tert-Butyl uracil-1-ylacetate

Base Information

• Chemical Name: tert-Butyl uracil-1-ylacetate
• CAS No.: 257869-92-4
• Molecular Formula: C₁₀H₁₄N₂O₄
• Molecular Weight: 226.232
• DSSTox Substance ID: DTXSID901174619
• Mol file: 257869-92-4.mol

Synonyms:tert-Butyl uracil-1-ylacetate;tert-butyl 2-(2,4-dioxopyrimidin-1-yl)acetate;257869-92-4;tert-Butyl 2-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)acetate;Maybridge4_000506;DTXSID901174619;HMS1522G22;CCG-41007;AKOS018719744;IDI1_031088;NCGC00177506-01;SR-01000631113-1;BRD-K63391003-001-01-7;1,1-Dimethylethyl 3,4-dihydro-2,4-dioxo-1(2H)-pyrimidineacetate

Chemical Property of tert-Butyl uracil-1-ylacetate

Chemical Property:

• XLogP3: 0.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 226.09535693
• Heavy Atom Count: 16
• Complexity: 354

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)CN1C=CC(=O)NC1=O

Technology Process of tert-Butyl uracil-1-ylacetate

There total 1 articles about tert-Butyl uracil-1-ylacetate 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: 75.0%

bromoacetic acid tert-butyl ester (5292-43-3) + uracil (66-22-8,144104-68-7,18324-22-6,27072-01-1,2920-92-5,51953-19-6) → tert-butyl uracil-1-ylacetate (257869-92-4)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 20h;

DOI:10.1002/psc.2514

Reference yield: 94.0%

tert-butyl uracil-1-ylacetate (257869-92-4) → uracilacetic acid (4113-97-7)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 3h;

DOI:10.1016/S0040-4020(02)00527-6

Reference yield:

tert-butyl uracil-1-ylacetate (257869-92-4) → tert-butyl 2-(4-((2-(2-nitrophenyl)propyl)amino)-2-oxopyrimidin-1(2H)-yl)acetate (1443322-79-9)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine; dmap; 2-mesitylenesulphonyl chloride / dichloromethane / 6 h / 20 °C / Inert atmosphere

2: triethylamine; lithium chloride / dichloromethane / 20 h / 0 - 20 °C

With dmap; 2-mesitylenesulphonyl chloride; triethylamine; lithium chloride; In dichloromethane;

DOI:10.1002/psc.2514

upstream raw materials:

bromoacetic acid tert-butyl ester

uracil

Downstream raw materials:

uracilacetic acid

C₃₄H₃₄N₆O₈

tert-butyl 2-(4-((2-(2-nitrophenyl)propyl)amino)-2-oxopyrimidin-1(2H)-yl)acetate

2-(4-((2-(2-nitrophenyl)propyl)amino)-2-oxopyrimidin-1(2H)-yl)acetic acid

Refernces

• 1、 Schwergold, Caroline,Depecker, Geoffrey,Giorgio, Christophe Di,Patino, Nadia,Jossinet, Fabrice,Ehresmann, Bernard,Terreux, Raphael,Cabrol-Bass, Daniel,Condom, Roger. "Cyclic PNA hexamer-based compound: Modelling, synthesis and inhibition of the HIV-1 RNA dimerization process". . p. 5675 - 5687. Retrieved 2007/10/03.