US 12,227,519 B2
Preparation of maytansinol
John Fitzgerald Traverse, Lebonon, NJ (US); Nareshkumar Jain, Flemington, NJ (US); Srinath Thirumalairajan, Bensalem, PA (US); and Sanjeevani Ghone, Plainsboro, NJ (US)
Assigned to CELGENE CORPORATION, Summit, NJ (US)
Appl. No. 17/310,941
Filed by CELGENE CORPORATION, Summit, NJ (US)
PCT Filed Feb. 28, 2020, PCT No. PCT/US2020/020452
§ 371(c)(1), (2) Date Sep. 1, 2021,
PCT Pub. No. WO2020/180709, PCT Pub. Date Sep. 10, 2020.
Claims priority of provisional application 62/812,379, filed on Mar. 1, 2019.
Prior Publication US 2022/0162230 A1, May 26, 2022
Int. Cl. C07D 498/18 (2006.01)
CPC C07D 498/18 (2013.01) 11 Claims
 
1. A method of preparing a compound of Formula II

OG Complex Work Unit Chemistry
comprising reacting, in a polar aprotic ethereal solvent, a compound of Formula I, wherein R is selected from the group consisting of alkyl, branched alkyl, aryl, alkenyl, alkynyl, as well as substituted carbon or heteroatom containing alkyl, branched alkyl, aryl, alkenyl or alkynyl, with at least one organometallic reagent to produce the compound of Formula II; and, isolating the compound of Formula II.