Description

(4R)-1-Boc-4-Methyl-D-Proline CAS NO 871727-77-4 is a high-purity, non-natural amino acid derivative featuring a Boc-protected amine and a methyl-substituted proline ring in the D-configuration. This compound is a critical chiral building block for the synthesis of complex peptides and peptidomimetics, offering precise stereochemical control. It is primarily utilized by pharmaceutical R&D and process chemistry teams for developing active pharmaceutical ingredients (APIs), particularly in the areas of protease inhibitors and other therapeutic peptides.

Application

• Pharmaceutical Intermediate: A key chiral synthon in the research and commercial synthesis of peptide-based drugs and active pharmaceutical ingredients (APIs).
• Protease Inhibitor Development: Used in constructing the core scaffolds for inhibitors targeting various proteases (e.g., HCV NS3/4A, DPP-4).
• Peptidomimetic Chemistry: Serves as a constrained, stereodefined building block to enhance metabolic stability and bioavailability in drug candidates.
• Solid-Phase Peptide Synthesis (SPPS): Employed in Fmoc/t-Boc SPPS protocols for introducing a methylated proline analog with specific stereochemistry.
• Chemical Biology & Probe Design: Useful for creating labeled peptides or activity-based probes to study enzyme function and protein-protein interactions.
• Process Chemistry & Scale-Up: Supplied in development and commercial quantities for route scouting and GMP manufacturing of advanced intermediates.

Basic Information

Product Name	(4R)-1-Boc-4-Methyl-D-Proline
CAS No.	871727-77-4
Molecular Formula	C12H21NO4
Molecular Weight	243.30 g/mol
Synonyms	1-(tert-Butoxycarbonyl)-4-methyl-D-proline; (R)-1-Boc-4-methylpyrrolidine-2-carboxylic acid; (4R)-1-[(tert-Butoxy)carbonyl]-4-methyl-D-proline; D-4-Methylproline, N-Boc-protected; Boc-4-Me-D-Pro-OH; tert-Butyl (4R)-4-methyl-2,5-dihydro-1H-pyrrole-1-carboxylate-2-carboxylic acid; (R)-1-Boc-4-methylproline; N-Boc-trans-4-methyl-D-proline
EINECS	Contact for details

Quality Control

Our (4R)-1-Boc-4-Methyl-D-Proline is manufactured under strict quality systems. Each batch undergoes comprehensive analytical testing, including chiral HPLC to ensure enantiomeric purity and identity confirmation by NMR and IR spectroscopy. We provide Certificates of Analysis (COA) with detailed specifications for all critical parameters, supporting its use in regulated research and development environments.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry place at 15-25°C. This material is hygroscopic (moisture-sensitive); keep the container tightly sealed in a dry environment to prevent degradation. For long-term storage (over 12 months), consider storage at 2-8°C under inert atmosphere.

Specification

Item	Specification
Appearance	White to off-white crystalline powder
Identification (IR)	Conforms to structure
Identification (NMR)	Conforms to structure
Assay (HPLC)	≥98.0%
Chiral Purity (HPLC)	≥99.0% ee
Loss on Drying	≤0.5%
Residue on Ignition	≤0.1%
Heavy Metals	≤10 ppm

Note: Specifications can be tailored. Please contact us for the detailed technical data sheet of a specific grade.