Description

Benzyl tert-butyl ethane-1,2-diyldicarbamate (CAS No. 77153-05-0) is a high-purity organic compound with the molecular formula C₁₅H₂₂N₂O₄. Also known by its IUPAC name benzyl N-[2-[(2-methylpropan-2-yl)oxycarbonylamino]ethyl]carbamate, this specialized chemical is widely utilized in peptide synthesis and pharmaceutical research as a protecting group reagent. The compound features both benzyloxycarbonyl (Cbz) and tert-butoxycarbonyl (Boc) protecting groups, making it invaluable for orthogonal protection strategies in complex organic syntheses. Our product is rigorously tested to ensure ≥95% purity (HPLC) and is supplied as a white to off-white crystalline powder, packaged under inert conditions to guarantee stability. Ideal for researchers requiring precise control over amine protection/deprotection steps in multi-step synthetic routes.

Properties

• CAS Number: 77153-05-0
• Complexity: 333
• IUPAC Name: tert-butyl N-[2-(benzyloxycarbonylamino)ethyl]carbamate
• InChI: InChI=1S/C15H22N2O4/c1-15(2,3)21-14(19)17-10-9-16-13(18)20-11-12-7-5-4-6-8-12/h4-8H,9-11H2,1-3H3,(H,16,18)(H,17,19)
• InChI Key: KSRSLPBOKBJBBE-UHFFFAOYSA-N
• Exact Mass: 294.15795719
• Molecular Formula: C15H22N2O4
• Molecular Weight: 294.35
• SMILES: CC(C)(C)OC(=O)NCCNC(=O)OCC1=CC=CC=C1
• Topological: 76.7
• Monoisotopic Mass: 294.15795719
• Synonyms: 77153-05-0, Benzyl tert-butyl ethane-1,2-diyldicarbamate, N-CBZ-N’-BOC-ETHYLENEDIAMINE, 1-CBZ-AMINO-2-BOC-AMINO-ETHANE, NSC668025, benzyl N-[2-[(2-methylpropan-2-yl)oxycarbonylamino]ethyl]carbamate, N-Boc-N’-Cbz-Ethylenediamine, MFCD08098460, (2-Tert-Butoxycarbonylamino-ethyl)-carbamic acid benzyl ester, CHEMBL1969605, SCHEMBL15202883, DTXSID40327586, KSRSLPBOKBJBBE-UHFFFAOYSA-N, AKOS000425352, NSC-668025, NCI60_023718, tert-butyl N-[2-(benzyloxycarbonylamino)ethyl]carbamate

Application

Benzyl tert-butyl ethane-1,2-diyldicarbamate serves as a dual-protected diamine building block in solid-phase peptide synthesis (SPPS), enabling selective deprotection of either the Cbz or Boc groups under different conditions. The compound finds particular utility in medicinal chemistry for constructing complex molecular architectures requiring differentiated amine protection. Its orthogonal protecting group combination allows sequential deprotection strategies essential for synthesizing branched peptides and heterocyclic compounds. Researchers also employ this reagent in the development of novel drug candidates where controlled amine reactivity is required.

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