195985-38-7Relevant articles and documents
Development of a Practical Synthesis of a Farnesyltransferase Inhibitor
Shi, Zhongping,Fan, Junying,Kronenthal, David R.,Mudryk, Boguslaw M.
, p. 1534 - 1540 (2018/11/23)
The development of a new and practical synthesis for a farnesyltransferase inhibitor 1 is described. The new route started from 2-nitro-5-cyanotoluene (9) and afforded desired 1 in eight chemical transformations. The key step involved formation of sulfonamide 13 from a hindered β-hydroxyamine 12 through an in situ protection of the hydroxyl group by forming TMS ether. Ultimately, this new route was successfully demonstrated to generate >10 kg of API in 29% overall yield.
Discovery of (R)-7-cyano-2,3,4,5-tetrahydro-1-(1H-imidazol-4-ylmethyl)-3-(phenylmethyl)-4- (2-thienysulfonyl)-1H-1,4-benzodiazepine (BMS-214662), a farnesyltransferase inhibitor with potent preclinical antitumor activity
Hunt,Ding,Batorsky,Bednarz,Bhide,Cho,Chong,Chao,Gullo-Brown,Guo,Soong Hoon Kim,Lee,Leftheris,Miller,Mitt,Patel,Penhallow,Ricca,Rose,Schmidt,Slusarchyk,Vite,Manne
, p. 3587 - 3595 (2007/10/03)
Continuing structure-activity studies were performed on the 2,3,4,5-tetrahydro-1-(imidazol-4-ylalkyl)-1,4-benzodiazepine farnesyltransferase (FT) inhibitors. These studies demonstrated that a 3(R)-phenylmethyl group, a hydrophilic 7-cyano group, and a 4-s
