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US 11,767,292 B2Granted
Process for making beta 3 agonists and intermediates
AssigneeMerck Sharp & Dohme Corp.
InventorsJohn Y. L. Chung, Kevin Campos, Edward Cleator, Robert F. Dunn, Andrew Gibson, R. Scott Hoerrner, Stephen Keen, Dave Lieberman, Zhuqing Liu, Joseph Lynch, Kevin M. Maloney, Feng Xu, Nobuyoshi Yasuda, Naoki Yoshikawa, Yong-Li Zhong
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Abstract
The present invention is directed to a process for preparing a compound of formula I-11 through multiple-step reactions:
Claims12
A process for producing compound I-11:
- comprising:
- (a) reducing compound I-5:
- with a reducing agent at a temperature of 0° C. to 40° C. to produce compound I-6:
- (b) oxidizing said compound I-6 with an oxidizing agent in the presence of a solvent and a catalyst to produce compound I-7:
- (c) reacting said compound I-7 with phosphonate compound A-4:
- to produce compound I-8:
- (d) reducing said compound I-8 in the presence of a catalyst to produce compound I-9:
- (e) reacting said compound I-9 with an acid to produce compound I-10:
- and
- (f) reducing said compound I-10 in the presence of a catalyst to produce compound I-11;
- wherein said P1 and said P2 are each independently selected from the group consisting of acyl (Ac), benzyl (Bn), t-butyloxycarbonyl (Boc), benzoyl (Bz), carbobenzyloxy (Cbz), 3,4-dimethoxybenzyl (DMPM), 9-fluorenylmethyloxycarbonyl (FMOC), 4-nitrobenzene sulfonyl (Ns), p-methoxybenzyl carbonyl (Moz), and p-toluene sulfonyl (Ts);
- and
- said R1 is selected from the group consisting of C1-6alkyl, benzyl, and phenyl.
10 more elements
Dependencies are inferred from the claim text.