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Home Product Protected Amino Acids, Resins & Reagents Specialty Peptide Building Blocks BOC-L-Pro-NH2

DESCRIPTION

BOC-L-Pro-NH2 is the carboxamide derivative of N-Boc-L-proline. The pyrrolidine nitrogen is Boc-protected and the former carboxyl group is present as a primary amide.

This difference matters synthetically: Boc-L-Pro-NH2 is not an ordinary amino-acid coupling monomer with a free carboxyl group. It is most useful when the desired structure specifically contains a prolinamide terminus or when the amide is an intermediate in a broader synthetic route.

Product Information

Product NameBOC-L-Pro-NH2
Catalog No.AS2067
CAS No.35150-07-3
Molecular FormulaC10H18N2O3
Molecular Weight214.26 g/mol
Building Block TypeN-Boc-protected L-prolinamide
Primary ApplicationsProlinamide intermediate synthesis; terminal amide motif preparation; solution-phase coupling; medicinal-chemistry research

Why the Amide Changes Its Role

Converting the proline carboxyl group to CONH2 removes the standard carboxylic-acid handle used for normal peptide elongation. The reagent therefore belongs in terminal-motif or intermediate chemistry rather than being treated as a drop-in replacement for Boc-Pro-OH.

Proline Still Constrains Backbone Geometry

The five-membered pyrrolidine ring fixes the amino nitrogen within the ring and restricts local backbone geometry. In final peptide-like structures, proline-derived motifs can influence turns and cis/trans amide behavior.

Boc Protection and Downstream Chemistry

The ring nitrogen is protected with acid-labile Boc. Deprotection should be scheduled around other acid-sensitive functionality because the prolinamide itself does not provide a second peptide-coupling handle at the carbonyl end.

Procurement and QC

Confirm CAS 35150-07-3, formula C10H18N2O3 and MW 214.26 g/mol. The key identity check is prolinamide versus Boc-proline: their functionality and downstream synthetic behavior are different.

For a peptide requiring a C-terminal prolinamide or other nonstandard terminal chemistry, the route can be planned as part of custom peptide synthesis rather than assuming conventional resin cleavage will automatically provide the same structure.

Product Documents

A Safety Data Sheet (SDS / MSDS) is available for this product to support laboratory handling, storage and safety assessment.

BOC-L-Pro-NH2 MSDS

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 Boc-L-Pro-NH2 a normal peptide-coupling amino acid?

No. Its carboxyl group has already been converted to a primary amide.

Where is the Boc group?

Boc protects the proline ring nitrogen.

Why use a prolinamide derivative?

It provides a defined prolinamide motif or a protected intermediate for further synthesis.

Related Technical Resources

Review the current SPPS workflow

Explore specialty protected intermediates

Research Use Only.

BOC-L-Pro-NH2

Catalog No: AS2067
Cas No: 35150-07-3

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