1000612-60-1

Basic information

• Product Name: (2R,3R,4R,5R)-3,4-bis(benzyloxy)-2-(benzyloxymethyl)-1-hydroxy-5-phenylpyrrolidine
• Synonyms: (2R,3R,4R,5R)-3,4-bis(benzyloxy)-2-(benzyloxymethyl)-1-hydroxy-5-phenylpyrrolidine
• CAS NO: 1000612-60-1
• Molecular Weight: 495.618
• Mol File: 1000612-60-1.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: (2R,3R,4R,5R)-3,4-bis(benzyloxy)-2-(benzyloxymethyl)-1-hydroxy-5-phenylpyrrolidine(CAS DataBase Reference)
• NIST Chemistry Reference: (2R,3R,4R,5R)-3,4-bis(benzyloxy)-2-(benzyloxymethyl)-1-hydroxy-5-phenylpyrrolidine(1000612-60-1)
• EPA Substance Registry System: (2R,3R,4R,5R)-3,4-bis(benzyloxy)-2-(benzyloxymethyl)-1-hydroxy-5-phenylpyrrolidine(1000612-60-1)

Safety Data

• Hazardous Substances Data: 1000612-60-1(Hazardous Substances Data)

Upstream product

• 537030-19-6 (2R,3R,4R)-3,4-bis(benzyloxy)-2-((benzyloxy)methyl)-3,4-dihydro-2H-pyrrole 1-oxide 
• 1000612-64-5 (2R,3R,4R,5R)-3,4-bis(benzyloxy)-5-(benzyloxymethyl)-2-phenyl-3,4-dihydro-2H-pyrrole 1-oxide 
• 1000612-65-6 (2R,3R,4R,5R)-3,4-bis(benzyloxy)-2-(benzyloxymethyl)-5-phenyl-3,4-dihydro-2H-pyrrole 1-oxide 
• 108-90-7 chlorobenzene 
• 100-58-3 phenylmagnesium bromide 

Downstream Products

• 1000612-64-5 (2R,3R,4R,5R)-3,4-bis(benzyloxy)-5-(benzyloxymethyl)-2-phenyl-3,4-dihydro-2H-pyrrole 1-oxide 
• 1000612-65-6 (2R,3R,4R,5R)-3,4-bis(benzyloxy)-2-(benzyloxymethyl)-5-phenyl-3,4-dihydro-2H-pyrrole 1-oxide 
• 151265-55-3 (2R,3R,4R,5R)-2-(hydroxymethyl)-5-phenylpyrrolidine-3,4-diol 
• 1000612-71-4 (2S,3R,4R)-3,4-bis(benzyloxy)-5-(benzyloxymethyl)-2-phenyl-3,4-dihydro-2H-pyrrole 1-oxide 
• 1000612-69-0 (2R,3R,4R,5S)-3,4-bis(benzyloxy)-5-(benzyloxymethyl)-1-hydroxy-5-phenylpyrrolidine 
• 1000612-67-8 (2S,3R,4R,5R)-3,4-bis(benzyloxy)-5-(benzyloxymethyl)-1-hydroxy-5-phenylpyrrolidine 
• 1000612-72-5 (2S,3R,4R,5S)-3,4-bis(benzyloxy)-5-(benzyloxymethyl)-1-hydroxy-5-phenylpyrrolidine 

Relevant articles and documents

Synthesis and biological evaluation of a 2-aryl polyhydroxylated pyrrolidine alkaloid-based library

Inspired by polyhydroxylated pyrrolidine alkaloid natural products, a 18-membered library of 2-aryl polyhydroxylated pyrrolidines has been efficiently prepared in two or three synthetic steps from the known chiral cyclic nitrones with high yield and purity and excellent stereoselectivity. The inhibitory activity of all these compounds against various glycosidase enzymes was evaluated. Interestingly, 15 and 19 show better inhibitory activities than radicamine A (20) and B (18) against α-glucosidases. The IC50 values of 15 and 19 are 1.1 and 0.5 μM, respectively. In this study, we also discovered the substituent(s) on the aryl ring could affect the inhibition potency and selectivity against glycosidases.

Nucleophilic additions and redox reactions of polyhydroxypyrroline N-oxides on the way to pyrrolidine alkaloids: Total synthesis of radicamine B

Nucleophilic addition of aryl Grignard reagents to (2R,3R,4R)-3,4- bis(benzyloxy)-2-(benzyloxymethyl)-3,4-dihydro-2H-pyrrole 1-oxide afford straightforwardly trihydroxylated pyrrolidine alkaloids. Organometallic additions take place with complete anti sel