Fmoc-Ida(OAll)-OH: identity and synthesis considerations
Fmoc-Ida(OAll)-OH is an Fmoc-protected iminodiacetic acid derivative with one free carboxylic acid and one allyl ester. Its nitrogen connects two methylene-carboxyl arms for sequential functionalization.
| Catalog No. | AS4168 |
|---|---|
| CAS No. | 620098-27-3 |
| Molecular formula | C22H21NO6 |
| Molecular weight | 395.41 g/mol |
Protection pattern
OAll is an allyl carboxyl ester, not an Alloc-protected amino group. Fmoc protects nitrogen while one -COOH remains available for coupling. The protected starting material has no carbon stereocenter and is not a conventional alpha-amino acid.
Sequential functionalization
The free acid can form an amide while the second carboxyl function remains esterified. Allyl-ester removal later reveals that acid. If Fmoc is removed first, the exposed nitrogen is a secondary amine; plan the order of activation around the actual intermediate.
Deprotection compatibility
Fmoc removal commonly uses basic conditions, whereas allyl ester removal is commonly palladium-mediated. Check catalyst, scavenger and substrate compatibility, including residual-metal control where needed.
Route selection
Compare this topology with specialty peptide building blocks. For multi-stage selective coupling, chemical peptide synthesis support can help plan protection order and characterization.
Product Documents
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
How many free carboxyl groups are present?
One. The other carboxyl function is protected as an allyl ester.
Does OAll mean Alloc?
No. OAll identifies the allyl ester of a carboxyl group here.
Is this chiral?
No carbon stereocenter is present in this protected iminodiacetic acid framework.
Research Use Only. Not for human or veterinary use.