212612-51-6

Basic information

• Product Name: (3R)-N-tert-butyloxycarbonyl-5-methoxy-3-phenyl-L-proline methyl ester
• Synonyms: (3R)-N-tert-butyloxycarbonyl-5-methoxy-3-phenyl-L-proline methyl ester
• CAS NO: 212612-51-6
• Molecular Weight: 335.4
• Mol File: 212612-51-6.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: (3R)-N-tert-butyloxycarbonyl-5-methoxy-3-phenyl-L-proline methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: (3R)-N-tert-butyloxycarbonyl-5-methoxy-3-phenyl-L-proline methyl ester(212612-51-6)
• EPA Substance Registry System: (3R)-N-tert-butyloxycarbonyl-5-methoxy-3-phenyl-L-proline methyl ester(212612-51-6)

Safety Data

• Hazardous Substances Data: 212612-51-6(Hazardous Substances Data)

Upstream product

• 24424-99-5 di-tert-butyl dicarbonate 
• 212612-50-5 trans-3-phenyl-L-proline methyl ester 
• 67-56-1 methanol 
• 212612-57-2 methyl (2S,3R)-N-(tert-butoxycarbonyl)-β-phenylprolinate 

Downstream Products

• 212612-60-7 (2S,3R,5S)-3-Phenyl-5-((E)-propenyl)-pyrrolidine-2-carboxylic acid methyl ester 
• 212612-53-8 (3S,6S,8R,9S)-1,4-diaza-3-benzyl-9-carbomethoxy-8-phenyl-2-oxobicylo[4.3.0]nonane 
• 212612-62-9 (3S,6S,8R,9S)-N-tert-butyloxycarbonyl-1,4-diaza-3-benzyl-9-carbomethoxy-8-phenyl-2-oxobicylo[4.3.0]nonane 
• 270257-65-3 (3S,6S,8R,9S)-N-benzyloxycarbonyl-1,4-diaza-3-benzyl-9-carbomethoxy-5-hydroxy-8-phenyl-2-oxobicylo[4.3.0]nonane 
• 212612-52-7 (3R,5S)-N-benzyloxycarbonyl-L-phenylalanine-3-phenyl-5-(trans-1-propenyl)-L-proline methyl ester 
• 270257-60-8 (3R,5R)-N-tert-butyloxycarbonyl-3-phenyl-5-vinyl-L-proline methyl ester 
• 270257-63-1 (3R,5R)-N-tert-butyloxycarbonyl-3-phenyl-5-(2'-hydroxyethyl)-L-proline methyl ester 
• 270257-64-2 (3R,5R)-N-tert-butyloxycarbonyl-3-phenyl-5-(2'-o-nitrophenylseleno)ethyl-L-proline methyl ester 
• 212612-58-3 (3R,5S)-N-tert-butyloxycarbonyl-3-phenyl-5-(trans-1-propenyl)-L-proline methyl ester 
• 270257-59-5 (3R,5S)-N-tert-butyloxycarbonyl-3-phenyl-5-allyl-L-proline methyl ester 

Relevant articles and documents

Building constrained peptidomimetics: A convenient approach to 3-phenyl-5-vinyl substituted proline derivatives

An approach to the synthesis of 3-phenyl-5-vinyl substituted prolines starting from readily available 2,3-disubstituted pentenoic acid derivatives is reported. The route converts the pentenoic acid derived starting materials into cyclic N-acyliminium ion precursors with the use of a hydroboration-Swern oxidation sequence. This overall transformation worked best when the initial alkylborane product was treated sequentially with excess MCPBA and then acetone prior to the Swern oxidation. In this way, a 70% yield of the desired N-acyliminium ion precursor could be obtained. Once in hand, the cyclic N-acyliminium ion precursor was used to make the desired 3-phenyl-5-vinyl substituted prolines.

Conformational probes for elucidating the nature of substance P binding to the NK1 receptor: Initial efforts to map the Phe7-Phe8 region

Three substance P analogs with conformation constraints in the Phe7- Phe8 region have been prepared in connection with an effort to differentiate two families of potential conformations for the binding of substance P to its NK1