5-Bromo-1-[5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione

Base Information

Chemical Name:5-Bromo-1-[5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione
CAS No.:28616-93-5
Molecular Formula:C9H11 Br N2 O4
Molecular Weight:291.101
Hs Code.:
DSSTox Substance ID:DTXSID70871360
Mol file:28616-93-5.mol

Synonyms:5-bromo-1-[5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione;Uridine, 5-bromo-2',3'-dideoxy-;DTXSID70871360;5-Bromo-1-[5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4(1H,3H)-dione

Suppliers and Price of 5-Bromo-1-[5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

American Custom Chemicals Corporation
5-BROMO-1-[(2R,5S)-5-(HYDROXYMETHYL)OXOLAN-2-YL]PYRIMIDINE-2,4-DIONE 95.00%
5MG
$ 503.11

Total 6 raw suppliers

Chemical Property of 5-Bromo-1-[5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione

Chemical Property:

PSA：84.58000
LogP:0.38130
XLogP3:-1.2
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:2
Exact Mass:289.99022
Heavy Atom Count:16
Complexity:357

Purity/Quality:

97% ^*data from raw suppliers

5-BROMO-1-[(2R,5S)-5-(HYDROXYMETHYL)OXOLAN-2-YL]PYRIMIDINE-2,4-DIONE 95.00% ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:C1CC(OC1CO)N2C=C(C(=O)NC2=O)Br

Technology Process of 5-Bromo-1-[5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione

There total 3 articles about 5-Bromo-1-[5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione 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: 76.0%

: 5983-09-5,153547-98-9
2',3'-Dideoxyuridine

: 28616-93-5
2',3'-dideoxy-β-D-5-bromouridine

Guidance literature:: With N-Bromosuccinimide; In N,N-dimethyl-formamide; at 25 ℃; for 6h;
DOI:10.1021/jm070391t

Reference yield: 49.0%

: 5983-09-5
2',3'-Dideoxyuridine

: 28616-93-5
2',3'-dideoxy-5-bromouridine

Guidance literature:: With pyridine; bromine; In tetrachloromethane; for 2h; Ambient temperature;
DOI:10.1021/jm00385a033

Reference yield:

: 32780-06-6
(5S)-5-(hydroxymethyl)-2-oxo-tetrahydrofuran

: 28616-93-5
2',3'-dideoxy-β-D-5-bromouridine

Guidance literature:: Multi-step reaction with 4 steps

1.1: 1H-imidazole / dichloromethane / 0 - 20 °C

2.1: diisobutylaluminium hydride / dichloromethane; toluene / 0.75 h / Inert atmosphere; Cooling

2.2: 16 h / 0 - 20 °C

3.1: ethylaluminum dichloride / toluene; 1,2-dichloro-ethane / 16 h / 0 - 20 °C / Inert atmosphere

4.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0 °C

With 1H-imidazole; tetrabutyl ammonium fluoride; ethylaluminum dichloride; diisobutylaluminium hydride; In tetrahydrofuran; dichloromethane; 1,2-dichloro-ethane; toluene;
DOI:10.1002/mrc.4942