N-Boc-N-methylethylenediamine

N-Boc-N-methylethylenediamine (CAS 121492-06-6) is a strategically protected aliphatic diamine engineered for peptide mimetic synthesis, heterocyclic construction, and linker development in medicinal chemistry. This molecule integrates an ethylenediamine backbone—a flexible two-carbon spacer prevalent in bioactive molecules—with orthogonal functionalization: one nitrogen atom bears an acid-labile Boc (tert-butoxycarbonyl) protecting group, while the other carries a methyl substituent. This differential substitution pattern enables selective deprotection and sequential functionalization, allowing chemists to introduce distinct moieties at each nitrogen terminus. The methyl group provides metabolic stability and modulates basicity compared to unsubstituted ethylenediamine, while the Boc group ensures compatibility with base-sensitive reactions and facilitates purification. This intermediate is particularly valuable for constructing imidazolidines, piperazines, macrocyclic scaffolds, and drug-linker conjugates where controlled nitrogen reactivity is critical. Manufactured under controlled conditions, it supports drug discovery programs requiring modular access to differentially protected aliphatic diamine architectures.

Property

Product Name	N-Boc-N-methylethylenediamine
CAS Number	121492-06-6
Chinese Name	N-Boc-N-甲基乙二胺
Synonyms	tert-Butyl (2-aminoethyl)(methyl)carbamate; N-Boc-N’-methylethylenediamine; C₈H₁₈N₂O₂ protected diamine; Boc-Me-EDA
Chinese Synonyms	叔丁基 (2-氨基乙基)(甲基) 氨基甲酸酯; N-Boc-N’-甲基乙二胺; Boc-甲基乙二胺; 保护性二胺中间体
Molecular Formula	C₈H₁₈N₂O₂
Molecular Weight	174.24 g/mol
Purity	≥ 98% (GC/HPLC area normalization)
Product Category	Pharmaceutical Intermediates / Protected Amines / Aliphatic Diamines
Appearance	Colorless to Pale Yellow Liquid
Boiling Point	~240-250°C at 760 mmHg (estimated)
Density	~0.95 g/cm³ (estimated)
Storage Conditions	Store in a cool, dry, well-ventilated area away from light and moisture. Keep container tightly closed under inert atmosphere (nitrogen). Protect from strong acids to avoid premature Boc deprotection.
Shelf Life	18-24 months under recommended storage conditions
Packaging	100mg/vial, 500mg/vial, 1g/bottle, 5g/bottle, or customized according to customer requirements
Applications	Peptide mimetic synthesis, heterocyclic construction (imidazolidines/piperazines), drug-linker conjugate development, macrocyclic scaffold synthesis, sequential functionalization of diamines
Reactivity	Suitable for selective Boc deprotection (TFA/HCl), free amine acylation/alkylation, reductive amination, heterocyclic cyclization, and orthogonal protection strategies
Special Note	✅ Differentially Protected Diamine—enables sequential N-functionalization. Methyl group modulates basicity vs. unsubstituted analogs. Acid-Sensitive Boc—avoid strong acids during storage. Part of our protected amine building block series.