In today’s world where synthetic peptides and peptide conjugates are being extensively used as therapeutic and diagnostic agents,1 the solid phase peptide synthesis has played vital role in bringing up these agents to live. However, the crucial aspect for making these agents is that they need multiple solid phase synthesis of individual polypeptide chains, which makes the chemical synthesis of these large peptides (such as insulin-like peptides, peptide-peptide conjugates, etc.) a labour intensive and tedious process. We envisaged the use of chemically cleavable linker at the N-terminus of first polypeptide will allow the synthesis of second polypeptide chain on the same solid support. This general method of building two polypeptide chain on solid phase can be applied to any peptides with multiple chains as well as to peptide conjugates. We will report our one step strategy of synthesizing a dimedone based N-terminal cleavable linker and its application in the synthesis of designer peptides,2 and peptide conjugates3 which consist of two polypeptide chains bound by either one or two disulfide bonds. Our novel bis-linker being compatible with various bio-conjugation and disulfide bond forming conditions is an efficient tool for the synthesis of two or more polypeptide chains on a single solid support.