tert-Butyl 5-oxa-2,8-diazaspiro[3.5]nonane-2-carboxylate

Base Information

• Chemical Name: tert-Butyl 5-oxa-2,8-diazaspiro[3.5]nonane-2-carboxylate
• CAS No.: 1251011-05-8
• Molecular Formula: C₁₁H₂₀N₂O₃
• Molecular Weight: 228.291
• Hs Code.: 2934999090
• Mol file: 1251011-05-8.mol

Synonyms:tert-Butyl 5-oxa-2,8-diazaspiro[3.5]nonane-2-carboxylate;2-Boc-5-oxa-2,8-diaza-spiro[3.5]nonane;5-Oxa-2,8-diazaspiro[3.5]nonane,N2-BOCprotected

Chemical Property of tert-Butyl 5-oxa-2,8-diazaspiro[3.5]nonane-2-carboxylate

Chemical Property:

• Boiling Point: 330.9±42.0 °C(Predicted)
• PKA: 8.51±0.20(Predicted)
• PSA: 50.80000
• Density: 1.15±0.1 g/cm3(Predicted)
• LogP: 0.86240
• Storage Temp.: 2-8°C

Purity/Quality:

99%, ^*data from raw suppliers

tert-Butyl5-oxa-2,8-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 5-oxa-2,8-diazaspiro[3.5]nonane-2-carboxylate

There total 5 articles about tert-Butyl 5-oxa-2,8-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: 90.0%

tert-butyl 7-oxo-5-oxa-2,8-diazaspiro[3.5]nonane-2-carboxylate (1363381-20-7) → tert-butyl 5-oxa-2,8-diazaspiro[3.5]nonane-2-carboxylate (1251011-05-8)

Guidance literature:

tert-butyl 7-oxo-5-oxa-2,8-diazaspiro[3.5]nonane-2-carboxylate; With borane-THF; In tetrahydrofuran; at 0 - 25 ℃; for 16h;

With methanol; In tetrahydrofuran; at 0 - 70 ℃; for 5h;

Reference yield:

3-(aminomethyl)-3-hydroxyazetidin-1-carboxylic acid tert-butyl ester (1008526-71-3) → tert-butyl 5-oxa-2,8-diazaspiro[3.5]nonane-2-carboxylate (1251011-05-8)

Guidance literature:

Multi-step reaction with 3 steps

1: triethylamine / dichloromethane / 4.5 h / 0 - 20 °C

2: sodium hydride / 1,4-dioxane / 22 h / 0 - 80 °C

3: lithium aluminium tetrahydride / tetrahydrofuran / 2 h / 20 °C

With lithium aluminium tetrahydride; sodium hydride; triethylamine; In tetrahydrofuran; 1,4-dioxane; dichloromethane;

DOI:10.1021/acscombsci.6b00050

Reference yield:

tert-butyl 3-((2-chloroacetamido)methyl)-3-hydroxyazetidine-1-carboxylate → tert-butyl 5-oxa-2,8-diazaspiro[3.5]nonane-2-carboxylate (1251011-05-8)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydride / 1,4-dioxane / 22 h / 0 - 80 °C

2: lithium aluminium tetrahydride / tetrahydrofuran / 2 h / 20 °C

With lithium aluminium tetrahydride; sodium hydride; In tetrahydrofuran; 1,4-dioxane;

DOI:10.1021/acscombsci.6b00050

upstream raw materials:

3-(aminomethyl)-3-hydroxyazetidin-1-carboxylic acid tert-butyl ester

tert-butyl 7-oxo-5-oxa-2,8-diazaspiro[3.5]nonane-2-carboxylate

3-hydroxy-3-(nitromethyl)azetidin-1-carboxylic acid tert-butyl ester

tert-butyl 3-oxoazetidine-1-carboxylate

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