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

Base Information

• Chemical Name: tert-butyl 7-oxo-5-oxa-2,8-diazaspiro[3.5]nonane-2-carboxylate
• CAS No.: 1363381-20-7
• Molecular Formula: C₁₁H₁₈N₂O₄
• Molecular Weight: 242.275
• Mol file: 1363381-20-7.mol

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

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

Chemical Property:

• PSA: 67.87000
• LogP: 0.38900
• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

99%, ^*data from raw suppliers

2-Boc-5-oxa-2,8-diaza-spiro[3.5]nonan-7-one 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Tert-butyl 7-oxo-5-oxa-2,8-diazaspiro[3.5]nonane-2-carboxylate is a reactant used in the efficient preparation of diverse array of amino alcohol chiral fragments.

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

There total 4 articles about tert-butyl 7-oxo-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: 44.0%

tert-butyl 3-((2-chloroacetamido)methyl)-3-hydroxyazetidine-1-carboxylate → tert-butyl 7-oxo-5-oxa-2,8-diazaspiro[3.5]nonane-2-carboxylate (1363381-20-7)

Guidance literature:

With sodium hydride; In 1,4-dioxane; mineral oil; at 0 - 80 ℃; for 16h;

Reference yield:

3-(aminomethyl)-3-hydroxyazetidin-1-carboxylic acid tert-butyl ester (1008526-71-3) → tert-butyl 7-oxo-5-oxa-2,8-diazaspiro[3.5]nonane-2-carboxylate (1363381-20-7)

Guidance literature:

Multi-step reaction with 2 steps

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

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

With sodium hydride; triethylamine; In 1,4-dioxane; dichloromethane;

DOI:10.1021/acscombsci.6b00050

Reference yield:

3-hydroxy-3-(nitromethyl)azetidin-1-carboxylic acid tert-butyl ester (1008526-70-2) → tert-butyl 7-oxo-5-oxa-2,8-diazaspiro[3.5]nonane-2-carboxylate (1363381-20-7)

Guidance literature:

Multi-step reaction with 3 steps

1: palladium 10% on activated carbon; hydrogen / ethanol / 1650 °C

2: triethylamine / dichloromethane / 2 h / 0 - 20 °C

3: sodium hydride / 1,4-dioxane; mineral oil / 16 h / 0 - 80 °C

With palladium 10% on activated carbon; hydrogen; sodium hydride; triethylamine; In 1,4-dioxane; ethanol; dichloromethane; mineral oil;

upstream raw materials:

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

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

tert-butyl 3-oxoazetidine-1-carboxylate

Downstream raw materials:

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

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