127318-98-3

Basic information

• Product Name: (R)-α-ethyl-α-hydroxy-1,1-(ethylenedioxy)-6-hydroxymethyl-5-oxo-1,2,3,5-tetrahydroindolizine-7-acetamide
• CAS NO: 127318-98-3
• Molecular Weight: 428.485
• Mol File: 127318-98-3.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (R)-α-ethyl-α-hydroxy-1,1-(ethylenedioxy)-6-hydroxymethyl-5-oxo-1,2,3,5-tetrahydroindolizine-7-acetamide(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-α-ethyl-α-hydroxy-1,1-(ethylenedioxy)-6-hydroxymethyl-5-oxo-1,2,3,5-tetrahydroindolizine-7-acetamide(127318-98-3)
• EPA Substance Registry System: (R)-α-ethyl-α-hydroxy-1,1-(ethylenedioxy)-6-hydroxymethyl-5-oxo-1,2,3,5-tetrahydroindolizine-7-acetamide(127318-98-3)

Safety Data

• Hazardous Substances Data: 127318-98-3(Hazardous Substances Data)

Upstream product

• 2627-86-3 (S)-1-phenyl-ethylamine 
• 102978-41-6 4'-ethyl-1',4',7',8'-tetrahydro-4'-hydroxy-3'H,10'H-spiro[1,3-dioxolane-2,6'-pyrano[3,4-f]indolizine]-3',10'-dione 

Downstream Products

• 127319-02-2 <7-<1-<(1S)-1-phenylethyl>carbamoylpropyl>-1,1-(ethylenedioxy)-5-oxo-1,2,3,5-tetrahydroindolizin-6-yl>methyl acetate 
• 127319-01-1 <7-<1-<(1S)-1-phenylethyl>carbamoyl-1-propenyl>-1,1-(ethylenedioxy)-5-oxo-1,2,3,5-tetrahydroindolizin-6-yl>methyl acetate 

Relevant articles and documents

Plant antitumor agents. 28. Resolution of a key tricyclic synthon, 5'(RS)-1,5-dioxo-5'-ethyl-5'-hydroxy-2'H,5'H,6'H,H-6'-oxopyrano[3',4' f]Δ6,8-tetrahydroindolizine: Total synthesis and antitumor activity of 20(S)- and 20(R)-camptothecin

The resolution of the tricyclic ketone (3a + 3b) by the separation of diastereomeric adducts 4a and 4c of the precursor ketal 5 is described. The regenerated enantiomers 3a and 3b of 100% optical purity represent the key intermediates from which 20(R)-camptothecin (1a) and 20(S)-camptothecin (1b), respectively, have been prepared. The 20R analogue 1a was 10-100 times less active than the natural 20(S)-camptothecin (1b) in 9KB and 9PS cytotoxicity assays and almost inactive in in vivo L-1210 leukemia tests as compared to the highly potent and active natural compound 1b.