Sodium Triacetoxyborohydride (CAS 56553-60-7) User Guide: Applications, Case Studies & Supplier Info
Table of Contents
1. Product Overview & Comparative Analysis
Chemical Profile
- CAS Number: 56553-60-7
- Formula: C6H10BNaO6
- Molecular Weight: 211.94 g/mol
- Appearance: White crystalline powder
- Purity: ≥95% (HPLC)
- Storage: 2-8°C, dry, inert atmosphere
Comparative Analysis with Common Reducing Agents
| Parameter | STAB | NaBH4 | NaBH3CN |
|---|---|---|---|
| Selectivity | High (amines > ketones) | Low | Moderate |
| Solvent Compatibility | THF, DCM, MeCN | Alcohols only | Limited to polar aprotic |
| Reaction Temp | 0-25°C | 25-80°C | -20°C to RT |
| Handling Safety | Air-stable | Moisture-sensitive | Toxic cyanide byproduct |
2. Key Applications in Organic Synthesis
2.1 Reductive Amination
Preferred for secondary amine synthesis with exceptional chemoselectivity:
General Reaction: RCHO + R’NH2 → RCH2NHR’
Typical Conditions: 1.2 eq STAB, THF, 12-24h RT
2.2 Ketone/Aldehyde Reduction
Effective for acid-sensitive substrates where NaBH4 fails:
Example: Aromatic ketone → Benzyl alcohol (85-92% yield)
2.3 Heterocycle Functionalization
Critical in pharmaceutical intermediates for:
- Piperidine derivatives
- Morpholine analogs
- Azepane ring formation
3. Operational Guidelines & Best Practices
3.1 Standard Procedure
- Charge substrate (1.0 eq) in anhydrous THF
- Add amine component (1.1 eq)
- Add STAB (1.5 eq) portionwise at 0°C
- Stir at RT for 18h
- Quench with sat. NaHCO3
3.2 Troubleshooting
| Issue | Solution |
|---|---|
| Low Conversion | Increase STAB to 2.0 eq, extend reaction time |
| Side Reactions | Maintain strict temp control ≤25°C |
4. Industry Case Studies
4.1 Pharma Intermediate Synthesis (ABC Therapeutics)
- Challenge: Low yield (32%) in PDE4 inhibitor synthesis
- Solution: STAB-mediated reductive amination
- Result: 78% isolated yield, HPLC purity >99%
4.2 Agrochemical Production (GreenCrop Ltd.)
- Challenge: Unstable pyridine reduction
- Solution: STAB in MeCN/DCM (3:1)
- Result: 91% yield, eliminated side products
5. Technical Inquiry & Ordering Information
Optimize your synthesis with premium-grade STAB:
- Batch-specific COA available
- Custom packaging (1g to 25kg)
- Technical support: info@vivalr.com
- Phone: (86) 15866781826
Why Choose Us?
- ISO 9001-certified production
- 24/7 emergency technical support
- Global logistics network
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