A Simple and Efficient Path for the Synthesis Antineoplastic Agent (2R,3R,4S,5R)-5-(6-Amino-2-Chloropurin-9-yl)-4-Fluoro-2-(Hydroxymethyl) oxolan-3-ol (Clofarabine)

Title:A Simple and Efficient Path for the Synthesis Antineoplastic Agent (2R,3R,4S,5R)-5-(6-Amino-2-Chloropurin-9-yl)-4-Fluoro-2-(Hydroxymethyl) oxolan-3-ol (Clofarabine)

Volume: 21 Issue: 10

Author(s): Laxmi Kumari Nagarapu, Chithaluri Sudhakar*Suresh Babu Namana

Affiliation:

• Department of Chemistry, School of Science, GITAM Deemed to be University, Hyderabad, Telangana-502329, India

Keywords: Phenol substrate, clofarabine (1), leukemia treatment, furanose moiety, non-toxic reagents, Eco friendly.

Abstract: Clofarabine (1) is an anticancer agent used to treat acute leukemia. This work discloses the efforts to develop a convenient, environmentally benign, and high-yielding synthetic protocol leading to Clofarabine (1). The synthesis includes bromination of 2-deoxy-2-β-fluoro-1,3,5-tri-O-benzoyl-1- α-D-ribofuranose (6), followed by C-N coupling with a 2,6-dichloro purine (4) and selective amination consecutively. The proposed total synthesis comprises five steps to afford an overall yield of 65- 70% with 99.85% purity. The present process provides preparation of Clofarabine (1) using a simple purification process with lesser reaction time, better yield, and purity without using toxic and pyrophoric chemicals.

Cite this article as:

Nagarapu Kumari Laxmi, Sudhakar Chithaluri*, Namana Babu Suresh, A Simple and Efficient Path for the Synthesis Antineoplastic Agent (2R,3R,4S,5R)-5-(6-Amino-2-Chloropurin-9-yl)-4-Fluoro-2-(Hydroxymethyl) oxolan-3-ol (Clofarabine), Letters in Organic Chemistry 2024; 21 (10) . https://dx.doi.org/10.2174/0115701786287468240209105224