tert-Butyl 5-oxo-4,7-diazaspiro[2.5]octane-7-carboxylate

Base Information

• Chemical Name: tert-Butyl 5-oxo-4,7-diazaspiro[2.5]octane-7-carboxylate
• CAS No.: 1199794-51-8
• Molecular Formula: C11H18N2O3
• Molecular Weight: 226.276
• Hs Code.: 2933990090
• Mol file: 1199794-51-8.mol

Synonyms:tert-Butyl 5-oxo-4,7-diazaspiro[2.5]octane-7-carboxylate;5-Oxo-4,7-diaza-spiro[2.5]octane-7-carboxylic acid tert-butyl ester

Chemical Property of tert-Butyl 5-oxo-4,7-diazaspiro[2.5]octane-7-carboxylate

Chemical Property:

• PSA: 58.64000
• LogP: 1.15260

Purity/Quality:

98%min ^*data from raw suppliers

tert-Butyl5-Oxo-4,7-diazaspiro[2.5]octane-7-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Tert-butyl 5-oxo-4,7-diazaspiro[2.5]octane-7-carboxylate used in preparation of Heteroarylbenzimidazoles as IRAK inhibitors.

Technology Process of tert-Butyl 5-oxo-4,7-diazaspiro[2.5]octane-7-carboxylate

There total 2 articles about tert-Butyl 5-oxo-4,7-diazaspiro[2.5]octane-7-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: 65.0%

methyl N-[(1-{[(benzyloxy)carbonyl]amino}cyclopropyl)methyl]-N-(tert-butyloxycarbonyl)glycinate (1199792-78-3) → 5-oxo-4,7-diazaspiro[2.5]octane-7-carboxylic acid tert-butyl ester (1199794-51-8)

Guidance literature:

methyl N-[(1-{[(benzyloxy)carbonyl]amino}cyclopropyl)methyl]-N-(tert-butyloxycarbonyl)glycinate; With hydrogen; 5%-palladium/activated carbon; In ethanol; at 20 ℃; for 4h;

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In ethanol; toluene; at 100 ℃; for 4h;

With ammonium chloride; In ethanol; water; toluene;

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) + methyl N-[(1-{[(benzyloxy)carbonyl]amino}cyclopropyl)methyl]glycinate (1199792-77-2) → 5-oxo-4,7-diazaspiro[2.5]octane-7-carboxylic acid tert-butyl ester (1199794-51-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: tetrahydrofuran / 18 h / 20 °C

2.1: hydrogen / 5%-palladium/activated carbon / ethanol / 4 h / 20 °C

2.2: 4 h / 100 °C

With hydrogen; 5%-palladium/activated carbon; In tetrahydrofuran; ethanol;

Reference yield: 71.0%

5-oxo-4,7-diazaspiro[2.5]octane-7-carboxylic acid tert-butyl ester (1199794-51-8) + benzyl bromide (100-39-0) → 4-benzyl-5-oxo-4,7-diazaspiro[2.5]octane-7-carboxylic acid tert-butyl ester

Guidance literature:

5-oxo-4,7-diazaspiro[2.5]octane-7-carboxylic acid tert-butyl ester; With sodium hydride; In tetrahydrofuran; at 0 ℃; for 0.5h; Inert atmosphere;

benzyl bromide; With sodium hydride; In tetrahydrofuran; at 0 - 20 ℃; Inert atmosphere;

upstream raw materials:

di-tert-butyl dicarbonate

methyl N-[(1-{[(benzyloxy)carbonyl]amino}cyclopropyl)methyl]glycinate

methyl N-[(1-{[(benzyloxy)carbonyl]amino}cyclopropyl)methyl]-N-(tert-butyloxycarbonyl)glycinate

Refernces