865838-95-5

Basic information

• Product Name: benzyl (2S)-2-((2R)-2-ethoxy-5-oxo-2,5-dihydrofuran-3-ylcarbamoyl)pyrrolidine-1-carboxylate
• Synonyms: benzyl (2S)-2-((2R)-2-ethoxy-5-oxo-2,5-dihydrofuran-3-ylcarbamoyl)pyrrolidine-1-carboxylate
• CAS NO: 865838-95-5
• Molecular Weight: 374.393
• Mol File: 865838-95-5.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: benzyl (2S)-2-((2R)-2-ethoxy-5-oxo-2,5-dihydrofuran-3-ylcarbamoyl)pyrrolidine-1-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: benzyl (2S)-2-((2R)-2-ethoxy-5-oxo-2,5-dihydrofuran-3-ylcarbamoyl)pyrrolidine-1-carboxylate(865838-95-5)
• EPA Substance Registry System: benzyl (2S)-2-((2R)-2-ethoxy-5-oxo-2,5-dihydrofuran-3-ylcarbamoyl)pyrrolidine-1-carboxylate(865838-95-5)

Safety Data

• Hazardous Substances Data: 865838-95-5(Hazardous Substances Data)

Upstream product

• 32978-38-4 4-bromo-5-ethoxyfuran-2(5H)-one 
• 34079-31-7 Z-Pro-NH₂ 

Relevant articles and documents

Development of a novel Pd-catalyzed N-acyl vinylogous carbamate synthesis for the key intermediate of ICE inhibitor VX-765

(Chemical Equation Presented) A novel Pd-catalyzed coupling of Cbz-protected proline amide with 4-bromo-5-ethoxyfuran-2(5H)-one was developed for the synthesis of the P1-P2 unit (5) of VX-765. The process afforded quantitative coupling in the presence of water, providing a 1:1 mixture of 5 and its ethoxy epimer epi-5. Compound 5 was isolated as a single diastereomer via fractional crystallization, which was stereoselectively converted to 17 via hydrogenation, and subsequently transformed to VX-765. Nine examples of the Pd coupling are presented with yields ranging from 76-98%.