Amprenavir

CAT#: H371890

CAS#: 161814-49-9

Description: Amprenavir (original brand name Agenerase, GlaxoSmithKline) is a protease inhibitor used to treat HIV infection. The mechanism of action of amprenavir is as a HIV Protease Inhibitor and Cytochrome P450 3A4 Inhibitor. It was approved by the Food and Drug Administration on April 15, 1999, for twice-a-day dosing instead of needing to be taken every eight hours.

img

Synthetic Routes

Amprenavir - Synthetic Route 1

Amprenavir route01

Synthetic reference

Kim, B. Moon; Bae, Sung Jin; So, Soon Mog; Yoo, Hyun Tae; Chang, Sun Ki; Lee, Jung Hwan; Kang, JaeSung. Synthesis of a chiral aziridine derivative as a versatile intermediate for HIV protease inhibitors. Organic Letters. Volume 3. Issue 15. Pages 2349-2351. 2001.

Amprenavir - Synthetic Route 2

Amprenavir route02

Synthetic reference

Gadakh, Sunita K.; Santhosh Reddy, R.; Sudalai, Arumugam. Enantioselective synthesis of HIV protease inhibitor amprenavir via Co-catalyzed HKR of 2-(1-azido-2-phenylethyl)oxirane. Tetrahedron: Asymmetry. Volume 23. Issue 11-12. Pages 898-903. 2012.

Amprenavir - Synthetic Route 3

Amprenavir route03

Synthetic reference

Zhang, Na; Zhao, Ning; Zhu, Rui-heng; Liu, Jing; Xu, Hui; Yu, Xin-hong. Synthesis of amprenavir. Hecheng Huaxue. Volume 16. Issue 1. Pages 115-117. 2008.

Amprenavir - Synthetic Route 4

Amprenavir route04

Synthetic reference

Gao, Ling-ling; Chu, Qiu-ting; Wang, Juan-juan; Zhang, Guan-yong. Synthesis of N-[(1S,2R)-3-[[(4-aminophenyl)sulfonyl](2-methylpropyl)amino]-2-hydroxy-1-(phenylmethyl)propyl]carbamic acid (3S)-tetrahydro-3-furanyl ester (amprenavir). Huaxue Shijie. Volume 49. Issue 2. Pages 103-106. 2008.

Amprenavir - Synthetic Route 5

Amprenavir route05

Synthetic reference

Tung, Roger D.; Murcko, Mark A.; Bhisetti, Govinda Rao. Preparation of heterocyclic sulfonamide inhibitors of aspartyl protease. Assignee Vertex Pharmaceuticals, Incorporated. 1998.

Amprenavir - Synthetic Route 6

Amprenavir route06

Synthetic reference

Liu, Fengyue. Process for preparation of amprenavir. 2007.

Amprenavir - Synthetic Route 7

Amprenavir route07

Synthetic reference

Schreiner, Erwin. A process for the preparation of darunavir and amprenavir. Assignee Sandoz Private Limited. Hexal AG; Sandoz A G. 2012.

Amprenavir - Synthetic Route 8

Amprenavir route08

Synthetic reference

Al-Farhan, Emile; Deininger, David D.; McGhie, Stephen; O'Callaghan, John; Robertson, Mark Stuart; Rodgers, Keith; Rout, Stephen John; Singh, Hardev; Tung, Roger Dennis. Process for the synthesis of an HIV protease inhibitor. Assignee Glaxo Group Limited. 1999.

Amprenavir - Synthetic Route 9

Amprenavir route09

Synthetic reference

Kamijo, Tetsukiyo; Yamaguchi, Toshiaki; Yanagi, Takashi; Tsuchiya, Ikuo; Takeuchi, Hideki. Preparation of HIV protease-inhibiting tetrahydrofurfuryl carbamate. Assignee Kissei Pharmaceutical Co., Ltd.1997.