5-{[5-(4-bromophenyl)furan-2-yl]methylidene}pyrimidine-2,4,6(1H,3H,5H)-trione

Base Information

• Chemical Name: 5-{[5-(4-bromophenyl)furan-2-yl]methylidene}pyrimidine-2,4,6(1H,3H,5H)-trione
• CAS No.: 5155-50-0
• Molecular Formula: C₈H₁₆O₆
• Molecular Weight: 208.211
• DSSTox Substance ID: DTXSID90360963
• Mol file: 5155-50-0.mol

Synonyms:5155-50-0;AGN-PC-0K1ZPU;5-{[5-(4-bromophenyl)furan-2-yl]methylidene}pyrimidine-2,4,6(1H,3H,5H)-trione;DTXSID90360963;STK170267;AKOS000532427;AB00074639-01

Chemical Property of 5-{[5-(4-bromophenyl)furan-2-yl]methylidene}pyrimidine-2,4,6(1H,3H,5H)-trione

Chemical Property:

• Density: 1.641g/cm³
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 359.97457
• Heavy Atom Count: 22
• Complexity: 504

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C2=CC=C(O2)C=C3C(=O)NC(=O)NC3=O)Br

Technology Process of 5-{[5-(4-bromophenyl)furan-2-yl]methylidene}pyrimidine-2,4,6(1H,3H,5H)-trione

There total 8 articles about 5-{[5-(4-bromophenyl)furan-2-yl]methylidene}pyrimidine-2,4,6(1H,3H,5H)-trione 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: 44.0%

diazomethane (186581-53-3,908094-01-9,334-88-3) + methyl beta-D-glucopyranoside (709-50-2) → methyl 4-O-methyl-β-D-glucopyranoside (3056-43-7) + Methyl-(6-O-methyl-β-D-glucopyranosid) (5155-50-0)

Guidance literature:

With boric acid; In methanol; dichloromethane; at 20 ℃; for 2h;

DOI:10.1016/S0008-6215(99)00044-0

Reference yield:

methyl 2,3,4-tri-O-benzyl-6-O-methyl-β-D-glucopyranoside (82231-39-8) → Methyl-(6-O-methyl-β-D-glucopyranosid) (5155-50-0)

Guidance literature:

With hydrogen; acetic acid; palladium; In methanol; under 2550.2 Torr;

DOI:10.1246/bcsj.55.1092

Reference yield:

methyl 2,3,4-tri-O-benzyl-β-D-glucopyranoside (4356-80-3,34212-64-1,40653-32-5,53008-65-4,55094-38-7,68027-27-0,73111-53-2,128184-63-4,138794-99-7,641635-63-4) → Methyl-(6-O-methyl-β-D-glucopyranosid) (5155-50-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 74 percent / silver oxide / 40 h / Ambient temperature

2: H₂, acetic acid / palladium black / methanol / 2550.2 Torr

With hydrogen; acetic acid; silver(l) oxide; palladium; In methanol;

DOI:10.1246/bcsj.55.1092

upstream raw materials:

methyl 2,3,4-tri-O-acetyl-6-O-methyl-β-D-glucopyranoside

methyl 2,3,4-tri-O-benzyl-6-O-methyl-β-D-glucopyranoside

methyl beta-D-glucopyranoside

methyl iodide

Refernces

• 1、 Haque, Mohammed Ekramul,Kikuchi, Tohru,Yoshimoto, Kimihiro,Tsuda, Yoshisuke. "Regioselective Monoalkylation of Non-protected Glycopyranosides by the Dibutyltin Oxide Method". . p. 2243 - 2255. Retrieved 2007/10/02.