2014年3月31日 · This review illustrates how the quest for an efficient, scalable synthesis of gemcitabine has spurned enormous synthetic efforts towards 2-deoxy-2,2-difluororibose and its nucleobase introduction. It provides a nice overview of the different strategies for CF 2 -introduction in a sugar moiety: a building block approach, electrophilic α ...

The synthesis of high purity Gemcitabine hydrochloride, according to the regulatory requirements contemplated by the Official Pharmacopoeias, requires purification of the beta anomer by...

Gemcitabine HCl marketed by Eli Lilly under the trademark Gemzar®, is a nucleoside analogue that exhibits antitumor activity and belongs to a general group of chemotherapy drugs known as...

2014年3月31日 · Gemcitabine is a fluorinated nucleoside currently administered against a number of cancers. It consists of a cytosine base and a 2-deoxy-2,2-difluororibose sugar. The synthetic challenges associated with the introduction of the fluorine atoms, as well as with nucleobase introduction of 2,2-difluorin …

2015年4月10日 · Here we report a linear synthesis of gemcitabine with a high-yielding direct conversion of 3,5-di-O-benzoyl-2-deoxy-2,2-difluororibose into the corresponding glycosyl urea as the key step, followed by conventional conversion to the cytosine base via the uracil derivative. The process proceeded with modest anomeric selectivity.

The synthesis of gemcitabine has received much attention. Fol-lowing the original synthesis by the Eli Lilly team in 1988 featuring a fluorinated building block approach and a nucleobase introduc-tion via displacement of an anomeric mesylate leaving group, many modifications of this synthesis have been reported, mainly

Gemcitabine of formula (II) a pyrimidine analog, is structurally similar to cytarabine, but has a wider spectrum of antitumour activity due to its different cellular pharmacology and mechanism of...

2015年1月14日 · Here we report a linear synthesis of gemcitabine with a high-yielding direct conversion of 3,5-di-O-benzoyl-2-deoxy-2,2-difluororibose into the corresponding glycosyl urea as the key step,...

2021年3月5日 · Here, we present liver-specific prodrugs of the chemotherapy drug gemcitabine (2′,2′-difluorodeoxycytidine) for the treatment of hepatitis C virus (HCV) infection and hepatocellular carcinoma. The prodrugs were synthesized by introducing aromatic functional moieties to the cytosine 4-NH 2 group of gemcitabine via amide bonds.

Here we report a linear synthesis of gemcitabine with a high-yielding direct conversion of 3,5-di-O-benzoyl-2-deoxy-2,2-di uororibose into the corresponding glycosyl urea as the key step,...