50903-52-1

Basic information

• Product Name: 1,2-Pyrrolidinedicarboxylic acid, 1-(1,1-dimethylethyl) 2-(pentafluorophenyl) ester, (2S)-
• CAS NO: 50903-52-1
• Molecular Formula: C16H16F5NO4
• Molecular Weight: 381.299
• Mol File: 50903-52-1.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: 1,2-Pyrrolidinedicarboxylic acid, 1-(1,1-dimethylethyl) 2-(pentafluorophenyl) ester, (2S)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-Pyrrolidinedicarboxylic acid, 1-(1,1-dimethylethyl) 2-(pentafluorophenyl) ester, (2S)-(50903-52-1)
• EPA Substance Registry System: 1,2-Pyrrolidinedicarboxylic acid, 1-(1,1-dimethylethyl) 2-(pentafluorophenyl) ester, (2S)-(50903-52-1)

Safety Data

• Hazardous Substances Data: 50903-52-1(Hazardous Substances Data)

Upstream product

• 15761-39-4 1-(tert-butoxycarbonyl)-L-proline 
• 771-61-9 2,3,4,5,6-pentafluorophenol 
• 96157-57-2 bis(pentafluorophenyl)sulfite 
• 439912-32-0 propargyl pentafluorophenyl carbonate 

Downstream Products

• 1241920-88-6 (4R,5S,1'S)-4-benzyloxy-1-(N-butyloxycarbonylprolyl)-5-methylpyrrolidin-2-one 
• 128302-56-7 C₆₂H₇₄N₁₄O₁₂ 
• 128302-56-7 C₆₂H₇₄N₁₄O₁₂ 
• 121638-08-2 2,8-Bis<(N-carbonyl-Gly-Phe-NMe2)-Pro-D-Ala-NH>epindolidione 
• 128326-89-6 C₆₄H₇₈N₁₄O₁₂ 
• 78058-03-4 Z-pGlu-Pro-Pro-NH₂ 
• 287401-30-3 tert-butyl-1,1-dimethyl-3-oxo-2-oxa-5-azaspiro[3.4]octan-5-carboxylate 
• 287401-31-4 1-oxo-3-phenyl-2-oxa-5-aza-spiro[3.4]octane-5-carboxylic acid tert-butyl ester 
• 15401-08-8 N-tert-butoxycarbonyl-L-prolyl-L-proline 

Relevant articles and documents

N-Benzyloxymalimide for an easy access to 5-alkyl-3-pyrrolin-2-ones: Asymmetric synthesis of the mixed imide substructure of the potent immunosuppressant microcolin B

O-Benzyl-N-benzyloxymalimide 12 has been synthesized as a useful variant of the chiral building blocks 9. The advantage of the malimide 12 over 9 was demonstrated by mild and high-yielding reductive N-deprotection of N-benzyloxylactams 18a-i to give a series of (4R,5S)-5-alkyl-4-hydroxy- pyrrolidin-2-ones, which are key intermediates for the asymmetric synthesis of pyrrolidines, pyrrolizidines, and indolizidines, as well as β-hydroxy γ-amino acids. Lactam ent-11a has been applied to the synthesis of the mixed imide 25, a key intermediate for the total synthesis of microcolin B, which also demonstrated that lactam ent-11a or 11a can serve as a latent form of the 5-methyl-3-pyrrolin-2-one substructure of majusculamide D 4, deoxymajusculamide D, and the jamaicamides A-C.

Synthesis and Conformational Analysis of Epindolidione-Derived Peptide Models for β-Sheet Formation

Synthesis of 2,8-diaminoepindolidione (2,8-diaminodibenzonaphthyridine-6,12(5,11H)-dione) in 19percent yield from p-nitroaniline is reported, as well as further conversion to 2,8-bis(Boc-L-Pro-Xxx)epindolidione (Xxx=Gly, D-Ala) and then to 2,8-bis(OC(Yyy-Zzz-NMe2)-L-Pro-Xxx)epindolidione (Yyy=Gly, L-Ala, D-Ala; Zzz=Gly, L-Phe, D-Phe).The β-turn-forming tendencies of the series 2,8-bis(X-L-Pro-D-Ala)epindolidione, where X=Ac, Boc, and COGlyOEt, are assigned from 1H NMR evidence.

Prevention of Diketopiperazine Formation in Peptide Synthesis by a Simultaneous Deprotection-Coupling Procedure: Entrapment of Reactive Nucleophilic Species by in situ Acylation

Hydrogenolysis of Z-amino acid-D-Pro-OMe dipeptides in the presence of acetic acid results, almost quantitatively, in the formation of diketopiperazines, whereas in the presence of Boc- or 2-(trimethylsilyl)ethoxycarbonyl protected amino acid pentafluorop