US 12,281,179 B2
Solution phase synthesis of β-turn peptidomimetic cyclic salts
Sébastien Rocchi, Hoenheim (FR); Chantal Devin, Lingolsheim (FR); Wei Tian, Sodertalje (SE); and Martin Bohlin, Johanneshov (SE)
Filed by MIMETOGEN PHARMACEUTICALS, INC., Montreal (CA)
Filed on Jul. 18, 2023, as Appl. No. 18/354,076.
Application 16/184,485 is a division of application No. 15/205,909, filed on Jul. 8, 2016, granted, now 10,125,165, issued on Nov. 13, 2018.
Application 18/354,076 is a continuation of application No. 17/337,383, filed on Jun. 2, 2021, granted, now 11,753,441.
Application 17/337,383 is a continuation of application No. 16/184,485, filed on Nov. 8, 2018, granted, now 11,078,234, issued on Aug. 3, 2021.
Claims priority of provisional application 62/190,596, filed on Jul. 9, 2015.
Prior Publication US 2023/0357318 A1, Nov. 9, 2023
Int. Cl. C07K 5/10 (2006.01); C07K 1/02 (2006.01); C07K 1/30 (2006.01); C07K 5/113 (2006.01)
CPC C07K 5/1021 (2013.01) [C07K 1/02 (2013.01); C07K 1/306 (2013.01); C07K 5/10 (2013.01); C07K 5/1027 (2013.01); C07B 2200/13 (2013.01)] 1 Claim
 
1. A method for preparing a protected linear peptidomimetic compound of formula (4a)

OG Complex Work Unit Chemistry
the method comprising the steps of:
(a) providing tetrapeptide H-Glu(OtBu)-Lys(Boc)-Hser(Trt)-GlyOtBu;
(b) reacting tetrapeptide H-Glu(OtBu)-Lys(Boc)-Hser(Trt)-GlyOtBu with 2-fluoro-5-nitro-benzoic acid (FNBA) to obtain a reaction mixture comprising the compound of formula (4a); and
(c) precipitating the compound of formula (4a) in an organic solution comprising methyltetrahydrofuran (MeTHF) and methyl-t-butyl ether (MTBE) in a volume ratio of about one to one and wherein precipitating is carried out at a temperature of 20° C.