111491-98-6

Upstream product

• 5211-23-4 N-carbobenzyloxy-L-proline methyl ester 
• 51207-68-2 (2S)-N-Benzyloxycarbony-2-(1'-hydroxy-1'-methylethyl)pyrrolidine 
• 6216-63-3 N-Cbz-Prolinol 
• 1148-11-4 N-Benzyloxycarbonyl-L-proline 
• 75-16-1 methylmagnesium bromide 
• 146118-95-8 benzyl (S)-2-{[methoxy(methyl)amino]carbonyl}pyrrolidine-1-carboxylate 
• 56633-71-7 2-(S)-(2-diazo-1-oxoethyl)pyrrolidine-1-carboxylic acid benzyl ester 
• 147-85-3 L-proline 
• 75315-63-8 N-(benzyloxycarbonyl)succinimide 
• 71461-30-8 (S)-2-formylpyrrolidine-1-carboxylic acid benzyl ester 
• 2577-48-2 methyl (2S)-pyrrolidine carboxylate 
• 51207-70-6 (2S)-N-Benzyloxycarbony-2-(1'-methylethenyl)pyrrolidine 
• 221072-61-3 (2S)-benzyl 2-(1-methoxy-1-propenyl)-1-pyrrolidinecarboxylate 
• 221072-58-8 (2S)-benzyl 2-(1-hydroxyethyl)-1-pyrrolidinecarboxylate 

Downstream Products

• 313485-23-3 Ethyl (R)-4-[(2'S)-N-(benzyloxycarbonyl)pyrrolidin-2'-yl]-4-hydroxypent-2-ynoate 
• 313485-22-2 Ethyl (S)-4-[(2'S)-N-(benzyloxycarbonyl)pyrrolidin-2'-yl]-4-hydroxypent-2-ynoate 
• 111492-03-6 Z-L-Glp-L-Leu-L-ProCH₃ 
• 1431973-33-9 (S)-benzyl 2-((S)-2-methyl-5-oxotetrahydrofuran-2-yl)pyrrolidine-1-carboxylate 
• 6686-03-9 (S)-benzyl 2-(((S)-3-(1H-indol-3-yl)-1-methoxy-1-oxopropan-2-yl)carbamoyl)pyrrolidine-1-carboxylate 
• 1357258-78-6 (S)-benzyl 2-(3-ethoxy-3-oxopropanoyl)pyrrolidine-1-carboxylate 
• 1612853-80-1 C₂₁H₁₉BrN₂O₃ 
• 385802-25-5 methyl (S)-N-benzylpipecolinate 
• 221072-60-2 (4S)-ethyl 4-[1-[(benzyloxy)carbonyl]-2S-pyrrolidinyl]-4-hydroxypentanoate 

Relevant academic research and scientific papers

Total synthesis of pumiliotoxins 209F and 251D via late-stage, nickel-catalyzed epoxide-alkyne reductive cyclization

(Chemical Equation Presented) Pumiliotoxins 209F and 251D were synthesized using highly selective nickel-catalyzed epoxide-alkyne reductive cyclizations as the final step. The exocyclic (Z)-alkene found in the majority of the pumiliotoxins was formed ster

Benzhydryl derivatives

A compound of the formula (I): in which Z, R1, R2, R8, R10, R11, R12, R13 and R14 are each as defined in the description, or a salt thereof. The object compound of the

A novel approach to the enantioselective formal synthesis of pumiliotoxin 251D

An efficient enantioselective synthesis of the indolizidine framework 9 of pumiliotoxin 251D in good yield by using a Lewis acid (cat.)-promoted diastereoselective addition of ethyl lithiopropiolate to ketone 7 derived from L-proline as a key step is reported. Hydrogenation of the addition product 8a gave the desired lactam 9. At the same time the 8-epimer of 9 was synthesized for the first time.

Unexpected diastereoselectivity in AD of an L-proline-derived 1,1- disubstituted alkene

Asymmetric dihydroxylation of the L-proline-derived 1,1-disubstituted alkene 5 catalysed by either (DHQ)2PHAL or (DHQD)2PHAL unexpectedly leads to preference for the same diastereomer 7, both reactions proceeding with apparently matching double diastereoselectivity. In contrast, AD using the analogous (DHQ)2PYR or (DHQD)2PYR ligands leads to preferences for diols 7 or 8 respectively.

α-Amino Ketones - A Contribution to the Synthesis of Optically Active Derivatives of Amino Acids and Peptides

The synthesis of N-Z-protected methyl ketones from amino acids via the chloromethyl ketones and dehalogenation of the latter with zinc in glacial acetic acid is described.Deprotection of the methyl ketones results in the formation of hydrohalogenides of the α-aminoalkyl methyl ketones further converted to N-acylated peptide ketones as analogs of peptide hormones or as competitively acting substrate analogs of proteolytic enzymes.Aminoacetone is conveniently prepared as well as methyl-pyrrolidyl ketone and methyl-piperidyl ketone.