1-((3-Hydroxy)-4-(hydroxymethyl)cyclopentyl)-4-amino-5-(2-bromovinyl)-2(1H)-pyrimidinone

Base Information

Chemical Name:1-((3-Hydroxy)-4-(hydroxymethyl)cyclopentyl)-4-amino-5-(2-bromovinyl)-2(1H)-pyrimidinone
CAS No.:95313-04-5
Molecular Formula:C12H16 Br N3 O3
Molecular Weight:330.181
Hs Code.:
Mol file:95313-04-5.mol

Synonyms:1-((3-hydroxy)-4-(hydroxymethyl)cyclopentyl)-4-amino-5-(2-bromovinyl)-2(1H)-pyrimidinone;carbocyclic 5-(2-bromovinyl)-2'-deoxycytidine;carbocyclic BVDC

Suppliers and Price of 1-((3-Hydroxy)-4-(hydroxymethyl)cyclopentyl)-4-amino-5-(2-bromovinyl)-2(1H)-pyrimidinone

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 3 raw suppliers

Chemical Property of 1-((3-Hydroxy)-4-(hydroxymethyl)cyclopentyl)-4-amino-5-(2-bromovinyl)-2(1H)-pyrimidinone

Chemical Property:

Vapor Pressure:3.27E-11mmHg at 25°C
Melting Point:202 °C (ethyl acetate)
Boiling Point:479.6°Cat760mmHg
Flash Point:243.8°C
PSA：101.37000
Density:1.77g/cm³
LogP:1.07660
XLogP3:0.1
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:3
Exact Mass:329.03750
Heavy Atom Count:19
Complexity:461

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Canonical SMILES:C1C(CC(C1CO)O)N2C=C(C(=NC2=O)N)C=CBr
Isomeric SMILES:C1[C@H]([C@@H](CC1N2C=C(C(=NC2=O)N)/C=C/Br)O)CO

Technology Process of 1-((3-Hydroxy)-4-(hydroxymethyl)cyclopentyl)-4-amino-5-(2-bromovinyl)-2(1H)-pyrimidinone

There total 12 articles about 1-((3-Hydroxy)-4-(hydroxymethyl)cyclopentyl)-4-amino-5-(2-bromovinyl)-2(1H)-pyrimidinone 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: 92.0%

: 95313-03-4
Acetic acid (1S,2R,4R)-2-acetoxymethyl-4-[4-amino-5-((E)-2-bromo-vinyl)-2-oxo-2H-pyrimidin-1-yl]-cyclopentyl ester

: 95313-04-5
(+/-)-1-<(1α,3β,4α)-3-hydroxy-4-(hydroxymethyl)cyclopentyl>-4-amino-5-<(E)-2-bromovinyl>-2(1H)-pyrimidinone

Guidance literature:: With ammonia; In methanol; Ambient temperature;
DOI:10.1021/jm50001a003

Reference yield:

: 59967-83-8
(+/-)-1-<(1β,2α,3α,4β)-2,3-dihydroxy-4-(hydroxymethyl)cyclopentyl>-2,4-(1H,3H)-pyrimidinedione

: 95313-04-5
(+/-)-1-<(1α,3β,4α)-3-hydroxy-4-(hydroxymethyl)cyclopentyl>-4-amino-5-<(E)-2-bromovinyl>-2(1H)-pyrimidinone

Guidance literature:: Multi-step reaction with 12 steps

1: 80 percent / diphenyl carbonate, sodium bicarbonate / hexamethylphosphoric acid triamide / 0.5 h / 150 °C

2: dimethylformamide; ethyl acetate / 1 h / Heating

3: tributyltin hydride, azobis(isobutyronitrile) / tetrahydrofuran / 0.75 h / Heating

4: sodium methoxide / methanol / Ambient temperature

5: iodine, 0.75 N aq. nitric acid / dioxane / 1 h / 100 °C

6: 80 percent / palladium(II) acetate, triphenylphosphine, triethylamine / dioxane / 3.25 h / 85 °C

7: 88 percent / 1.8 N aq. KOH / Ambient temperature

8: 69.3 percent / N-bromosuccinimide, potassium bicarbonate / dimethylformamide / 1.5 h / Ambient temperature

9: pyridine / 5 h / Ambient temperature

10: o-chlorophenyl phosphodichloridate, pyridine / 96 h / Ambient temperature

11: 25percent aq. NH₃ / pyridine / 1 h

12: 92 percent / NH₃ / methanol / Ambient temperature

With pyridine; bis(phenyl) carbonate; potassium hydroxide; ammonium hydroxide; N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); ammonia; iodine; nitric acid; tri-n-butyl-tin hydride; sodium methylate; palladium diacetate; sodium hydrogencarbonate; potassium hydrogencarbonate; triethylamine; triphenylphosphine; 2-chlorophenyl dichlorophosphate; In tetrahydrofuran; 1,4-dioxane; pyridine; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/jm50001a003

Reference yield:

: 91661-22-2
(+/-)-1-<(1α,3β,4α)-3-hydroxy-4-(hydroxymethyl)cyclopentyl>-5-<(E)-2-bromovinyl>-2,4(1H,3H)-pyrimidinedione

: 95313-04-5
(+/-)-1-<(1α,3β,4α)-3-hydroxy-4-(hydroxymethyl)cyclopentyl>-4-amino-5-<(E)-2-bromovinyl>-2(1H)-pyrimidinone

Guidance literature:: Multi-step reaction with 4 steps

1: pyridine / 5 h / Ambient temperature

2: o-chlorophenyl phosphodichloridate, pyridine / 96 h / Ambient temperature

3: 25percent aq. NH₃ / pyridine / 1 h

4: 92 percent / NH₃ / methanol / Ambient temperature

With pyridine; ammonium hydroxide; ammonia; 2-chlorophenyl dichlorophosphate; In pyridine; methanol;
DOI:10.1021/jm50001a003