$3446.00 - $10338.00
Boc-4-amino-2,2-dimethylbutyric acid is a noncanonical amino-acid-like building block with a terminal Boc-protected amine and a free carboxylic acid. The amino and acid groups are separated by a gamma-amino-acid framework containing a gem-dimethyl center.
We recommend this material when the synthetic goal is to control spacing or conformational bias. It should not be marketed as a direct replacement for one natural residue. For procurement, confirm the exact scaffold, assay and any route-specific residual impurities that could complicate downstream coupling.
Product Information
| Product Name | Boc-4-amino-2,2-dimethylbutyric acid |
| Catalog No. | AS4035 |
| CAS No. | 153039-17-9 |
| Molecular Formula | C11H21NO4 |
| Molecular Weight | 231.29 g/mol |
| Chemical Identity | 4-[(tert-butoxycarbonyl)amino]-2,2-dimethylbutanoic acid |
| Primary Applications | Peptidomimetics, noncanonical backbone design, linker/spacer synthesis and medicinal chemistry |
What the gem-dimethyl center changes
Geminal methyl groups add steric bulk and can alter conformational preference, hydrophobic surface area and the effective spacing between functional groups. This makes the building block useful for linker engineering and peptidomimetic design, where a standard alpha-amino-acid geometry may be too restrictive.
Functional-group sequence in synthesis
The carboxyl group can be activated first while the terminal amine remains Boc-protected. Acidic Boc removal then exposes the amine for another coupling or conjugation step. Because the scaffold is noncanonical, route design should be based on the actual structure rather than on assumptions from standard amino-acid behavior.
Procurement and QC Considerations
Confirm CAS 153039-17-9, the stated molecular formula and lot-specific analytical identity. Review the COA together with the MSDS when the material will be used in sequence-sensitive or process-development work.
Product Documents
A Safety Data Sheet (SDS / MSDS) is available for this product to support laboratory handling, storage and safety assessment.
MSDS_AS4035_Boc-4-amino-22-dimethylbutyric_acid
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
Is this a standard alpha-amino acid?
No. It is a noncanonical gamma-amino-acid-like scaffold with a gem-dimethyl center.
What does the Boc group protect?
It protects the terminal amino group, leaving the carboxyl group available for coupling.
Why use a gem-dimethyl spacer?
It can change steric profile, conformational preference and spacing in peptidomimetic or linker designs.
Related Technical Resources
Browse related specialty peptide building blocks for protected amino acids, fragments and noncanonical synthesis intermediates.
For complete sequence work using this chemistry, see our specialty-residue peptide synthesis.