(3R,4S)-3-(2-Bromoacetyl)-4-ethyl-1-pyrrolidinecarboxylic acid phenylmethyl ester CAS 1428243-26-8

Product Guide: (3R,4S)-3-(2-Bromoacetyl)-4-ethyl-1-pyrrolidinecarboxylic acid phenylmethyl ester (CAS 1428243-26-8)

Table of Contents

• Product Overview & Specifications
• Key Applications in Pharmaceutical Synthesis
• Operational Considerations for pH Sensitivity
• Industry Adoption & Client Case Studies
• Procurement & Technical Inquiry

Product Overview & Specifications

Comparative Analysis with Related Intermediates

Key Applications in Pharmaceutical Synthesis

This intermediate serves as a critical chiral building block in the multistep synthesis of Upadacitinib (RINVOQ®), an FDA-approved JAK inhibitor for autoimmune disorders. Its stereochemical configuration (3R,4S) ensures proper spatial orientation for:

1. Selective bromoacetylation in nucleophilic substitution reactions
2. Formation of covalent bonds with cysteine residues in target proteins
3. Enhancing oral bioavailability through lipophilic benzyl ester protection

Operational Considerations for pH Sensitivity

The compound exhibits distinct chemical behaviors across pH ranges:

Recommended handling protocols:

1. Maintain reaction pH <5.0 during coupling reactions
2. Use anhydrous solvents for long-term storage
3. Monitor color changes as process control indicators

Industry Adoption & Client Case Studies

Case Study 1: Large-Scale API Production (Wuhan Wisdomman Bio)

Implementation:

• Annual consumption: 850 kg
• Process scale: 2,000L reactor batches
• Key achievement: 92% yield improvement through pH-controlled crystallization

Case Study 2: Continuous Flow Chemistry (Zhejiang Hongyuan Pharma)

Innovation:

• Residence time: 8.5 minutes
• Throughput: 14 kg/day
• Purity consistency: 99.2±0.3% across 30 batches

Procurement & Technical Inquiry

For batch certification documents, technical data sheets, or custom synthesis requirements:

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

Our quality management system complies with:

• ICH Q7 GMP guidelines
• ISO 9001:2025 certification
• Controlled substance handling license