2-OXO-7-AZA-SPIRO[3.5]NONANE-7-CARBOXYLIC ACID BENZYL ESTER

Base Information

• Chemical Name: 2-OXO-7-AZA-SPIRO[3.5]NONANE-7-CARBOXYLIC ACID BENZYL ESTER
• CAS No.: 147610-98-8
• Molecular Formula: C16H19NO3
• Molecular Weight: 273.332
• Hs Code.: 2933990090
• Mol file: 147610-98-8.mol

Synonyms:2-OXO-7-AZA-SPIRO[3.5]NONANE-7-CARBOXYLIC ACID BENZYL ESTER;benzyl 2-oxo-7-azaspiro[3.5]nonane-7-carboxylate;7-Cbz-2-oxo-7-aza-spiro[3.5]nonane;7-Azaspiro[3.5]nonane-7-carboxylic acid, 2-oxo-, phenylMethyl ester;7-Cbz-2-oxo-7-aza-spiro[3...

Chemical Property of 2-OXO-7-AZA-SPIRO[3.5]NONANE-7-CARBOXYLIC ACID BENZYL ESTER

Chemical Property:

• Boiling Point: 435.1±45.0 °C(Predicted)
• PKA: -0.85±0.20(Predicted)
• PSA: 46.61000
• Density: 1.22±0.1 g/cm3(Predicted)
• LogP: 2.70620

Purity/Quality:

99% ^*data from raw suppliers

benzyl2-oxo-7-azaspiro[3.5]nonane-7-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-OXO-7-AZA-SPIRO[3.5]NONANE-7-CARBOXYLIC ACID BENZYL ESTER

There total 4 articles about 2-OXO-7-AZA-SPIRO[3.5]NONANE-7-CARBOXYLIC ACID BENZYL 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: 88.44%

benzyl 1,1-dichloro-2-oxo-7-azaspiro[3.5]nonane-7-carboxylate (147610-97-7) → benzyl 2-oxo-7-azaspiro[3.5]nonane-7-carboxylate (147610-98-8)

Guidance literature:

With ammonium chloride; zinc; In methanol; at 10 - 20 ℃; for 0.5h;

Reference yield:

benzyl 4-methylene-1-piperidinecarboxylate (138163-12-9) + trifluoroacetyl chloride (76-02-8) → benzyl 2-oxo-7-azaspiro[3.5]nonane-7-carboxylate (147610-98-8)

Guidance literature:

benzyl 4-methylene-1-piperidinecarboxylate; trifluoroacetyl chloride; With zinc/copper couple; In diethyl ether; at 20 ℃; for 12h; Inert atmosphere;

With ammonium chloride; zinc; In methanol; at 20 ℃; for 8h;

Reference yield:

benzyl 4-methylene-1-piperidinecarboxylate (138163-12-9) → benzyl 2-oxo-7-azaspiro[3.5]nonane-7-carboxylate (147610-98-8)

Guidance literature:

Multi-step reaction with 2 steps

1: zinc/copper couple / diethyl ether; 1,2-dimethoxyethane / 19.5 h / 0 °C

2: zinc; ammonium chloride / methanol / 20 °C

With zinc/copper couple; ammonium chloride; zinc; In methanol; 1,2-dimethoxyethane; diethyl ether;

DOI:10.1021/jm4014828

upstream raw materials:

benzyl 1,1-dichloro-2-oxo-7-azaspiro[3.5]nonane-7-carboxylate

benzyl 4-methylene-1-piperidinecarboxylate

N-tert-butyloxycarbonylpiperidin-4-one

trifluoroacetyl chloride

Downstream raw materials:

7-(benzyloxycarbonyl)-7-azaspiro[3.5]nonane-2-carboxylic acid

(4-cyclobutylpiperazin-1-yl)(7-phenyl-7-azaspiro[3.5]-nonan-2-yl)methanone

(7-benzoyl-7-azaspiro[3.5]nonan-2-yl)(4-cyclobutylpiperazin-1-yl)methanone

(7-benzoyl-7-azaspiro[3.5]nonan-2-yl)(4-cyclobutyl-1,4-diazepan-1-yl)methanone

Refernces

• 1、 -. "ARYL AND HETEROARYL ETHER DERIVATIVES AS LIVER X RECEPTOR β AGONISTS, COMPOSITIONS, AND THEIR USE". Page/Page column 134; 135. . Retrieved 2018/04/27.
• 2、 Brown, Dean G.,Bernstein, Peter R.,Griffin, Andrew,Wesolowski, Steve,Labrecque, Denis,Tremblay, Maxime C.,Sylvester, Mark,Mauger, Russell,Edwards, Phillip D.,Throner, Scott R.,Folmer, James J.,Cacciola, Joseph,Scott, Clay,Lazor, Lois A.,Pourashraf, Mehrnaz,Santhakumar, Vijayaratnam,Potts, William M.,Sydserff, Simon,Giguère, Pascall,Lévesque, Carine,Dasser, Mohammed,Groblewski, Thierry. "Discovery of spirofused piperazine and diazepane amides as selective histamine-3 antagonists with in vivo efficacy in a mouse model of cognition". . p. 733 - 758. Retrieved 2014/03/21.