2,8-Diaza-spiro[4.5]decane-3,8-dicarboxylic acid 8-tert-butyl ester 3-ethyl ester

Base Information

• Chemical Name: 2,8-Diaza-spiro[4.5]decane-3,8-dicarboxylic acid 8-tert-butyl ester 3-ethyl ester
• CAS No.: 203934-60-5
• Molecular Formula: C16H28N2O4
• Molecular Weight: 312.4
• Hs Code.: 2933990090
• Mol file: 203934-60-5.mol

Synonyms:8-O-tert-butyl 3-O-ethyl 2,8-diazaspiro[4.5]decane-3,8-dicarboxylate;

Chemical Property of 2,8-Diaza-spiro[4.5]decane-3,8-dicarboxylic acid 8-tert-butyl ester 3-ethyl ester

Chemical Property:

• Boiling Point: 406.3±45.0 °C(Predicted)
• PKA: 9.09±0.40(Predicted)
• PSA: 67.87000
• Density: 1.12±0.1 g/cm3(Predicted)
• LogP: 2.19540
• Storage Temp.: 2-8°C

Purity/Quality:

99% ^*data from raw suppliers

2,8-Diazaspiro[4.5]decane-3,8-dicarboxylicacid8-tert-butylester3-ethylester 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2,8-Diaza-spiro[4.5]decane-3,8-dicarboxylic acid 8-tert-butyl ester 3-ethyl ester

There total 7 articles about 2,8-Diaza-spiro[4.5]decane-3,8-dicarboxylic acid 8-tert-butyl ester 3-ethyl 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:

1-morpholino-2-oxa-4-ethoxycarbonyl-3,9-diazaspiro[5.5]undec-3-ene--9-carboxylic acid tert-butyl ester → 3-ethoxycarbonyl-2,8-diazaspiro[4.5]decane-8-carboxylic acid tert-butyl ester (203934-60-5)

Guidance literature:

With hydrogen; In ethanol; at 20 ℃; for 12h;

Reference yield:

C16H28N2O2 → 3-ethoxycarbonyl-2,8-diazaspiro[4.5]decane-8-carboxylic acid tert-butyl ester (203934-60-5)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / tetrahydrofuran / Inert atmosphere

2: hydrogen / ethanol / Inert atmosphere

With hydrogen; triethylamine; In tetrahydrofuran; ethanol;

DOI:10.1021/jm4013104

Reference yield:

C20H33N3O5 (203934-59-2) → 3-ethoxycarbonyl-2,8-diazaspiro[4.5]decane-8-carboxylic acid tert-butyl ester (203934-60-5)

Guidance literature:

With hydrogen; In ethanol; Inert atmosphere;

DOI:10.1021/jm4013104

upstream raw materials:

C₂₀H₃₃N₃O₅

ethyl 3-bromo-2-(hydroxyimino)propanoate

tert butyl 4-formylpiperidine-1-carboxylate

ethyl Bromopyruvate

Downstream raw materials:

C₃₂H₄₇N₇O₂

8-(4-{[bis(1H-imidazol-2-ylmethyl)amino]methyl}benzyl)-2-(1-ethylpropyl)-2,8-diazaspiro[4.5]decane-3-carboxylic acid

Ethyl 2-(4-{[bis(1H-imidazol-2-ylmethyl)amino]methyl}benzyl)-8-(1-ethylpropyl)-2,8-diazaspiro[4.5]decane-3-carboxylate

Ethyl 2-(4-{[bis(1H-imidazol-2-ylmethyl)amino]methyl}benzyl)-2,8-diazaspiro[4.5]decane-3-carboxylate

Refernces

• 1、 Kazmierski, Wieslaw M.,Maynard, Andrew,Duan, Maosheng,Baskaran, Sam,Botyanszki, Janos,Crosby, Renae,Dickerson, Scott,Tallant, Matthew,Grimes, Rick,Hamatake, Robert,Leivers, Martin,Roberts, Christopher D.,Walker, Jill. "Novel spiroketal pyrrolidine GSK2336805 potently inhibits key hepatitis C virus genotype 1b mutants: From lead to clinical compound". . p. 2058 - 2073. Retrieved 2014/04/03.