Solid phase peptide synthesis of peptide alcohols

A solid phase depsipeptide having the following formula (III):

• wherein
• represents a solid support appropriate for peptide synthesis,
• the fragment A represents the amine-Cα(residue)- of an amino acid chosen in the group of natural or unnatural amino acids,
• n is an integer from 1 to 10,
• each R4 is independently selected from the group comprising a hydrogen atom, a C1-C6 alkyl group, a C2-C6 alkenyl group, a C2-C10 alkynyl group, a (C4-C12) monocyclic or polycyclic saturated hydrocarbonated group, a —(C1-C10 alkyl)-(C4-C12) monocyclic or polycyclic saturated hydrocarbonated group, a (C4-C12) monocyclic or polycyclic unsaturated hydrocarbonated group, a —(C1-C10 alkyl)-(C4-C12) monocyclic or polycyclic unsaturated hydrocarbonated group, said groups being non substituted or substituted by 1 to 10 fluorine atoms, 1 to 5-NRR′, 1 to 5 SH, 1 to 5OR, 1 to 5COR, 1 to 5COOR, 1 to 5CONRR′, 1 to 5NHCONH2, and/or 1 to 5NHC(NH)NH2 moieties wherein R and R′ are independently from one another selected from the group comprising a hydrogen atom, a C1-C6 alkyl group, a C2-C6 alkenyl group, a C2-C10 alkynyl group, a (C4-C12) monocyclic or polycyclic saturated hydrocarbonated group, a —(C1-C10 alkyl)-(C4-C12) monocyclic or polycyclic saturated hydrocarbonated group, a (C4-C12) monocyclic or polycyclic unsaturated hydrocarbonated group, a —(C1-C10 alkyl)-(C4-C12) monocyclic or polycyclic unsaturated hydrocarbonated group, and
• m is an integer from 1 to 100,
• each R5 and R6 are independently chosen from the group comprising a hydrogen atom, a fluorine atom, a C1-C20 alkyl group, a C2-C10 alkenyl group, a C2-C10 alkynyl group, a (C4-C12) monocyclic or polycyclic hydrocarbonated group, a —(C1-C10 alkyl)-(C4-C12) monocyclic or polycyclic hydrocarbonated group, a —(C1-C10 alkyl)-S—(C1-C10 alkyl) group, a —(C1-C10 alkyl)-indol-2-yl group, —a (C1-C10 alkyl)-imidazolyl group, said groups being non substituted or substituted by 1 to 10 fluorine atoms, 1 to 5-NRR′, 1 to 5SH, 1 to 5OR, 1 to 5COR, 1 to 5COOR, 1 to 5CONRR′, 1 to 5NHCONH2, and/or 1 to 5NHC(NH)NH2 moieties wherein R and R′ are independently from one another chosen from the group comprising a hydrogen atom, a C1-C6 alkyl group, a C2-C6 alkenyl group, a C2-C10 alkynyl group, a (C4-C12) monocyclic or polycyclic saturated hydrocarbonated group, a —(C1-C10 alkyl)-(C4-C12) monocyclic or polycyclic saturated hydrocarbonated group, a (C4-C12) monocyclic or polycyclic unsaturated hydrocarbonated group, a —(C1-C10 alkyl)-(C4-C12) monocyclic or polycyclic unsaturated hydrocarbonated group,
• each R7 are independently chosen from the group comprising a hydrogen atom, a C1-C6 alkyl group, a C2-C6 alkenyl group, a C2-C6 alkynyl group, a (C4-C12) monocyclic or polycyclic saturated hydrocarbonated group, a —(C1-C10 alkyl)-(C4-C12) monocyclic or polycyclic saturated hydrocarbonated group, a (C4-C12) monocyclic or polycyclic unsaturated hydrocarbonated group, a —(C1-C10 alkyl)-(C4-C12) monocyclic or polycyclic unsaturated hydrocarbonated group, or a CO—R group, wherein R represents a hydrogen, a C1-C6 alkyl group, a C2-C6 alkenyl group, a C2-C10 alkynyl group, a (C4-C12) monocyclic or polycyclic saturated hydrocarbonated group, a —(C1-C10 alkyl)-(C4-C12) monocyclic or polycyclic saturated hydrocarbonated group, a (C4-C12) monocyclic or polycyclic unsaturated hydrocarbonated group, or a —(C1-C10 alkyl)-(C4-C12) monocyclic or polycyclic unsaturated hydrocarbonated group,
• or R7 and R5, and/or R7 and R6 can form together with the atoms which carry them a monocyclic or polycyclic moiety wherein each ring is a 3- to 10-membered hydrocarbonated ring, saturated or unsaturated, the number of rings being comprised between 1 and 5, non substituted or substituted by 1 to 10 fluorine atoms, 1 to 5-NRR′, 1 to 5SH, 1 to 5OR, 1 to 5COR, 1 to 5COOR, 1 to 5CONRR′, 1 to 5NHCONH2, and/or 1 to 5NHC(NH)NH2 moieties wherein R and R′ are independently from one another chosen from the group comprising a hydrogen atom, a C1-C6 alkyl group, a C2-C6 alkenyl group, a C2-C10 alkynyl group, a (C4-C12) monocyclic or polycyclic saturated hydrocarbonated group, a —(C1-C10 alkyl)-(C4-C12) monocyclic or polycyclic saturated hydrocarbonated group, a (C4-C12) monocyclic or polycyclic unsaturated hydrocarbonated group, or a —(C1-C10 alkyl)-(C4-C12) monocyclic or polycyclic unsaturated hydrocarbonated group,
• P2 represents a hydrogen atom or an N-protecting group, and
• each C2 can independently have an R or S configuration if said C2 is an asymmetrical carbon.