Nissan Chemical Corporation

Peptidream Inc.

Michiharu Handa

Akihiro Nagaya

Hiroyuki Kousaka

Keiichi Masuya

Yutaka Kobayashi

Yoshitaka Nemoto

Yuji Mimori

Ayumu Matsuda

Yukio Asaka

Haruaki Kurasaki

Douglas Robert Cary

Hisayuki Takeuchi

Naohiko Yasuda

Tomonori Taguri

The invention provides a method for producing a peptide by (1) removing the N-terminal protective group of an amino acid or peptide compound of formula (I): wherein Y represents a residue of an N-protected amino acid or an N-protected peptide, and each of R, R, and Rindependently represents an aliphatic hydrocarbon group which may have a substituent or an aromatic hydrocarbon group which may have a substituent, wherein the total number of carbon atoms in the RRRSi group is 18 to 80, and the RRRSiCHCHgroup is bonded to the C-terminus of the amino acid or peptide residue in Y; and (2) causing condensation of an N-protected amino acid or an N-protected peptide and the N-terminus of the C-protected amino acid or C-protected peptide obtained in the step (1).

Method for producing peptide compound

The present invention is to provide a method for producing a peptide containing an N-alkylamino acid, which comprises the following Steps (1) to (3). Step (1): a step of mixing an N-terminal protected amino acid or an N-terminal protected peptide with a carboxylic acid halide or a halogenated alkyl formate; Step (2): a step of mixing an amino acid or a peptide in which the N-terminal and the C-terminal are not protected with a trialkylsilylating agent; and Step (3): a step of mixing the product obtained in Step (1) with the product obtained in Step (2).

The invention provides 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): wherein Y represents an amino acid in which a C-terminal is unprotected or a peptide in which a C-terminal is unprotected, R, Rand Reach independently represent an aliphatic hydrocarbon group which may have a substituent(s), a total number of the carbon atoms in the RRRSi group is 10 or more, and the RRRSiOC(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).

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Funabashi, Japan

Michiharu Handa