Carbocyclic ivdu

Base Information

• Chemical Name: Carbocyclic ivdu
• CAS No.: 91661-25-5
• Molecular Formula: C12H15 I N2 O4
• Molecular Weight: 378.167
• Mol file: 91661-25-5.mol

Synonyms:1-(3-hydroxy-4-(hydroxymethyl)cyclopentyl)-5-(2-iodovinyl)-2,4-(1H,3H)-pyrimidinedione;carbocyclic 2'-deoxy-5-(2-iodovinyl)uridine;carbocyclic 5-(2-iodovinyl)-2'-deoxyuridine;carbocyclic IVDU

Chemical Property of Carbocyclic ivdu

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 95.32000
• Density: 1.949g/cm³
• LogP: 0.24660
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 378.00765
• 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=CI
• Isomeric SMILES: C1[C@@H](C[C@H]([C@@H]1CO)O)N2C=C(C(=O)NC2=O)/C=C/I

Technology Process of Carbocyclic ivdu

There total 1 articles about Carbocyclic ivdu 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:

(+/-)-1-<(1β,2α,3α,4β)-2,3-dihydroxy-4-(hydroxymethyl)cyclopentyl>-2,4-(1H,3H)-pyrimidinedione (59967-83-8) → (+/-)-1-<(1α,3β,4α)-3-hydroxy-4-(hydroxymethyl)cyclopentyl>-5-<(E)-2-iodovinyl>-2,4(1H,3H)-pyrimidinedione (91661-25-5)

Guidance literature:

Multi-step reaction with 8 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: 65 percent / potassium bicarbonate, iodine, iodic acid / dimethylformamide / 2 h / 60 °C

With bis(phenyl) carbonate; potassium hydroxide; 2,2'-azobis(isobutyronitrile); iodine; nitric acid; tri-n-butyl-tin hydride; sodium methylate; palladium diacetate; iodic acid; sodium hydrogencarbonate; potassium hydrogencarbonate; triethylamine; triphenylphosphine; In tetrahydrofuran; 1,4-dioxane; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1021/jm50001a003

upstream raw materials:

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

Refernces