Propanedioic acid, [[(1,1-dimethylethoxy)carbonyl]imino]-, diethyl ester

Base Information

• Chemical Name: Propanedioic acid, [[(1,1-dimethylethoxy)carbonyl]imino]-, diethyl ester
• CAS No.: 408346-61-2
• Molecular Formula: C12H19NO6
• Molecular Weight: 273.286
• Mol file: 408346-61-2.mol

Synonyms:diethyl N-Boc iminomalonate;Propanedioic acid,[[(1,1-dimethylethoxy)carbonyl]imino]-,diethyl ester;2-Iminopropan-1,3-dioic acid,N-bOC-,diethyl ester;diethyl (N-(tert-butoxy)carbonyl)iminomalonate;2-(N-tert-butoxycarbonylimino)malonic acid diethyl ester;diethyl 2-N-Boc-iminomalonate;

Chemical Property of Propanedioic acid, [[(1,1-dimethylethoxy)carbonyl]imino]-, diethyl ester

Chemical Property:

• Boiling Point: 326.0±25.0 °C(Predicted)
• PSA: 91.26000
• Density: 1.12±0.1 g/cm3(Predicted)
• LogP: 1.48870

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Propanedioic acid, [[(1,1-dimethylethoxy)carbonyl]imino]-, diethyl ester

There total 1 articles about Propanedioic acid, [[(1,1-dimethylethoxy)carbonyl]imino]-, diethyl 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: 52.0%

triphenyl(t-butoxycarbonylimino)phosphorane (68014-21-1) + Diethyl ketomalonate (609-09-6) → Triphenylphosphine oxide (791-28-6) + 2-(N-tert-butoxycarbonylimino)malonic acid diethyl ester (408346-61-2)

Guidance literature:

In tetrahydrofuran; Reflux; Inert atmosphere;

DOI:10.1002/anie.200904112

Reference yield: 92.0%

1-(benzyloxy)pyrazole (100159-47-5) + 2-(N-tert-butoxycarbonylimino)malonic acid diethyl ester (408346-61-2) → diethyl 2-(1-benzyloxypyrazol-5-yl)-2-tert-butoxycarbonylamino-malonate (439100-40-0)

Guidance literature:

1-(benzyloxy)pyrazole; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.116667h;

2-(N-tert-butoxycarbonylimino)malonic acid diethyl ester; In tetrahydrofuran; hexane; at -78 ℃; for 1h;

DOI:10.1016/S0040-4020(02)00021-2

Reference yield: 84.0%

2-(N-tert-butoxycarbonylimino)malonic acid diethyl ester (408346-61-2) + 1-benzyloxy-4-iodo-5-methylpyrazole → diethyl 2-(1-benzyloxy-5-methylpyrazol-4-yl)-2-tert-butoxycarbonylamino-malonate (439100-84-2)

Guidance literature:

1-benzyloxy-4-iodo-5-methylpyrazole; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.2h;

2-(N-tert-butoxycarbonylimino)malonic acid diethyl ester; In tetrahydrofuran; at -78 ℃; for 1h;

DOI:10.1016/S0040-4020(02)00021-2

upstream raw materials:

triphenyl(t-butoxycarbonylimino)phosphorane

Diethyl ketomalonate

Downstream raw materials:

2-tert-butoxycarbonylamino-2-(4-methoxy-phenyl)-malonic acid diethyl ester

diethyl 2-(1-benzyloxypyrazol-5-yl)-2-tert-butoxycarbonylamino-malonate

diethyl 2-(1-benzyloxypyrazol-4-yl)-2-tert-butoxycarbonylamino-malonate

diethyl 2-[1-benzyloxy-4-(thien-2-yl)-pyrazol-5-yl]-2-tert-butoxycarbonylamino-malonate