𝔖 Bobbio Scriptorium
✦   LIBER   ✦

Synthesis of [2-14C]-1-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-5-fluoro(chloro)uracil

✍ Scribed by Hemant K. Misra; Leonard I. Wiebe; Edward E. Knaus

Publisher
John Wiley and Sons
Year
1987
Tongue
French
Weight
422 KB
Volume
24
Category
Article
ISSN
0022-2135

No coin nor oath required. For personal study only.

✦ Synopsis

The reaction of [2-14C]-2 ,4-bis-O-(trimethylsilyl)uracil (2) with ~-~-acetyl-~-0-benzoyl-2-deoxy-2-fluoro-~-D-arabinofuranosyl bromide (3) yielded the 3-O-acety1-5-0-benzoyl nucleos e 4 which was hydrolyzed with methanolic ammonia to afford [ 2-feC]-T-( 2-deoxy-2fluoro-p-D-arabinofuranosy1)uracil (I, in 55% radiochemical yield with a specific activity of 2 mCi/mmol (74 MBq/mmol) . The reaction of 5 with molecular fluorine and chlorine in glacial acetic aci at 25OC afforded the 5-fluoro-& and 5-chloro-9 analogues of [ 2-leC]-1-(2deoxy-2-fluoro-~-D-arabinofuranosyl)uraci1 in 85.6 and 87.9% isolated radiochemical yield, respectively. Similar radiochemical yields were obtained when [2-14C]uracil having a specific activity of 12 mCi/mmol (444 MBq/mmol) was utilized.

📜 SIMILAR VOLUMES

Synthesis of 1-(2-deoxy-2-fluoro-β-D-ara
Synthesis of 1-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-5-iodo [2-14C] uracil
✍ J. E. Swigor; K. A. Pittman 📂 Article 📅 1985 🏛 John Wiley and Sons 🌐 French ⚖ 232 KB

The synthesis of t h e title canpound (7) is described. [2-14C] cytosine (I) is treated with an aqueous mixture of sodium bisulfite and sodium sulfate at 8OoC for 30 rnin. The resulting solid is then treated with aqueous sodiun hydroxide and passed through a cation exchange colunn, producing [ Z-14C

Synthesis of 14C-labelled 1-β-D-arabinof
Synthesis of 14C-labelled 1-β-D-arabinofuranosyl-E–5–(2-bromovinyl)uracil (BV-araU)
✍ Masao Kumagai; Shinji Sakata; Toyofumi Yamaguchi; Kazuyoshi Ikeda; Haruhiko Mach 📂 Article 📅 1989 🏛 John Wiley and Sons 🌐 French ⚖ 174 KB

1 4 C-Labelled l-~-D-arabinofuranosyl-E-5-(2-bromovinyl)uracil (BV-araU) was synthesized in 26.6% radiochemical yield from 1-R-Darabinofuranosyl-5-formyluracil and '"C-labelled malonic acid for the purpose of the metabolic studies in animals.