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Tenofovir alafenamide

CAT#: H314270

CAS#: 379270-37-8

Description: Tenofovir alafenamide, also known as TAF and GS-7340, is a nucleotide reverse transcriptase inhibitor (NRTIs) and a novel prodrug of tenofovir. By blocking reverse transcriptase, TAF prevent HIV from multiplying and can reduce the amount of HIV in the body. Tenofovir alafenamide is a prodrug, which means that it is an inactive drug. In the body, tenofovir alafenamide is converted to tenofovir diphosphate (TFV-DP). Tenofovir alafenamide fumarate was approved in November 2015 for treatment of HIV-1.

Synthetic Routes

Tenofovir alafenamide - Synthetic Route 1

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Tenofovir alafenamide - Synthetic Route 2

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Tenofovir alafenamide - Synthetic Route 3

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Tenofovir alafenamide - Synthetic Route 4

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Tenofovir alafenamide - Synthetic Route 5

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Chapman, H.; Kernan, M.; Prisbe, E.; Rohloff, J.; Sparacino, M.; Terhorst, T.; Yu, R. Practical synthesis, separation, and stereochemical assignment of the PMPA pro-drug GS-7340. Nucleosides, Nucleotides & Nucleic Acids. Volume 20. Issue 4-7. Pages 621-628. 2001.

Tenofovir alafenamide - Synthetic Route 6

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Becker, Mark W.; Chapman, Harlan H.; Cihlar, Tomas; Eisenberg, Eugene J.; He, Gong-Xin; Kernan, Michael R.; Lee, William A.; Prisbe, Ernest J.; Rohloff, John C.; Sparacino, Mark L. Preparation of prodrugs amino acid methoxyphosphonate acyclic nucleotide analogs as antiviral or antitumor agents and their use in therapy and prophylaxis. Assignee Gilead Sciences, Inc., USA. WO 2002008241 A2. (2002).

Tenofovir alafenamide - Synthetic Route 7

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Vellanki, Siva Ram Prasad; Balusu, Raja Babu; Putta, Subba Rayudu; Raavi, Mastan Rao; Arikatla, Sivalakshmi Devi. Process for the preparation of tenofovir alafenamide and its pharmaceutically acceptable salts. Assignee Mylan Laboratories Ltd., India. IN 2014MU00118 A. (2015).

Tenofovir alafenamide - Synthetic Route 8

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Thatipally, Suresh; Dammalapati, Venkata Lakshmi Narasimha Rao; Kallam, Venkata Siva Ramakrishna Reddy; Gorantla, Seeta Rama Anjaneyulu; Chava, Satyanarayana. An improved process for the preparation of tenofovir alafenamide via separation of its diastereomers by simulated moving chromatography and its pharmaceutically acceptable salts. Assignee Laurus Labs Private Limited, India. WO 2015040640 A2. (2015).