A chiral template-driven synthesis of a 3′-deoxy-3′-18F-fluorothymidine precursor

Papiya Dey; K. S. Ajish Kumar; Anubha Sharma; Subrata Chattopadhyay

doi:10.1016/j.ejmech.2017.10.047

A chiral template-driven synthesis of a 3′-deoxy-3′-¹⁸F-fluorothymidine precursor

Papiya Dey
, K. S. Ajish Kumar
, Anubha Sharma
, Subrata Chattopadhyay

Research output: Contribution to journal › Article › peer-review

Abstract

An asymmetric synthesis of a 3′-deoxy-3′-¹⁸F-fluorothymidine (¹⁸F-FLT) precursor has been developed wherein the deoxysugar moiety was synthesized using a novel Ga-mediated allylation of (R)-2,3-cyclohexylideneglyceraldehyde as the key step. The synthesis deviates significantly from the previous syntheses of the ¹⁸F-FLT precursors wherein the expensive starting material, thymidine was used.

Original language	English
Pages (from-to)	1457-1462
Number of pages	6
Journal	European Journal of Medicinal Chemistry
Volume	143
DOIs	https://doi.org/10.1016/j.ejmech.2017.10.047
State	Published - 1 Jan 2018
Externally published	Yes

Keywords

Asymmetric synthesis
Chiral template
FLT
PET imaging agent

ASJC Scopus subject areas

Pharmacology
Drug Discovery
Organic Chemistry

Access to Document

10.1016/j.ejmech.2017.10.047

Cite this

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title = "A chiral template-driven synthesis of a 3′-deoxy-3′-18F-fluorothymidine precursor",

abstract = "An asymmetric synthesis of a 3′-deoxy-3′-18F-fluorothymidine (18F-FLT) precursor has been developed wherein the deoxysugar moiety was synthesized using a novel Ga-mediated allylation of (R)-2,3-cyclohexylideneglyceraldehyde as the key step. The synthesis deviates significantly from the previous syntheses of the 18F-FLT precursors wherein the expensive starting material, thymidine was used.",

keywords = "Asymmetric synthesis, Chiral template, FLT, PET imaging agent",

author = "Papiya Dey and \{Ajish Kumar\}, \{K. S.\} and Anubha Sharma and Subrata Chattopadhyay",

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AU - Ajish Kumar, K. S.

AU - Sharma, Anubha

AU - Chattopadhyay, Subrata

PY - 2018/1/1

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AB - An asymmetric synthesis of a 3′-deoxy-3′-18F-fluorothymidine (18F-FLT) precursor has been developed wherein the deoxysugar moiety was synthesized using a novel Ga-mediated allylation of (R)-2,3-cyclohexylideneglyceraldehyde as the key step. The synthesis deviates significantly from the previous syntheses of the 18F-FLT precursors wherein the expensive starting material, thymidine was used.

KW - Asymmetric synthesis

KW - Chiral template

KW - FLT

KW - PET imaging agent

UR - https://www.scopus.com/pages/publications/85032887835

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DO - 10.1016/j.ejmech.2017.10.047

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JF - European Journal of Medicinal Chemistry

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