Boc-Ser(tBu)-OH is a fundamental building block in solid-phase peptide synthesis (SPPS), where the Boc protecting group strategy remains one of the two dominant methodologies — alongside Fmoc chemistry — for assembling peptides of therapeutic and research interest. The orthogonal protection scheme of Boc-Ser(tBu)-OH — acid-labile Boc for the amine and acid-labile tert-butyl ether for the hydroxyl — allows for selective manipulation of functional groups during peptide chain elongation, making Boc-Ser(tBu)-OH a critical component in the synthesis of phosphopeptides, glycopeptides, and other post-translationally modified peptide sequences. As a chiral, non-racemizing amino acid derivative, Boc-Ser(tBu)-OH preserves the S-configuration of the natural amino acid, ensuring that the stereochemical integrity of the final peptide product is maintained throughout the synthetic workflow. The tert-butyl ether protection of the serine hydroxyl in Boc-Ser(tBu)-OH is particularly valuable because it can be removed under mildly acidic conditions (e.g., TFA) simultaneously with the Boc group, simplifying the final deprotection step. Beyond peptide synthesis, Boc-Ser(tBu)-OH also serves as a versatile intermediate in the preparation of serine-derived pharmaceuticals, enzyme inhibitors, and biologically active small molecules, demonstrating the broad utility of this protected amino acid in medicinal chemistry and drug discovery programs.
Product Parameters
|
Parameter |
Specification |
|
Product Name |
Boc-Ser(tBu)-OH |
|
CAS Number |
13734-38-8 |
|
Molecular Formula |
|
|
Molecular Weight |
|
|
Appearance |
White to off-white powder |
|
Density |
1.087 ± 0.06 g/cm³ (predicted) |
|
Boiling Point |
383.1 ± 37.0 °C (predicted) |
|
Storage Condition |
2–8 °C, sealed, dry |
|
pKa |
3.55±0.10 |
Why Cosperpharm?
Stereochemical integrity is non-negotiable. The S-configuration of Boc-Ser(tBu)-OH must be preserved throughout peptide assembly. Any racemization in the starting material will propagate through the synthetic sequence and compromise the biological activity of the final peptide. Our analytical release protocol includes chiral HPLC verification of enantiomeric purity, optical rotation confirmation ([α]²⁰/D +8.0±2°, c=3 in DMF), and identity confirmation by NMR — because your peptide’s biological function depends on the stereochemical quality of this building block.
Documentation that supports regulatory submission. Every shipment includes a Certificate of Analysis (COA) with batch-specific HPLC purity, optical rotation data, and residual solvent analysis. DMF-ready documentation, stability summaries, and custom quality agreements are available upon request for customers developing peptide-based therapeutics or ANDA filings.
Flexible supply across all development stages. Cosperpharm supplies Boc-Ser(tBu)-OH from gram-scale R&D quantities for peptide sequence screening and method development, to kilogram-scale batches for process validation and commercial peptide manufacturing. R&D samples ship within 5–7 business days; bulk orders ship within 2–3 weeks.
Technical support for the full synthetic cascade. Our process chemistry team can advise on coupling conditions, deprotection strategies, and analytical methods for detecting process-related impurities — because we have worked extensively with Boc-protected amino acids across multiple peptide manufacturing campaigns.
Global reach with transparent pricing. Cosperpharm ships to pharmaceutical manufacturers, CROs, and analytical laboratories worldwide, with full customs documentation included. Volume discounts apply at kilogram scales, and we communicate lead times upfront — no hidden fees, no unexpected delays.
Product Advantages
Boc-Ser(tBu)-OH features a carefully designed orthogonal protection scheme: the Boc group protects the α-amino functionality, while the tert-butyl ether protects the side-chain hydroxyl. This dual protection allows for selective deprotection under different conditions — the Boc group is cleaved by TFA, while the tert-butyl ether requires stronger acidic conditions — enabling chemists to build complex peptide sequences with precise control over functional group manipulation.
Chiral Purity Preserved
As an L-serine derivative, Boc-Ser(tBu)-OH maintains the S-configuration at the α-carbon, with documented specific rotation [α]²⁰/D +8.0±2° (c=3 in DMF). This stereochemical integrity is essential for the biological activity of peptide therapeutics, as even minor racemization can significantly alter receptor binding and pharmacokinetic properties.
Versatile Building Block for Post-Translationally Modified Peptides
The tert-butyl ether protection of the serine hydroxyl in Boc-Ser(tBu)-OH makes it the precursor of choice for synthesizing phosphoserine-containing peptides, O-glycosylated peptides, and other post-translationally modified sequences. The protecting group can be removed under conditions compatible with the rest of the peptide chain, facilitating the synthesis of biologically relevant peptide probes and therapeutics.
Dual-Use: Peptide Synthesis Intermediate and Analytical Reference Standard
Cosperpharm supplies Boc-Ser(tBu)-OH at two quality levels: industrial grade (≥98% HPLC) for use as a synthetic building block in peptide manufacturing; and reference standard grade (≥95% HPLC with full characterization) for analytical method development, QC testing, and impurity profiling in peptide drug substance and drug product.
Broad Utility Across Peptide Therapeutics
Boc-Ser(tBu)-OH is employed in the synthesis of a wide range of peptide-based therapeutics, including enzyme inhibitors, receptor agonists and antagonists, antimicrobial peptides, and peptide hormones. Its dual protection strategy makes it particularly valuable for the synthesis of phosphopeptides and glycopeptides, which are increasingly important targets in drug discovery programs.
FAQ
A: Boc-Ser(tBu)-OH has both the amino group protected by a Boc group AND the side-chain hydroxyl protected by a tert-butyl ether. Boc-Ser-OH (or Boc-L-serine) has only the amino group protected, leaving the hydroxyl free. The dual protection in Boc-Ser(tBu)-OH allows for selective manipulation during peptide synthesis and is essential for synthesizing peptides where the serine hydroxyl must remain protected until a later stage.
Q2: What are the primary applications of Boc-Ser(tBu)-OH?
A: Boc-Ser(tBu)-OH is primarily used as a building block in solid-phase peptide synthesis (SPPS). It is also employed in the synthesis of phosphopeptides, glycopeptides, serine-derived pharmaceuticals, enzyme inhibitors, and biologically active small molecules.
Product Quality Assurance
Thorough analytical characterization. Each batch undergoes multi-technique analytical release testing: HPLC purity (≥98.0% industrial grade; ≥95.0% reference standard grade, with full chromatographic traceability), optical rotation verification ([α]²⁰/D +8.0±2°, c=3 in DMF), appearance verification (white to off-white powder), water content determination (Karl Fischer <0.5%), residual solvent analysis (GC), and where applicable, ¹H NMR and MS confirmation of molecular identity.
Full batch traceability with retention samples. From raw material procurement (L-serine from qualified suppliers) through Boc protection, tert-butylation, purification, and final packaging, every step is fully documented and traceable. Each batch receives a unique lot number with sufficient retention samples maintained in accordance with Cosperpharm quality procedures.
Stability monitoring program. Cosperpharm conducts ongoing stability studies under recommended storage conditions: long-term storage at –20 °C under inert atmosphere, with accelerated stability studies (40 °C / 75% RH) conducted on representative batches. Stability summaries are updated regularly, with full data packages available to support customer regulatory submissions. Shelf life: 3 years at –20 °C; 2 years at 4 °C.
Documentation ready for regulatory submission. Every shipment includes a Certificate of Analysis (COA) with batch-specific purity and characterization data, a Material Safety Data Sheet (SDS), and customs documentation for international delivery. For customers preparing regulatory filings for peptide-based therapeutics, Cosperpharm provides DMF-ready documentation packages, method validation reports, stability data, and custom quality agreements upon request.
Customer-initiated quality audits. Qualified customers are welcome to audit Cosperpharm's manufacturing, quality control, and documentation facilities. Please contact our regulatory team to schedule an audit. ISO compliance documentation is available upon request.
Contact Us
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No. 2 Yangguang 3rd Road, Duodao Chemical Cycle Industrial Park, Jingmen City, Hubei Province, China
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