1-(2,3-DIACETYL-5-TOSYL-Α-D-ARABINOFURANOSYL)-2-NITROIMIDAZOLE PRECURSOR FOR [18F]FAZA

Base Information

• Chemical Name: 1-(2,3-DIACETYL-5-TOSYL-Α-D-ARABINOFURANOSYL)-2-NITROIMIDAZOLE PRECURSOR FOR [18F]FAZA
• CAS No.: 494775-35-8
• Molecular Formula: C19H21N3O10S
• Molecular Weight: 483.45
• Mol file: 494775-35-8.mol

Synonyms:1-(2,3-DIACETYL-5-TOSYL-Α-D-ARABINOFURANOSYL)-2-NITROIMIDAZOLE PRECURSOR FOR [18F]FAZA;1-(2,3-Diacetyl-5-tosyl-(-D-arabinofuranosyl)-2-nitroimidazole;1H-Imidazole, 1-[2,3-di-O-acetyl-5-O-[(4-methylphenyl)sulfonyl]-(-D-arabino-furanosyl]-2-nitro-;FAZA-Precursor

Chemical Property of 1-(2,3-DIACETYL-5-TOSYL-Α-D-ARABINOFURANOSYL)-2-NITROIMIDAZOLE PRECURSOR FOR [18F]FAZA

Chemical Property:

• Melting Point: 102-103 °C(Solv: chloroform (67-66-3); isopropyl ether (108-20-3))
• Boiling Point: 679.6±65.0 °C(Predicted)
• PKA: -1.69±0.69(Predicted)
• Density: 1.55±0.1 g/cm3(Predicted)

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-(2,3-DIACETYL-5-TOSYL-Α-D-ARABINOFURANOSYL)-2-NITROIMIDAZOLE PRECURSOR FOR [18F]FAZA

There total 17 articles about 1-(2,3-DIACETYL-5-TOSYL-Α-D-ARABINOFURANOSYL)-2-NITROIMIDAZOLE PRECURSOR FOR [18F]FAZA 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: 95.0%

p-toluenesulfonyl chloride (98-59-9) + 1-α-(2',3'-di-O-acetyl-D-arabinofuranosyl)-2-nitroimidazole (220792-98-3) → 1-α-[2',3'-di-O-acetyl-5'-O-(4-toluenesulfonyl)-D-arabinofuranosyl]-2-nitroimidazole (494775-35-8)

Guidance literature:

With pyridine; at 4 ℃; for 18h;

DOI:10.1021/jo200727k

Reference yield: 88.0%

acetic anhydride (108-24-7) + 1-β-D-[5-O-toluenesulfonyl-2-O-acetyl-arabinofuranosyl]-2-nitroimidazole (639079-78-0) → 1-β-D-[5-O-toluenesulfonyl-2,3-di-O-acetylarabinofuranosyl]-2-nitroimidazole (475570-49-1,494775-35-8)

Guidance literature:

With pyridine; at 22 ℃; for 3h;

DOI:10.1248/cpb.51.399

Reference yield: 75.0%

1-α-[2',3'-di-O-acetyl-D-ribofuranosyl]-2-nitroimidazole (1332880-01-9) + p-toluenesulfonyl chloride (98-59-9) → 1-α-[2',3'-di-O-acetyl-5'-O-(4-toluenesulfonyl)-D-ribofuranosyl]-2-nitroimidazole (1332880-02-0,494775-35-8)

Guidance literature:

With pyridine; at 4 ℃; for 18h;

DOI:10.1021/jo200727k

upstream raw materials:

acetic anhydride

1-β-D-[5-O-toluenesulfonyl-2-O-acetyl-arabinofuranosyl]-2-nitroimidazole

1-β-D-[2-O-acetyl-arabinofuranosyl]-2-nitroimidazole

1-β-D-[3,5-O,O-(1,1,3,3-tetraisopropyldisiloxanyl)-2-O-acetylarabinofuranosyl]-2-nitroimidazole

Refernces

• 1、 -. "Novel compounds for hypoxic cell therapy and imaging". Page/Page column 17. . Retrieved 2010/11/24.
• 2、 Kumar, Piyush,Ohkura, Kazue,Beiki, Davood,Wiebe, Leonard Irving,Seki, Koh-ichi. "Synthesis of 1-beta-D-(5-deoxy-5-iodoarabinofuranosyl)-2-nitroimidazole (beta-IAZA): a novel marker of tissue hypoxia.". . p. 399 - 403. Retrieved 2007/10/03.