Boc-Phe-(R)-Val-OH

Designed for biological research and industrial applications, not intended for individual clinical or medical purposes.

CAT No: CP26355

CAS No:137828-53-6

Synonyms/Alias:137828-53-6;Boc-Phe-(R)-Val-OH;Boc-Phe-(?)-Val-OH;BOC-PHE--VAL-OH;SCHEMBL3612400;ZINC2560816;FT-0643274

Custom Peptide Synthesis
cGMP Peptide
  • Registration of APIs
  • CMC information required for an IND
  • IND and NDA support
  • Drug master files (DMF) filing
M.F/Formula
C19H30N2O4
M.W/Mr.
350.46

Boc-Phe-(R)-Val-OH is a protected peptide-derived amino acid building block featuring a Boc-protected amino terminus and a dipeptide motif that links phenylalanine to (R)-valine. This stereodefined (R)-valine element makes the material particularly useful when downstream stereochemical control at the valine center is required for structure-activity or conformational studies. The presence of the Boc group and the free carboxylic acid supports its use as a coupling-ready intermediate for assembling short peptide segments in protected form.

1. Stereodefined Dipeptide Assembly

Boc-Phe-(R)-Val-OH is used by peptide synthesis groups to construct stereochemically defined short peptides and peptide fragments where the (R)-valine configuration must be preserved through coupling and subsequent chain extension. In custom peptide manufacturing and academic peptide chemistry workflows, this building block provides a convenient way to introduce the Phe-(R)-Val sequence as a preorganized segment, reducing the risk of stereochemical scrambling during late-stage assembly. The Boc-protected N-terminus supports controlled stepwise synthesis strategies, enabling further functionalization at the remaining reactive carboxyl functionality during segment condensation.

2. Peptide Library And SAR Intermediates

Boc-Phe-(R)-Val-OH is frequently selected as a pharmaceutical intermediate for preparing focused peptide libraries used in medicinal chemistry and structure-activity relationship (SAR) studies. Researchers developing peptidomimetic scaffolds or short bioactive peptide analogs rely on stereodefined building blocks to systematically vary adjacent residues while keeping key stereocenters constant. The protected, coupling-ready format helps streamline the generation of analog series by allowing consistent incorporation of the Phe-(R)-Val motif into larger sequences, including analogs intended for downstream biological screening workflows or physicochemical characterization.

3. Protected Segment For Solution-Phase Synthesis

Boc-Phe-(R)-Val-OH supports solution-phase peptide synthesis and segment condensation approaches where dipeptide building blocks are preferred for efficient coupling and purification. Peptide chemists use this intermediate to build longer protected sequences by reacting the free carboxylic acid functionality with appropriately protected amine partners, while the Boc group maintains the N-terminus in a protected state during assembly. This makes the reagent particularly useful for constructing defined peptide intermediates for subsequent deprotection and final peptide purification steps, including workflows that require careful control over which functional groups remain reactive at each stage.

4. Analytical Standard For Peptide Characterization

Boc-Phe-(R)-Val-OH is also used as a reference material in analytical method development and characterization of peptide intermediates, especially when stereochemical integrity and sequence identity are critical. Analytical chemistry teams employ stereodefined peptide building blocks to validate chromatographic behavior (e.g., retention time consistency) and to support method qualification for LC-based peptide analysis during synthesis campaigns. Having the Boc-protected dipeptide in hand helps ensure that identity checks and impurity profiling are anchored to a well-defined precursor corresponding to the exact Phe-(R)-Val segment used in downstream assembly.

Size
250 mg;1 g;
InChI
1S/C19H30N2O4/c1-13(2)16(17(22)23)20-12-15(11-14-9-7-6-8-10-14)21-18(24)25-19(3,4)5/h6-10,13,15-16,20H,11-12H2,1-5H3,(H,21,24)(H,22,23)/t15-,16-/m0/s1
InChI Key
PPCJIJPKRLPTIF-HOTGVXAUSA-N
Canonical SMILES
CC(C)C(C(=O)O)NCC(CC1=CC=CC=C1)NC(=O)OC(C)(C)C

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