Abstract: An object of the present invention is to provide a method for producing a peptide with high efficiency, and a method for producing a peptide which comprises the following steps (1) and (2): (1) a step of mixing an N-protected amino acid or an N-protected peptide with a carboxylic acid halide represented by the formula (I) (wherein X represents a halogen atom, R1, R2 and R3 each independently represent an aliphatic hydrocarbon group which may have a substituent, and a total number of the carbon atoms in R1, R2 and R3 is 3 to 40); and (2) a step of mixing the product obtained in the step (1) and a C-protected amino acid or a C-protected peptide is provided.

Abstract: 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 R1, R2, and R3 independently 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 R1R2R3Si group is 18 to 80, and the R1R2R3SiCH2CH2 group 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).

Abstract: The invention provides a method for producing a peptide which includes a step of reacting a peptide in which a C-terminal carboxy group is activated which is obtained by reacting an N-protected peptide represented by the formula (I): P-AA1-OH??(I) a tertiary amine represented by the formula (II): and an acid halide in a flow reactor, with a silylated amino acid or peptide obtained by reacting an amino acid or peptide represented by the formula (III): H-AA2-OH??(III) with a silylating agent, in a flow reactor, wherein, in the formulae (I) to (III), AA1, AA2, P, R1, R2 and R3 are as defined herein.

Abstract: 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).

Abstract: 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, 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).

Abstract: A method for producing a peptide by conducting steps (1) condensing an N-protected amino acid or an N-protected peptide to an N-terminus of a C-protected amino acid or a C-protected peptide represented by formula (II): wherein Y represents an amino acid or a peptide with an unprotected N-terminus; R1, R2 and R3 each independently represent an optionally substituted aliphatic hydrocarbon group, an optionally substituted aromatic hydrocarbon group, or —OR4 (wherein R4 represents an optionally substituted aliphatic or aromatic hydrocarbon group; two of R1, R2 and R3 may form a 5- to 7-membered ring together with the Si atom to which they are bonded; and the R1R2R3Si group has 8 or more carbon atoms and is bonded to a C-terminus of an amino acid or a peptide in Y, and (2) removing the protective group at the N-terminus of the peptide obtained in step (1).

Abstract: A method for manufacturing a fatty acid derivative represented by formula (I) is provided: wherein Z1 is wherein R3 is a protecting group for a hydroxy group; which includes the step of reacting a compound of formula (II): wherein Z2 is the same as Z1 except for when Z1 is Z2 is with a co-oxidizer under the presence of an azaadamantane-N-oxyl derivative.

Abstract: A method for manufacturing a fatty acid derivative represented by formula (I) is provided: wherein Z1 is wherein R3 is a protecting group for a hydroxy group; which includes the step of reacting a compound of formula (II): wherein Z2 is the same as Z1 except for when Z1 is Z2 is with a co-oxidizer under the presence of an azaadamantane-N-oxyl derivative.