Benzyl 2,9-diazaspiro[5.5]undecane-2-carboxylate

Base Information

• Chemical Name: Benzyl 2,9-diazaspiro[5.5]undecane-2-carboxylate
• CAS No.: 1086394-61-7
• Molecular Formula: C17H24N2O2
• Molecular Weight: 288.39
• Mol file: 1086394-61-7.mol

Synonyms:Benzyl 2,9-diazaspiro[5.5]undecane-2-carboxylate;2-N-Cbz-2,9-diazaspiro[5.5]undecane

Chemical Property of Benzyl 2,9-diazaspiro[5.5]undecane-2-carboxylate

Chemical Property:

• PSA: 41.57000
• LogP: 3.05550

Purity/Quality:

99%, ^*data from raw suppliers

benzyl2,9-diazaspiro[5.5]undecane-2-carboxylate 97.0% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Benzyl 2,9-diazaspiro[5.5]undecane-2-carboxylate

There total 3 articles about Benzyl 2,9-diazaspiro[5.5]undecane-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: 80.0%

O4-benzyl O9-tert-butyl 4,9-diazaspiro[5.5]undecane-4,9-dicarboxylate (1452809-16-3) → benzyl 2,9-diazaspiro[5.5]undecane-2-carboxylate (1086394-61-7)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; methanol; at 0 - 4 ℃; for 16h; Inert atmosphere;

DOI:10.1016/j.bmc.2013.07.021

Reference yield:

2,9-diaza-spiro[5.5]undecane-9-carboxylic acid tert-butyl ester (1023595-19-8) → benzyl 2,9-diazaspiro[5.5]undecane-2-carboxylate (1086394-61-7)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / dichloromethane / 72 h / 20 °C / Inert atmosphere

2: hydrogenchloride / 1,4-dioxane; methanol / 16 h / 0 - 4 °C / Inert atmosphere

With hydrogenchloride; triethylamine; In 1,4-dioxane; methanol; dichloromethane;

DOI:10.1016/j.bmc.2013.07.021

Reference yield:

benzyl chloroformate (501-53-1,94274-21-2) → benzyl 2,9-diazaspiro[5.5]undecane-2-carboxylate (1086394-61-7)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / dichloromethane / 72 h / 20 °C / Inert atmosphere

2: hydrogenchloride / 1,4-dioxane; methanol / 16 h / 0 - 4 °C / Inert atmosphere

With hydrogenchloride; triethylamine; In 1,4-dioxane; methanol; dichloromethane;

DOI:10.1016/j.bmc.2013.07.021

upstream raw materials:

2,9-diaza-spiro[5.5]undecane-9-carboxylic acid tert-butyl ester

O₄-benzyl O₉-tert-butyl 4,9-diazaspiro[5.5]undecane-4,9-dicarboxylate

benzyl chloroformate

Downstream raw materials:

benzyl 9-(isoquinolin-5-ylsulfonyl)-2,9-diazaspiro[5.5]undecane-2-carboxylate

benzyl 9-(9H-purin-6-yl)-2,9-diazaspiro[5.5]undecane-2-carboxylate

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