Description

trans-4-(tert-Butyldiphenylsilyloxy)-L-Proline is a high-value, protected amino acid derivative primarily used as a key chiral building block in advanced organic synthesis. This compound is critical for researchers and manufacturers requiring precise stereochemical control in the construction of complex molecules. It is particularly essential for the pharmaceutical and biotechnology industries in the development of peptide-based therapeutics, protease inhibitors, and other bioactive compounds.

Application

• Pharmaceutical Intermediate: A crucial chiral synthon for the synthesis of novel drug candidates, particularly in peptidomimetics and enzyme inhibitors.
• Peptide Chemistry: Used to introduce a protected hydroxyproline moiety into peptide chains, enabling the study of structure-activity relationships (SAR).
• Asymmetric Synthesis: Serves as a starting material or auxiliary in catalytic asymmetric reactions to create enantiomerically pure compounds.
• Protecting Group Strategy: The tert-butyldiphenylsilyl (TBDPS) group provides robust protection for the hydroxyl function during multi-step synthetic sequences.
• Bioconjugation & Probe Development: Useful for creating labeled peptides or molecular probes for biochemical and diagnostic applications.
• Academic & Industrial R&D: Employed in research laboratories for methodological development and the exploration of new chemical entities.

Basic Information

Product Name	trans-4-(tert-Butyldiphenylsilyloxy)-L-Proline
CAS No.	259212-61-8
Molecular Formula	C25H33NO3Si
Molecular Weight	423.63 g/mol
Synonyms	(2S,4R)-1-[(tert-Butyldiphenylsilyl)oxy]-4-hydroxypyrrolidine-2-carboxylic Acid; L-trans-4-(tert-Butyldiphenylsilyloxy)proline; trans-4-O-TBDPS-L-hydroxyproline; (2S,4R)-4-[[tert-Butyl(diphenyl)silyl]oxy]-2-pyrrolidinecarboxylic Acid; TBDPS-L-Hyp-OH; Fmoc-TBDPS-L-Hyp-OH (when referring to the N-Fmoc protected variant); Protected L-Hydroxyproline Derivative
EINECS	Contact for details

Quality Control

Our trans-4-(tert-Butyldiphenylsilyloxy)-L-Proline is manufactured under strict quality management systems. Each batch is subjected to comprehensive analytical testing, including chiral purity verification, to ensure it meets the high standards required for pharmaceutical research and development. A detailed Certificate of Analysis (COA) providing identity, purity, and impurity profiles is supplied with every shipment.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry place at a controlled room temperature (15-25°C). This material is hygroscopic (moisture-sensitive) and must be kept under an inert atmosphere (e.g., nitrogen or argon) after opening to prevent degradation. Keep the container tightly sealed when not in use.

Specification

Item	Specification
Appearance	White to off-white powder
Identification (IR)	Conforms to structure
Identification (HPLC)	Conforms to reference
Assay (HPLC)	≥ 98.0%
Chiral Purity (HPLC)	≥ 99.0% ee
Water Content (KF)	≤ 1.0%
Residue on Ignition	≤ 0.5%

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