1. Product Overview & Specifications

(3R,4S)-1-Benzoyl-4-phenyl-3-[(triethylsilyl)oxy]-2-azetidinone (CAS 149249-91-2) is a chiral β-lactam intermediate widely used in asymmetric synthesis. Key parameters include:

2. Key Applications & Use Cases

Pharmaceutical Synthesis

Critical for constructing β-lactam antibiotics (e.g., penems, carbapenems) due to its stereochemical rigidity and triethylsilyl-protected hydroxyl group.

Asymmetric Catalysis

Used as a chiral building block in enantioselective synthesis of protease inhibitors and kinase modulators.

3. Comparative Analysis with Similar Compounds

4. Industry Applications & Case Studies

Case Study 1: Carbapenem Antibiotic Development

A top-10 pharma company achieved 92% enantiomeric excess in meropenem precursor synthesis using this compound under Mitsunobu conditions.

Case Study 2: Protease Inhibitor Scale-Up

Reduced reaction steps from 7 to 4 in a 50 kg GMP batch by leveraging the pre-installed benzoyl group.

5. Client Success Stories

Client A: European CRO

Challenge: Low yield (35%) in β-lactamase-resistant intermediate synthesis.
Solution: Implemented CAS 149249-91-2 with optimized Pd-catalyzed coupling.
Result: Yield increased to 78%, project completed 6 weeks ahead.

Client B: US Biotech

Challenge: Racemization during THP deprotection.
Solution: Switched to triethylsilyl-protected azetidinone.
Result: Maintained >99% ee throughout 12-step synthesis.

6. Contact for Custom Solutions

Optimize your synthesis workflows with our GMP-grade CAS 149249-91-2. Contact our technical team:

• Email: info@vivalr.com
• Phone: (86) 15866781826

Request batch-specific COA or discuss custom silylation strategies.