111491-98-6

Basic information

• Product Name: (2S)-2-Acetyl-N-(benzyloxycarbonyl)pyrrolidine
• Synonyms: (2S)-2-Acetyl-N-(benzyloxycarbonyl)pyrrolidine
• CAS NO: 111491-98-6
• Molecular Weight: 247.294
• Mol File: 111491-98-6.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: (2S)-2-Acetyl-N-(benzyloxycarbonyl)pyrrolidine(CAS DataBase Reference)
• NIST Chemistry Reference: (2S)-2-Acetyl-N-(benzyloxycarbonyl)pyrrolidine(111491-98-6)
• EPA Substance Registry System: (2S)-2-Acetyl-N-(benzyloxycarbonyl)pyrrolidine(111491-98-6)

Safety Data

• Hazardous Substances Data: 111491-98-6(Hazardous Substances Data)

Upstream product

• 75315-63-8 N-(benzyloxycarbonyl)succinimide 
• 6216-63-3 N-Cbz-Prolinol 
• 71461-30-8 (S)-2-formylpyrrolidine-1-carboxylic acid benzyl ester 
• 147-85-3 L-proline 
• 5211-23-4 N-carbobenzyloxy-L-proline methyl ester 
• 51207-68-2 (2S)-N-Benzyloxycarbony-2-(1'-hydroxy-1'-methylethyl)pyrrolidine 
• 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 
• 63762-07-2 Z-L-ProCH₂Cl 
• 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 

Downstream Products

• 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 
• 1431973-33-9 (S)-benzyl 2-((S)-2-methyl-5-oxotetrahydrofuran-2-yl)pyrrolidine-1-carboxylate 
• 385802-25-5 methyl (S)-N-benzylpipecolinate 
• 111492-03-6 Z-L-Glp-L-Leu-L-ProCH₃ 
• 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 
• 221072-60-2 (4S)-ethyl 4-[1-[(benzyloxy)carbonyl]-2S-pyrrolidinyl]-4-hydroxypentanoate 

Relevant articles and documents

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

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.