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Home Product Unusual Amino Acids & Analogs H-Ser(tBU)-OH

DESCRIPTION

H-Ser(tBu)-OH is O-tert-butyl-L-serine. The serine side-chain hydroxyl is protected as a tert-butyl ether, while the α-amino and α-carboxyl groups remain unprotected.

This protection state is useful as a precursor when a route requires control over the serine hydroxyl but needs a different N-protecting group, ester, salt, or derivatization sequence than standard preassembled Fmoc-Ser(tBu)-OH.

Product Information

Product NameH-Ser(tBu)-OH
Chemical NameO-tert-Butyl-L-serine
Catalog No.AS2017
CAS No.18822-58-7
Molecular FormulaC7H15NO3
Molecular Weight161.20 g/mol
Compound TypeSide-chain O-tert-butyl-protected L-serine
Primary Research UseSerine precursor for route-specific N-protection and peptide/small-molecule synthesis

Selective Side-Chain Protection

The tBu group masks the hydroxyl and reduces undesired O-acylation or other side reactions during transformations at the amino or carboxyl group. The α-amino group can then be converted to Fmoc, Boc, Cbz, an amide, or another route-specific derivative.

Because the carboxyl group remains free, the material can also be esterified or activated according to the target intermediate.

When to Use H-Ser(tBu)-OH Instead of Fmoc-Ser(tBu)-OH

Choose the free-amino precursor when the N-protection must be introduced in-house or when a solution-phase route does not use Fmoc chemistry. For routine automated Fmoc-SPPS, a pre-Fmoc-protected serine derivative is usually more direct.

General Fmoc assembly considerations are summarized in our SPPS practical guide.

Identity and Deprotection Planning

The tBu ether is acid-labile under sufficiently strong conditions. Deprotection should be planned with the full molecule because acid-sensitive groups elsewhere in the route may limit conditions.

Product Documents

MSDS - H-Ser(tBu)-OH (AS2017)

The Safety Data Sheet provides product identification, hazard information, handling and storage guidance, exposure controls, transport information, and regulatory information for laboratory use.

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

What is protected in H-Ser(tBu)-OH?

Only the serine side-chain hydroxyl is protected as a tert-butyl ether; the amino and carboxyl groups are free.

Is H-Ser(tBu)-OH ready for routine Fmoc-SPPS?

Not directly. Routine Fmoc-SPPS generally uses an N-Fmoc derivative such as Fmoc-Ser(tBu)-OH.

Why buy the free-amino form?

It gives flexibility to install a route-specific N-protecting group or perform other derivatization before peptide coupling.

Research Use Only.

H-Ser(tBU)-OH

Catalog No: AS2017
Cas No: 18822-58-7

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