1-[5-(4-Diazo-3-oxobutyl)-3,4-dihydroxyoxolan-2-yl]pyrimidine-2,4-dione

Base Information

Chemical Name:1-[5-(4-Diazo-3-oxobutyl)-3,4-dihydroxyoxolan-2-yl]pyrimidine-2,4-dione
CAS No.:75863-53-5
Molecular Formula:C₁₂H₁₄N₄O₆
Molecular Weight:310.266
Hs Code.:
NSC Number:330759
DSSTox Substance ID:DTXSID30714562

Synonyms:75863-53-5;DTXSID30714562;NSC330759;NSC-330759;(1E)-1-Diazonio-4-[5-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-3,4-dihydroxyoxolan-2-yl]but-1-en-2-olate (non-preferred name)

Suppliers and Price of 1-[5-(4-Diazo-3-oxobutyl)-3,4-dihydroxyoxolan-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

Total 2 raw suppliers

Chemical Property of 1-[5-(4-Diazo-3-oxobutyl)-3,4-dihydroxyoxolan-2-yl]pyrimidine-2,4-dione

Chemical Property:

XLogP3:-1.8
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:7
Rotatable Bond Count:5
Exact Mass:310.09133418
Heavy Atom Count:22
Complexity:570

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:C1=CN(C(=O)NC1=O)C2C(C(C(O2)CCC(=O)C=[N+]=[N-])O)O

Technology Process of 1-[5-(4-Diazo-3-oxobutyl)-3,4-dihydroxyoxolan-2-yl]pyrimidine-2,4-dione

There total 8 articles about 1-[5-(4-Diazo-3-oxobutyl)-3,4-dihydroxyoxolan-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: 77.0%

: C₃₃H₂₆N₄O₉

: 75863-53-5
5,6,8-trideoxy-8-diazo-β-D-ribo-7-octulofuranosyluracil

Guidance literature:: With sodium methylate; In methanol; at 3 ℃; for 20h;
DOI:10.1021/jo00316a021

Reference yield:

: 65926-38-7
1,5,6-trideoxy-1-(uracil-1-yl)-β-D-ribo-heptofuranuronic acid

: 75863-53-5
5,6,8-trideoxy-8-diazo-β-D-ribo-7-octulofuranosyluracil

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) SOCl₂

2: 98 percent / pyridine / ice bath 1 h, ambient temp. 40 h

3: 90 percent / H₂ / Pd/C / acetic acid / Ambient temperature

4: SOCl₂ / 7 min in the cold, 2 h at ambient temp.

5: 41 percent / diethyl ether; dimethylformamide / in the cold 1 h, ambient temp. 20 h

6: 77 percent / 1N NaOCH₃ / methanol / 20 h / 3 °C

With thionyl chloride; hydrogen; sodium methylate; palladium on activated charcoal; In pyridine; methanol; diethyl ether; acetic acid; N,N-dimethyl-formamide;
DOI:10.1021/jo00316a021

Reference yield:

: 75863-48-8
ethyl 1,5,6-trideoxy-2,3-O-isopropylidene-1-(uracil-1-yl)-β-D-ribo-heptofuranuronate

: 75863-53-5
5,6,8-trideoxy-8-diazo-β-D-ribo-7-octulofuranosyluracil

Guidance literature:: Multi-step reaction with 7 steps

1: 1.) 1 N H₂SO₄; 2.) 50percent NaOH / 1.) 60 deg C, 1 h; 2.) ambient temp. 20 h

2: 1.) SOCl₂

3: 98 percent / pyridine / ice bath 1 h, ambient temp. 40 h

4: 90 percent / H₂ / Pd/C / acetic acid / Ambient temperature

5: SOCl₂ / 7 min in the cold, 2 h at ambient temp.

6: 41 percent / diethyl ether; dimethylformamide / in the cold 1 h, ambient temp. 20 h

7: 77 percent / 1N NaOCH₃ / methanol / 20 h / 3 °C

With sodium hydroxide; thionyl chloride; sulfuric acid; hydrogen; sodium methylate; palladium on activated charcoal; In pyridine; methanol; diethyl ether; acetic acid; N,N-dimethyl-formamide;
DOI:10.1021/jo00316a021