US 12,325,727 B2
Method for producing peptide compound, protective group-forming reagent, and aromatic heterocyclic compound
Yosuke Yamamoto, Kanagawa (JP); Kazuhei Kaneko, Kanagawa (JP); Motomasa Takahashi, Kanagawa (JP); Makoto Takahashi, Kanagawa (JP); Mika Imamura, Kanagawa (JP); Hirotaka Satou, Kanagawa (JP); Hirofumi Omura, Kanagawa (JP); Yuji Yoshimitsu, Kanagawa (JP); Keita Tanaka, Kanagawa (JP); and Daisuke Nakagawa, Kanagawa (JP)
Assigned to FUJIFILM CORPORATION, Tokyo (JP)
Filed by FUJIFILM CORPORATION, Tokyo (JP)
Filed on Aug. 23, 2021, as Appl. No. 17/409,692.
Application 17/409,692 is a continuation of application No. PCT/JP2020/007478, filed on Feb. 25, 2020.
Claims priority of application No. 2019-035775 (JP), filed on Feb. 28, 2019; and application No. 2019-122489 (JP), filed on Jun. 28, 2019.
Prior Publication US 2021/0380633 A1, Dec. 9, 2021
Int. Cl. C07K 1/06 (2006.01); C07D 209/08 (2006.01); C07K 1/02 (2006.01)
CPC C07K 1/06 (2013.01) [C07D 209/08 (2013.01); C07K 1/02 (2013.01); C07K 1/062 (2013.01); C07K 1/066 (2013.01)] 18 Claims
 
1. A method for producing a peptide compound, comprising:
a step of using an aromatic heterocyclic compound represented by Formula (1),

OG Complex Work Unit Chemistry
in Formula (1),
a ring A represents an aromatic heterocyclic ring,
YA represents —OH, —NHR, SH, or —X0, where R represents a hydrogen atom, an alkyl group, an aromatic group-substituted alkyl group, a heteroaromatic group-substituted alkyl group, or a 9-fluorenylmethoxycarbonyl group, and X0 represents Cl, Br, or I,
RA's each independently represent an aliphatic hydrocarbon group or an organic group having an aliphatic hydrocarbon group, and the ring A may further have a substituent in addition to RA,
RB's each independently represent a monovalent aliphatic hydrocarbon, a (1+c)-valent aromatic group, or a (1+c)-valent heteroaromatic group,
RC's each independently represent an aliphatic hydrocarbon group or an organic group having an aliphatic hydrocarbon group,
m represents an integer of 0 to 2, a represents an integer of 0 to 5, and c represents an integer of 0 to 5,
in a case where both a and c are 0, RB is a monovalent aliphatic hydrocarbon group, and
the number of carbon atoms in at least one aliphatic hydrocarbon group of RA, RB, or RC is 12 or more.