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Home  /  Drug Synthesis

Alectinib synthetic routes

Grazoprevir - Synthetic Route

CAT#: 326651 | Name: Grazoprevir | CAS# 1350514-68-9

Purchases for research

Description:

Grazoprevir, also known as MK5172, is a drug approved for the treatment of hepatitis C. Grazoprevir is a second generation hepatitis C virus protease inhibitor acting at the NS3/4a protease targets. It has good activity against a range of HCV genotype variants, including some that are resistant to most currently used antiviral medications.

Synthetic Routes

Grazoprevir - Synthetic Route 1

Grazoprevir - Synthetic Route 1

Synthetic reference

Kuethe J, Zhong YL, Yasuda N, Beutner G, Linn K, Kim M, Marcune B, Dreher SD, Humphrey G, Pei T. Development of a practical, asymmetric synthesis of the hepatitis C virus protease inhibitor MK-5172. Org Lett. 2013 Aug 16;15(16):4174-7. doi: 10.1021/ol401864t. Epub 2013 Aug 6. PubMed PMID: 23919347.

Grazoprevir - Synthetic Route 2

Grazoprevir - Synthetic Route 2

Synthetic reference

Xu F, Kim J, Waldman J, Wang T, Devine P. Synthesis of Grazoprevir, a Potent NS3/4a Protease Inhibitor for the Treatment of Hepatitis C Virus. Org Lett. 2018 Nov 16;20(22):7261-7265. doi: 10.1021/acs.orglett.8b03173. Epub 2018 Nov 2. PubMed PMID: 30388018.

Grazoprevir - Synthetic Route 3

Grazoprevir - Synthetic Route 3

Synthetic reference

Harper, Steven; Summa, Vincenzo; Liverton, Nigel J.; McCauley, Johh A. Preparation of macrocyclic quinoxaline peptide as HCV NS3 protease inhibitor. WO 2010011566. (Assignee Merck & Co., Inc., USA; Istituto di Ricerche di Biologia Molecolare P. Angeletti S.p.A.)

Grazoprevir - Synthetic Route 4

Grazoprevir - Synthetic Route 4

Synthetic reference

Yasuda, Nobuyoshi; Kuethe, Jeffrey T.; Humphrey, Guy; Beutner, Gregory L.; Zhong, Yong-Li; Cleator, Edward; Baxter, Carl. Methods and intermediates for preparing macrolactam peptidomimetic HCV protease inhibitors. Assignee Merck Sharp & Dohme Corp., USA; Merck Sharp & Dohme Limited. WO 2013028471. 2013.

Grazoprevir - Synthetic Route 5

Grazoprevir - Synthetic Route 5

Synthetic reference

Xu, Feng; Humphrey, Guy; Pei, Tao; Song, Zhiguo Jake; Wang, Tao; Artino, Laura. Methods and intermediates for preparing macrolactam peptidomimetic HCV protease inhibitors. Assignee Merck Sharp & Dohme Corp., USA. WO 2013028470. 2013.

Grazoprevir - Synthetic Route 6

Grazoprevir - Synthetic Route 6

Synthetic reference

Trinius, Frank. Packaging comprising administration units of a crystalline form of the Nedd8-activating enzyme inhibitor [(1S,2S,4R)-4-[[6-[((1R,2S)-5-chloro-2-methoxy-2,3-dihydro-1H-inden-1-yl)amino]pyrimidin-4-yl]oxy]-2-hydroxycyclopentyl]methyl sulfamate hydrochloride. Assignee IP Gesellschaft Fuer Management mbH, Germany. EP 2764866. 2014.