2,4(1H,3H)-Pyrimidinedione, 5-((E)-2-bromoethenyl)-1-(3-hydroxy-4-(hydroxymethyl)cyclopentyl)-

Base Information

Chemical Name:2,4(1H,3H)-Pyrimidinedione, 5-((E)-2-bromoethenyl)-1-(3-hydroxy-4-(hydroxymethyl)cyclopentyl)-
CAS No.:95463-56-2
Molecular Formula:C₁₂H₁₅BrN₂O₄
Molecular Weight:331.166
Hs Code.:
ChEMBL ID:CHEMBL341644
Mol file:95463-56-2.mol

Synonyms:1-(3-hydroxy-4-(hydroxymethyl)-cyclopentyl)-5-(2-bromovinyl)-2,4-(1H,3H)-pyrimidinedione;C-BVDU;carbocyclic 5-(2-bromovinyl)-2'--deoxyuridine;carbocyclic BVDU

Suppliers and Price of 2,4(1H,3H)-Pyrimidinedione, 5-((E)-2-bromoethenyl)-1-(3-hydroxy-4-(hydroxymethyl)cyclopentyl)-

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
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price

Total 1 raw suppliers

Chemical Property of 2,4(1H,3H)-Pyrimidinedione, 5-((E)-2-bromoethenyl)-1-(3-hydroxy-4-(hydroxymethyl)cyclopentyl)-

Chemical Property:

Boiling Point:°Cat760mmHg
Flash Point:°C
PSA：95.32000
Density:1.758g/cm³
LogP:0.20650
XLogP3:0.4
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:3
Exact Mass:330.02152
Heavy Atom Count:19
Complexity:449

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

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:C1C(CC(C1CO)O)N2C=C(C(=O)NC2=O)C=CBr
Isomeric SMILES:C1[C@@H](C[C@H]([C@@H]1CO)O)N2C=C(C(=O)NC2=O)/C=C/Br

Technology Process of 2,4(1H,3H)-Pyrimidinedione, 5-((E)-2-bromoethenyl)-1-(3-hydroxy-4-(hydroxymethyl)cyclopentyl)-

There total 56 articles about 2,4(1H,3H)-Pyrimidinedione, 5-((E)-2-bromoethenyl)-1-(3-hydroxy-4-(hydroxymethyl)cyclopentyl)- 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: 88.0%

: 648414-67-9
1-(3',5'-di-O-benzyl-2'-deoxy-6'-carba-β-D-ribofuranosyl)-5-[(E)-bromovinyl]uracil

: 95463-56-2
(+)-1-<(1R,3S,4R)-3-hydroxy-4-(hydroxymethyl)cyclopentyl>-5-<(E)-2-bromovinyl>-1H,3H-pyrimidine-2,4-dione

Guidance literature:: With boron trichloride; In dichloromethane; at -78 ℃; for 5h;
DOI:10.1055/s-2003-41455

Reference yield: 62.0%

: 91661-15-3,91739-45-6,120963-48-6,120963-49-7
(E)-3-[1-((1S,3S,4S)-3-Hydroxy-4-hydroxymethyl-cyclopentyl)-2,4-dioxo-1,2,3,4-tetrahydro-pyrimidin-5-yl]-acrylic acid

: 91661-22-2,95463-56-2,103302-21-2,103302-22-3,103476-38-6,120963-50-0
5-((E)-2-Bromo-vinyl)-1-((1S,3S,4S)-3-hydroxy-4-hydroxymethyl-cyclopentyl)-1H-pyrimidine-2,4-dione

Guidance literature:: With N-Bromosuccinimide; potassium hydrogencarbonate; In N,N-dimethyl-formamide; for 1.5h; Ambient temperature;
DOI:10.1039/c39900001547

Reference yield:

: (1S,2S)-1-Dimethoxymethyl-4-isocyanato-2-methoxymethoxy-cyclopentane

: 91661-22-2,95463-56-2,103302-21-2,103302-22-3,103476-38-6,120963-50-0
(E)-5-(2-bromovinyl)-<3α-hydroxy-4β-(hydroxymethyl)cyclopentan-1-yl>-pyrimidine-2,4-(1H,3H)-dione

Guidance literature:: Multi-step reaction with 9 steps

1: ammonia / benzene / 0.67 h / 5 - 10 deg C

2: pyridine / DMAP / CHCl₃ / Ambient temperature

3: 85 percent / ammonia / H₂O / 2 h / Heating

4: 80percent aqueous acetic acid / 0.25 h / 80 - 85 °C

5: sodium borohydride / ethanol; methanol / 1.) 0 deg C; 2.) room temperature, 15 min

6: 62 percent / conc. HCl / methanol / 0.42 h / Heating

8: 80 percent / 0.5M sodium hydroxide, Dowex 50G-X₈ cation-exchange resin / H₂O / 4 h / Ambient temperature; pH=4

9: 12 mg / potassium acetate, NBS / H₂O / 1.) 60-65 deg C, 10 min; 2.) room temperature, 2 h

With pyridine; hydrogenchloride; sodium hydroxide; sodium tetrahydroborate; N-Bromosuccinimide; Dowex 50G-X₈ cation-exchange resin; ammonia; potassium acetate; acetic acid; dmap; In methanol; ethanol; chloroform; water; benzene;