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Home Product Protected Amino Acids, Resins & Reagents Specialty Peptide Building Blocks Boc-Asp(OMe)-OH

DESCRIPTION

Boc-Asp(OMe)-OH is Nα-Boc-L-aspartic acid with the side-chain β-carboxyl group protected as a methyl ester. CAS 59768-74-0 and formula C10H17NO6 identify the 4-methyl ester; the current Alan H1 uses the abbreviation Boc-Asp(Oe)-OH, which should not be interpreted as an ethyl ester.

For a conventional Fmoc/tBu Asp building block, compare Fmoc-Asp(OtBu)-OH. The two products differ in both N-protection and side-chain ester chemistry.

Product Information

Product NameBoc-Asp(OMe)-OH
Catalog No.AS2027
CAS No.59768-74-0
Molecular FormulaC10H17NO6
Molecular Weight247.25 g/mol
Building Block TypeNα-Boc-L-aspartic acid side-chain methyl ester
Primary ApplicationsProtected Asp intermediate synthesis; solution-phase peptide chemistry; side-chain ester route development; Boc-compatible coupling

Why the Methyl Ester Is the Critical Identity Feature

A methyl ester and an ethyl or tert-butyl ester are different compounds with different masses and deprotection behavior. CAS 59768-74-0 is independently indexed as Boc-L-aspartic acid 4-methyl ester, so the protection state should be written as OMe in technical documentation.

Boc and OMe Do Not Share the Same Deprotection Trigger

Boc is acid-labile, while a methyl ester is generally removed by hydrolytic or saponification chemistry rather than simply disappearing during TFA cleavage. This can be useful when the side-chain carboxyl must remain protected through an acidic operation.

Asp Sequence Chemistry Still Requires Attention

Once Asp is incorporated into a peptide, downstream side reactions depend on the full sequence and synthesis conditions. The SPPS practical guide explains why side-chain protection alone does not define the entire behavior of an Asp-containing sequence.

Procurement and QC

Confirm CAS 59768-74-0, formula C10H17NO6, MW 247.25 g/mol, L stereochemistry, Nα-Boc protection, and the 4-methyl ester structure. Do not purchase this material based on the ambiguous 'Oe' abbreviation without checking the CAS and structure.

Procurement and QC Considerations

For an Asp-containing route that uses methyl-ester orthogonality, downstream hydrolysis and peptide-coupling steps can be evaluated through custom peptide synthesis.

Product Documents

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

Boc-Asp(OMe)-OH MSDS

Frequently Asked Questions

Is CAS 59768-74-0 an ethyl ester?

No. Independent supplier records identify it as Boc-Asp(OMe)-OH, the 4-methyl ester.

Which carboxyl group is free?

The α-carboxyl group is free for coupling; the side-chain β-carboxyl is methyl-ester protected.

How is OMe different from OtBu?

OMe generally requires hydrolysis for removal, while OtBu is acid-labile.

Related Technical Resources

Research Use Only.

Boc-Asp(OMe)-OH

Catalog No: AS2027
Cas No: 59768-74-0

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