Boc-D-Phe-OH (N-α-tert-Butoxycarbonyl-D-phenylalanine) is a protected D-phenylalanine derivative featuring a tert-butyloxycarbonyl (Boc) group attached to the α-amino functionality. The molecule consists of a D-configuration phenylalanine core — a chiral amino acid with a benzyl side chain — with the Boc protecting group shielding the amino group from unwanted side reactions.
Boc-D-Phe-OH is a cornerstone building block in Boc-strategy solid-phase peptide synthesis, enabling the reliable incorporation of D-phenylalanine residues into custom peptide sequences. The Boc protecting group in Boc-D-Phe-OH allows for selective coupling during peptide chain assembly while preventing unwanted side reactions at the amino functionality. As a D-amino acid derivative, Boc-D-Phe-OH is particularly valuable in the development of peptide-based pharmaceuticals and biologically active compounds where resistance to enzymatic degradation is desired. Whether used in research laboratories for exploring D-peptide biology or in pharmaceutical development for creating metabolically stable therapeutic peptides, Boc-D-Phe-OH delivers the stereochemical purity and batch-to-batch consistency that peptide chemists require.
Product Parameters
Parameter
Specification
Product Name
Boc-D-Phe-OH
CAS Number
18942-49-9
Molecular Formula
C₁₄H₁₉NO₄
Molecular Weight
265.3g/mol
Appearance
White fine crystalline powder
Melting Point
78–85°C
Boiling Point
408.52 °C (rough estimate)
Density
1.1356 g/cm³ (rough estimate)
Optical Rotation
[α]²⁰/D −25 ± 1° (c = 1% in ethanol)
Water Solubility
Insoluble
Storage Temperature
2–8 °C
Synthetic Route
L-phenylalanine was suspended in dioxane solution and subjected to acylation with tert-butoxycarbonyl azide to yield a crude product, which was subsequently purified by ether extraction, hydrochloric acid acidification, and recrystallization.
Product Quality Assurance
Cosperpharm has established a comprehensive quality assurance system for Boc-D-Phe-OH that meets the rigorous expectations of peptide synthesis and pharmaceutical research applications:
Thorough analytical characterization. Each batch undergoes multi-technique analytical release testing: HPLC purity (≥98.0%), enantiomeric purity verification (≥99.5% a/a), optical rotation confirmation ([α]²⁰/D −25 ± 1°, c = 1% in ethanol), appearance verification (white to slight yellow to beige powder), and identity confirmation (IR).
Full batch traceability with retention samples. From raw material procurement through Boc protection, purification, drying, 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 (2–8 °C). Stability summaries are available to support customer quality requirements.
Documentation ready for quality systems. Every shipment includes a Certificate of Analysis (COA) with batch-specific purity and characterization data, a Safety Data Sheet (SDS), and customs documentation for international delivery. Custom quality agreements and additional documentation packages are available 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.
Application Scenarios
Boc Solid-Phase Peptide Synthesis (SPPS)
Boc-D-Phe-OH is the standard building block for introducing D-phenylalanine residues into peptide sequences via Boc SPPS. The Boc protecting group enables selective deprotection under acidic conditions, allowing for sequential amino acid coupling.
D-Peptide Therapeutic Development
The D-configuration of Boc-D-Phe-OH imparts resistance to proteolytic degradation when incorporated into peptides. This property is critical for developing peptide-based pharmaceuticals with improved metabolic stability and extended in vivo half-life.
Pharmaceutical Research
Boc-D-Phe-OH is widely utilized in research focused on the development of pharmaceuticals and biologically active compounds. D-phenylalanine-containing peptides are investigated for various therapeutic applications including antimicrobial, anticancer, and neurological indications.
Peptidomimetic Synthesis
As a D-amino acid building block, Boc-D-Phe-OH is used in the synthesis of peptidomimetics — compounds that mimic the structure and function of natural peptides while offering improved pharmacological properties.
Biochemical Reagent Preparation
Boc-D-Phe-OH serves as a key starting material in the preparation of various biochemical reagents and specialized research tools.
Process Development & Scale-Up
Pharmaceutical process chemists use Boc-D-Phe-OH for reaction optimization, impurity mapping, and development of scalable manufacturing routes for D-peptide-based therapeutics. Cosperpharm provides characterization data and process support for seamless scale-up from laboratory to pilot plant.
Contact Us
Sourcing Boc-D-Phe-OH for your peptide synthesis campaign, pharmaceutical development program, or research project should be straightforward. Cosperpharm makes it simple with reliable supply, verified quality, and responsive technical support. Reach out to our team today — we're ready to help you move your project forward.
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