959572-16-8

Basic information

• Product Name: BOC-(R)-ALPHA-(3-PHENYL-ALLYL)-PROLINE
• Synonyms: BOC-(R)-ALPHA-(3-PHENYL-ALLYL)-PROLINE;Boc-(R)-a-(3-phenylallyl)proline;(Tert-Butoxy)Carbonyl (R)-Alpha-(3-Phenyl-allyl)-Pro
• CAS NO: 959572-16-8
• Molecular Formula: C19H25NO4
• Molecular Weight: 331.41
• Product Categories: Alpha-Substituted Proline Analogs
• Mol File: 959572-16-8.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 479.9±38.0 °C(Predicted)
• Appearance: /
• Density: 1.166±0.06 g/cm3(Predicted)
• PKA: 4.06±0.20(Predicted)
• CAS DataBase Reference: BOC-(R)-ALPHA-(3-PHENYL-ALLYL)-PROLINE(CAS DataBase Reference)
• NIST Chemistry Reference: BOC-(R)-ALPHA-(3-PHENYL-ALLYL)-PROLINE(959572-16-8)
• EPA Substance Registry System: BOC-(R)-ALPHA-(3-PHENYL-ALLYL)-PROLINE(959572-16-8)

Safety Data

• Hazardous Substances Data: 959572-16-8(Hazardous Substances Data)

Upstream product

• 145681-01-2 (+/-)-N-tert-butoxycarbonylproline methyl ester 

Relevant articles and documents

Interrupted Curtius Rearrangements of Quaternary Proline Derivatives: A Flow Route to Acyclic Ketones and Unsaturated Pyrrolidines

Conversion of N-Boc-protected quaternary proline derivatives under thermal Curtius rearrangement conditions was found to afford a series of ring-opened ketone and unsaturated pyrrolidine products instead of the expected carbamate species. The nature of the substituent on the quaternary carbon thereby governs the product outcome due to the stability of a postulated N-acyliminium species. A continuous flow process with in-line scavenging was furthermore developed to streamline this transformation and safely create products on a gram scale.