5-Iodocytidine

Base Information

• Chemical Name: 5-Iodocytidine
• CAS No.: 1147-23-5
• Molecular Formula: C9H12IN3O5
• Molecular Weight: 369.116
• Hs Code.: 29389090
• Mol file: 1147-23-5.mol

Synonyms:5-iodo-cytidine; 1-D-Ribofuranosyl-5-iodocytosine; 5-IC; iodocytidine; 5-Jod-cytidin; 5-Iodo-cytidine; 5-Iodo-D-cytidine; 5-Iodcytidin; 查看更多英文别名 收起

Chemical Property of 5-Iodocytidine

Chemical Property:

• Vapor Pressure: 3.85E-15mmHg at 25°C
• Refractive Index: 1.85
• Boiling Point: 565.461 °C at 760 mmHg
• PKA: 13.48±0.70(Predicted)
• Flash Point: 295.78 °C
• PSA: 130.83000
• Density: 2.527 g/cm³
• LogP: -1.37720
• Storage Temp.: -20°C
• Sensitive.: Light Sensitive
• Solubility.: DMSO (Slightly), Methanol (Slightly), Water (Slightly)

Purity/Quality:

98%,99%, ^*data from raw suppliers

5-Iodocytidine ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 5-Iodocytidine is an intermediate for research in the field of nucleic acids and nucleic acid-protein interactions

Technology Process of 5-Iodocytidine

There total 2 articles about 5-Iodocytidine 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: 85.1%

CYTIDINE (65-46-3) → 4-amino-1-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl) tetrahydrofuran-2-yl)-5-iodopyrimidine-2(1H)-one (1147-23-5)

Guidance literature:

With iodine; iodic acid; acetic acid; In tetrachloromethane; water; at 20 - 40 ℃;

Reference yield:

→ 4-amino-1-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl) tetrahydrofuran-2-yl)-5-iodopyrimidine-2(1H)-one (1147-23-5)

Guidance literature:

Cytidin, I2, HIO3, Eg.;

DOI:10.1021/jm00340a019

Reference yield: 86.0%

4-bromo-1-ethynylbenzene (766-96-1) + 4-amino-1-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl) tetrahydrofuran-2-yl)-5-iodopyrimidine-2(1H)-one (1147-23-5) → C17H16BrN3O5

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; In N,N-dimethyl-formamide; at 50 - 80 ℃; Inert atmosphere;

upstream raw materials:

CYTIDINE

Downstream raw materials:

6,5'-O-cyclocytidine

N-[1-((2R,3R,4S,5R)-3,4-Dihydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-5-iodo-2-oxo-1,2-dihydro-pyrimidin-4-yl]-benzamide

N-(1-{(2R,3R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-3,4-dihydroxy-tetrahydro-furan-2-yl}-5-iodo-2-oxo-1,2-dihydro-pyrimidin-4-yl)-benzamide

N-{1-[5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-3-(tert-butyl-dimethyl-silanyloxy)-4-hydroxy-tetrahydro-furan-2-yl]-5-iodo-2-oxo-1,2-dihydro-pyrimidin-4-yl}-benzamide

Refernces

• 1、 Vohtancev, Ivan P.,Sherstyuk, Yuliya V.,Silnikov, Vladimir N.,Abramova, Tatyana V.. "Effective Synthesis of 5-Iodo Derivatives of Pyrimidine Morpholino Nucleosides". . p. 332 - 342. Retrieved 2018/05/29.
• 2、 -. "ALTERNATIVE NUCLEIC ACID MOLECULES AND USES THEREOF". Page/Page column 634; 635. . Retrieved 2016/06/15.