US 11,993,629 B2
Method for producing peptide compound
Michiharu Handa, Funabashi (JP); Naohiko Yasuda, Funabashi (JP); Akihiro Nagaya, Funabashi (JP); and Hiroyuki Kousaka, Funabashi (JP)
Assigned to Nissan Chemical Corporation, Tokyo (JP); and PeptiDream Inc., Kawasaki (JP)
Appl. No. 17/427,910
Filed by NISSAN CHEMICAL CORPORATION, Tokyo (JP); and PeptiDream Inc., Kawasaki (JP)
PCT Filed Feb. 3, 2020, PCT No. PCT/JP2020/003927
§ 371(c)(1), (2) Date Aug. 2, 2021,
PCT Pub. No. WO2020/162393, PCT Pub. Date Aug. 13, 2020.
Claims priority of application No. 2019-017919 (JP), filed on Feb. 4, 2019; and application No. 2019-209066 (JP), filed on Nov. 19, 2019.
Prior Publication US 2022/0106355 A1, Apr. 7, 2022
Int. Cl. C07K 1/06 (2006.01)
CPC C07K 1/063 (2013.01) 39 Claims
 
1. A method for producing a peptide, which comprises the following Steps (1) and (2):
(1) a step of condensing a C-protected amino acid or a C-protected peptide to a C-terminal of an N-protected amino acid or an N-protected peptide represented by the formula (I):

OG Complex Work Unit Chemistry
wherein,
Y represents an amino acid in which a C-terminal is unprotected or a peptide in which a C-terminal is unprotected,
R1, R2 and R3 each independently represent an aliphatic hydrocarbon group which may have a substituent(s),
a total number of the carbon atoms in the R1R2R3Si group is 10 or more, and
the R1R2R3SiOC(O) group is bonded to the N-terminal in Y, and
(2) a step of removing the protective group at the C-terminal of the peptide obtained in Step (1).