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N-Boc-1,6-Diaminohexane is a mono-protected six-carbon diamine. One terminal amine is masked as a Boc carbamate while the opposite amine remains available for acylation, alkylation or other derivatization.
Its practical value is sequential control. A chemist can functionalize one end of the diamine while keeping the second nitrogen temporarily protected, then remove Boc later to expose a second amine.
Product Information
| Product Name | N-Boc-1,6-Diaminohexane |
| Catalog No. | AS2084 |
| CAS No. | 51857-17-1 |
| Molecular Formula | C11H24N2O2 |
| Molecular Weight | 216.32 g/mol |
| Building Block Type | Mono-Boc-protected aliphatic diamine linker |
| Primary Applications | Amide formation; linker synthesis; conjugation intermediates; spacer construction; bifunctional derivatization |
Why Mono-Protection Matters
Unprotected 1,6-diaminohexane contains two comparable primary amines and can produce mixtures when only one end should react. Mono-Boc protection creates directional synthetic control and reduces the need to separate over-functionalized products.
A Six-Carbon Spacer Is Not Neutral
The -(CH2)6- segment adds hydrophobic length and conformational flexibility. In conjugates, this can improve physical separation between two functional groups but can also increase hydrophobicity. We consider linker length a property of the final construct, not simply a convenient synthetic detail.
Boc Deprotection and Orthogonality
Boc is acid-labile. If the second end of the linker is attached to an acid-sensitive group, deprotection timing should be planned before coupling. This product is therefore most useful when the downstream route can tolerate acidic Boc removal.
Relationship to the Fmoc-Protected Analog
Researchers using base-labile protection can compare this material with (9H-Fluoren-9-yl)methyl (6-aminohexyl)carbamate hydrochloride. The carbon skeleton is the same, but protecting-group chemistry and salt form differ.
Procurement and QC Considerations
Confirm CAS 51857-17-1, formula C11H24N2O2 and the mono-Boc structure. For conjugation work, purity should be assessed together with possible residual diamine or bis-protected material because either can alter downstream stoichiometry.
Product Documents
A Safety Data Sheet (SDS / MSDS) is available for this product to support laboratory handling, storage and safety assessment.
Certificates of Analysis (COAs) are batch-specific. Please contact us to request the COA for your product, and we will provide it by email.
Frequently Asked Questions
Which amine is protected?
One terminal amine is Boc-protected; the opposite terminal amine remains free.
Why use a six-carbon diamine linker?
It provides a flexible spacer while retaining a second amine for later functionalization.
How is Boc removed?
Boc is typically removed under acidic conditions compatible with the rest of the molecule.
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