3,9-Diazaspiro[5.5]undecane-3-carboxylic acid, 9-benzoyl-, 1,1-dimethylethyl ester

Base Information

• Chemical Name: 3,9-Diazaspiro[5.5]undecane-3-carboxylic acid, 9-benzoyl-, 1,1-dimethylethyl ester
• CAS No.: 851322-37-7
• Molecular Formula: C21H30N2O3
• Molecular Weight: 358.481
• Mol file: 851322-37-7.mol

Synonyms:

Chemical Property of 3,9-Diazaspiro[5.5]undecane-3-carboxylic acid, 9-benzoyl-, 1,1-dimethylethyl ester

Chemical Property:

• Vapor Pressure: 5.12E-10mmHg at 25°C
• Boiling Point: 497oC at 760 mmHg
• Flash Point: 254.4oC
• PSA: 49.85000
• Density: 1.15g/cm3
• LogP: 3.81570

Purity/Quality:

98% ^*data from raw suppliers

9-BENZOYL-3,9-DIAZASPIRO[5.5]UNDECANE-3-CARBOXYLIC ACID-1,1-DIMETHYLETHYL ESTER 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3,9-Diazaspiro[5.5]undecane-3-carboxylic acid, 9-benzoyl-, 1,1-dimethylethyl ester

There total 2 articles about 3,9-Diazaspiro[5.5]undecane-3-carboxylic acid, 9-benzoyl-, 1,1-dimethylethyl ester 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: 92.0%

benzoic acid (65-85-0,8013-63-6) + tert-butyl 3,9-diazaspiro[5.5]undecane-3-carboxylate (173405-78-2) → tert-butyl 9-benzoyl-3,9-diazaspiro[5.5]undecane-3- carboxylate (851322-37-7)

Guidance literature:

With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 20 ℃; for 8h;

DOI:10.1016/j.ejmech.2021.113591

Reference yield: 92.0%

benzoyl chloride (98-88-4) + tert-butyl 3,9-diazaspiro[5.5]undecane-3-carboxylate (173405-78-2) → tert-butyl 9-benzoyl-3,9-diazaspiro[5.5]undecane-3- carboxylate (851322-37-7)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃; for 2h; Schlenk technique;

DOI:10.1021/acs.jmedchem.1c00290

Reference yield: 100.0%

tert-butyl 9-benzoyl-3,9-diazaspiro[5.5]undecane-3- carboxylate (851322-37-7) → 3-benzoyl-3,9-diazaspiro[5.5]undecane (851322-39-9)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; for 3h;

upstream raw materials:

benzoic acid

tert-butyl 3,9-diazaspiro[5.5]undecane-3-carboxylate

benzoyl chloride

Downstream raw materials:

3-benzoyl-3,9-diazaspiro[5.5]undecane

Refernces

• 1、 Bavo, Francesco,de-Jong, Heleen,Petersen, Jonas,Falk-Petersen, Christina Birkedahl,L?ffler, Rebekka,Sparrow, Emma,Rostrup, Frederik,Eliasen, Jannik Nicklas,Wilhelmsen, Kristine S.,Barslund, Kasper,Bundgaard, Christoffer,Nielsen, Birgitte,Kristiansen, Uffe,Wellendorph, Petrine,Bogdanov, Yury,Fr?lund, Bente. "Structure–Activity Studies of 3,9-Diazaspiro[5.5]undecane-Based γ-Aminobutyric Acid Type A Receptor Antagonists with Immunomodulatory Effect". . p. 17795 - 17812. Retrieved 2022/01/03.