142925-64-2

Basic information

• Product Name: (2R,5R)-N-<(benzyloxy)carbonyl>-5-butyl-2-(4-oxopentyl)pyrrolidine
• Synonyms: (2R,5R)-N-<(benzyloxy)carbonyl>-5-butyl-2-(4-oxopentyl)pyrrolidine
• CAS NO: 142925-64-2
• Molecular Weight: 345.482
• Mol File: 142925-64-2.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: (2R,5R)-N-<(benzyloxy)carbonyl>-5-butyl-2-(4-oxopentyl)pyrrolidine(CAS DataBase Reference)
• NIST Chemistry Reference: (2R,5R)-N-<(benzyloxy)carbonyl>-5-butyl-2-(4-oxopentyl)pyrrolidine(142925-64-2)
• EPA Substance Registry System: (2R,5R)-N-<(benzyloxy)carbonyl>-5-butyl-2-(4-oxopentyl)pyrrolidine(142925-64-2)

Safety Data

• Hazardous Substances Data: 142925-64-2(Hazardous Substances Data)

Upstream product

• 142841-55-2 (2R,5R)-N-<(benzyloxy)carbonyl>-5-butyl-2-(4-hydroxybutyl)pyrrolidine 
• 142841-56-3 (2R,5R)-N-<(benzyloxy)carbonyl>-5-butyl-2-(4-oxobutyl)pyrrolidine 
• 142841-52-9 (2R,5R)-5-<4-(benzyloxy)butyl>-N-<(benzyloxy)carbonyl>-2-<4-(p-toluenesulfonyloxy)butyl>pyrrolidine 
• 142841-53-0 (2R,5R)-N-<(benzyloxy)carbonyl>-2-<4-(benzoyloxy)butyl>-5-butylpyrrolidine 
• 142841-54-1 (2R,5R)-5-butyl-2-(4-hydroxybutyl)pyrrolidine 
• 134822-19-8 (5S,8S)-1-(benzoyloxy)-12-(benzyloxy)-5,8-bis<(tert-butyldimethylsilyl)oxy>dodecane 
• 134822-26-7 (2R,5R)-2-<4-(benzoyloxy)butyl>-5-<4-(benzyloxy)butyl>-N-<(benzyloxy)carbonyl>pyrrolidine 
• 134822-21-2 (5S,8S)-1-(benzoyloxy)-12-(benzyloxy)-5,8-dodecanediol cyclic sulfate 
• 134822-27-8 (2R,5R)-5-<4-(benzyloxy)butyl>-N-<(benzyloxy)carbonyl>-2-(4-hydroxybutyl)pyrrolidine 
• 134822-20-1 (5S,8S)-1-(benzoyloxy)-12-(benzyloxy)-5,8-dodecanediol 
• 134822-25-6 (2R,5R)-2-<4-(benzoyloxy)butyl>-5-<4-(benzyloxy)butyl>pyrrolidine 
• 131618-40-1 (5S,8S)-12-(Benzyloxy)-5,8-bis<(tert-butyldimethylsilyl)oxy>-1-dodecanol 
• 1148-11-4 N-Benzyloxycarbonyl-L-proline 
• 147-85-3 L-proline 

Relevant articles and documents

Synthesis of indolizidines (-)-195B, (-)-223AB and (-)-239AB: (2S,5R)- l-[(benzyloxy)carbonyl]-2-methoxycarbonyl-5-(4pentenyl)pyrrolidine as a versatile chiral building block

The total syntheses of three levogyre 3,5-disubstituted indolizidines, (-)-195B, (-)-223AB and (-)-239AB are described. The employed strategy is based on the utilization of the common enantiopure trans 2,5-disubstituted pyrrolidine 3, which is assembled b

General Entry to the 3,5-Disubstituted Indolizidine Class of Dendrobatid Alkaloids. Total Syntheses of Both Enantiomers of Indolizidines 195B, 223AB, 239AB, and 239CD from a Common Chiral Synthon

A general protocol for the total syntheses of both enantiomers of dendrobatid alkaloids, indolizidines 195B, 223AB, 239AB, and 239CD, belonging to the 3,5-disubstituted indolizidine subclass is described, in which 3,4-dideoxy-D-threo-hexitol (8) has been used as single and common chiral synthon.The syntheses of the (+)- and (-)-enantiomers of these alkaloids begin with (S,S)- and (R,R)-1,2:5,6-diepoxyhexanes (7), respectively, both of which were derived from 8 in three steps and are carried out by way of pyrrolidine formation via the cyclic sulfates leading to the(2R,5R)- and (2S,5S)-trans-2,5-dialkylated pyrrolidines, which were converted to the (+)- and (-)-enantiomers, respectively, of the title indolizidine alkaloids.These syntheses involve the first chiral preparations of indolizidines 239AB, 239CD both in natural (-)- and unnatural (+)-enantiomeric forms, which confirm the absolute configurations of natural 239AB and 239CD as 3R,5S,8aR and 3R,5R,8aR, respectively.