tert-butyl 2,6-diazaspiro[3.5]nonane-2-carboxylate

Base Information

• Chemical Name: tert-butyl 2,6-diazaspiro[3.5]nonane-2-carboxylate
• CAS No.: 1086394-57-1
• Molecular Formula: C12H22N2O2
• Molecular Weight: 226.32
• Hs Code.: 2933990090
• Mol file: 1086394-57-1.mol

Synonyms:tert-butyl 2,6-diazaspiro[3.5]nonane-2-carboxylate;2-Boc-2,6-diazaspiro[3.5]nonane;2,6-Diazaspiro[3.5]nonane-2-carboxylic acid, 1,1-diMethylethyl ester

Chemical Property of tert-butyl 2,6-diazaspiro[3.5]nonane-2-carboxylate

Chemical Property:

• Boiling Point: 319.4 °C at 760 mmHg
• PKA: 10.83±0.20(Predicted)
• Flash Point: 147 °C
• PSA: 41.57000
• Density: 1.08 g/cm³
• LogP: 2.27530
• Storage Temp.: 2-8°C(protect from light)

Purity/Quality:

98%min ^*data from raw suppliers

tert-Butyl2,6-Diazaspiro[3.5]nonane-2-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of tert-butyl 2,6-diazaspiro[3.5]nonane-2-carboxylate

There total 7 articles about tert-butyl 2,6-diazaspiro[3.5]nonane-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: 97.0%

tert-butyl 6-benzyl-2,6-diazaspiro[3.5]nonane-2-carboxylate → tert-butyl 2,6-diazaspiro[3.5]nonane-2-carboxylate (1086394-57-1)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In methanol; at 20 ℃; for 18h; under 3750.38 Torr; Autoclave;

DOI:10.1055/s-0034-1378722

Reference yield:

[1-benzyl-3-({[(4-methylbenzene)sulfonyl]oxy}methyl)piperidin-3-yl]methyl 4-methylbenzenesulfonate → tert-butyl 2,6-diazaspiro[3.5]nonane-2-carboxylate (1086394-57-1)

Guidance literature:

Multi-step reaction with 4 steps

1: potassium carbonate / N,N-dimethyl-formamide / 18 h / 100 °C

2: caesium carbonate; thiophenol / acetonitrile / 16 h / 20 °C

3: sodium hydrogencarbonate / water; 1,4-dioxane / 24 h / 20 °C

4: palladium 10% on activated carbon; hydrogen / methanol / 18 h / 20 °C / 3750.38 Torr / Autoclave

With palladium 10% on activated carbon; hydrogen; sodium hydrogencarbonate; potassium carbonate; caesium carbonate; thiophenol; In 1,4-dioxane; methanol; water; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1055/s-0034-1378722

Reference yield:

6-benzyl-2-((2-nitrophenyl)sulfonyl)-2,6-diazaspiro[3.5]nonane → tert-butyl 2,6-diazaspiro[3.5]nonane-2-carboxylate (1086394-57-1)

Guidance literature:

Multi-step reaction with 3 steps

1: caesium carbonate; thiophenol / acetonitrile / 16 h / 20 °C

2: sodium hydrogencarbonate / water; 1,4-dioxane / 24 h / 20 °C

3: palladium 10% on activated carbon; hydrogen / methanol / 18 h / 20 °C / 3750.38 Torr / Autoclave

With palladium 10% on activated carbon; hydrogen; sodium hydrogencarbonate; caesium carbonate; thiophenol; In 1,4-dioxane; methanol; water; acetonitrile;

DOI:10.1055/s-0034-1378722

upstream raw materials:

Ethyl nipecotate

ethyl 1-benzoyl-3-piperidinecarboxylate

Refernces