3',5'-Di-O-acetyl-5-(2-bromovinyl)-2'-deoxyuridine

Base Information

Chemical Name:3',5'-Di-O-acetyl-5-(2-bromovinyl)-2'-deoxyuridine
CAS No.:91593-18-9
Molecular Formula:C₁₅H₁₇BrN₂O₇
Molecular Weight:417.213
Hs Code.:
ChEMBL ID:CHEMBL3142637
Mol file:91593-18-9.mol

Synonyms:3',5'-di-O-acetyl-5-(2-bromovinyl)-2'-deoxyuridine;BVDU-DIA

Suppliers and Price of 3',5'-Di-O-acetyl-5-(2-bromovinyl)-2'-deoxyuridine

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 4 raw suppliers

Chemical Property of 3',5'-Di-O-acetyl-5-(2-bromovinyl)-2'-deoxyuridine

Chemical Property:

Boiling Point:°Cat760mmHg
Flash Point:°C
PSA：116.95000
Density:1.6g/cm³
LogP:1.09680
XLogP3:0.4
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:7
Rotatable Bond Count:7
Exact Mass:416.02191
Heavy Atom Count:25
Complexity:646

Purity/Quality:: 97% ^*data from raw suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CC(=O)OCC1C(CC(O1)N2C=C(C(=O)NC2=O)C=CBr)OC(=O)C
Isomeric SMILES:CC(=O)OC[C@@H]1[C@H](C[C@@H](O1)N2C=C(C(=O)NC2=O)/C=C/Br)OC(=O)C

Technology Process of 3',5'-Di-O-acetyl-5-(2-bromovinyl)-2'-deoxyuridine

There total 4 articles about 3',5'-Di-O-acetyl-5-(2-bromovinyl)-2'-deoxyuridine 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: 99.0%

: 108-24-7
acetic anhydride

: 69304-47-8
(E)-5-(2-bromovinyl)-2'-deoxyuridine

: 91593-18-9
3',5'-di-O-acetyl-(E)-5-(2-bromovinyl)-2'-deoxyuridine

Guidance literature:: With pyridine; at 25 ℃; for 24h;
DOI:10.1016/j.bmc.2005.07.046

Reference yield:

: 74131-06-9
(E)-3-(1-((2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)acrylic acid

: 91593-18-9
3',5'-di-O-acetyl-(E)-5-(2-bromovinyl)-2'-deoxyuridine

Guidance literature:: Multi-step reaction with 2 steps

1: 95 percent / N-bromosuccinimide / H₂O; tetrahydrofuran / 0.5 h / 25 °C

2: 99 percent / pyridine / 24 h / 25 °C

With pyridine; N-Bromosuccinimide; In tetrahydrofuran; water;
DOI:10.1016/j.bmc.2005.07.046

Reference yield:

: 54-42-2,162239-35-2
5-Iodo-2'-deoxyuridine

: 91593-18-9
3',5'-di-O-acetyl-(E)-5-(2-bromovinyl)-2'-deoxyuridine

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) palladium(II) acetate, triphenylphosphine, Et₃N / 1.) dioxane, 70 deg C, 2.) dioxane, 40 min; reflux

2: 65 percent / 1M aq. NaOH / 40 h / 20 °C

3: 68 percent / N-bromosuccinimide, potassium carbonate / dimethylformamide / 0.5 h / 20 °C

4: 70 percent / pyridine / 14 h / 20 °C

With pyridine; sodium hydroxide; N-Bromosuccinimide; palladium diacetate; potassium carbonate; triethylamine; triphenylphosphine; In N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(01)86902-7