene / 0.5 h / 0 °C / Sonication; Inert atmosphere

1.2: Inert atmosphere

2.1: 3,5-dicholoropyridine N-oxide; methanesulfonic acid / 1,2-dichloro-benzene / Inert atmosphere

2.2: 4 h / Inert atmosphere

With methanesulfonic acid; 3,5-dicholoropyridine N-oxide; zinc/copper couple; In tetrahydrofuran; 1,2-dichloro-benzene; toluene;

DOI:10.1021/jo400077m

upstream raw materials:

tert-butyl 3-oxoazetidine-1-carboxylate

tert-butyl 3-hydroxy-3-(prop-2-yn-1-yl)azetidinone-1-carboxylate

2-(tert-butyl) 8-ethyl 7-oxo-5-oxa-2-azaspiro[3.4]octane-2,8-dicarboxylate

tert-butyl 3-(2-ethoxy-2-oxoethylidene)azetidine-1-carboxylate

Downstream raw materials:

tert-butyl 7-hydroxy-5-oxa-2-azaspiro[3.4]octane-2- carboxylate

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