778570-09-5

Basic information

• Product Name: 4-[1-(2-fluoro-phenyl)-2-hydroxy-ethyl]-3-guanidino-1H-pyrrole-2-carboxylic acid ethyl ester
• CAS NO: 778570-09-5
• Molecular Weight: 334.35
• Mol File: 778570-09-5.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 4-[1-(2-fluoro-phenyl)-2-hydroxy-ethyl]-3-guanidino-1H-pyrrole-2-carboxylic acid ethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 4-[1-(2-fluoro-phenyl)-2-hydroxy-ethyl]-3-guanidino-1H-pyrrole-2-carboxylic acid ethyl ester(778570-09-5)
• EPA Substance Registry System: 4-[1-(2-fluoro-phenyl)-2-hydroxy-ethyl]-3-guanidino-1H-pyrrole-2-carboxylic acid ethyl ester(778570-09-5)

Safety Data

• Hazardous Substances Data: 778570-09-5(Hazardous Substances Data)

Upstream product

• 420-04-2 CYANAMID 
• 472985-81-2 3-amino-4-[1-(2-fluoro-phenyl)-2-hydroxy-ethyl]-1H-pyrrole-2-carboxylic acid ethyl ester 
• 472985-79-8 2-fluoro-α-[[[bis(ethoxycarbonyl)methyl]amino]methylidenyl]-β-(R)-[(triphenylmethoxy)methyl]benzenepropionitrile 
• 472985-80-1 ethyl 3-amino-4-[1-(2-fluorophenyl)-2-(R)-(triphenylmethoxy)ethyl]-2-1H-pyrrole-2-carboxylate 
• 216754-32-4 3-[2-(2-fluorophenyl)-1-oxoethyl]-4-(R)-phenyl-2-oxazolidinone 
• 214491-95-9 β-(R)-(2-fluorophenyl)-γ,2-dioxo-4-(R)-phenyl-3-oxazolidinebutyronitrile 
• 214492-06-5 2-fluoro-(β-(R)-hydroxymethyl)benzenepropionitrile 
• 451-82-1 (2-fluorophenyl)acetic acid 
• 472985-78-7 2-fluoro-α-(hydroxymethylidenyl)-β-(R)-[(triphenylmethoxy)methyl]benzenepropionitrile 
• 472985-77-6 2-fluoro-β-(R)-[(triphenylmethyl)oxy]benzenepropionitrile 

Relevant articles and documents

An efficient and large-scale enantioselective synthesis of PNP405: A purine nucleoside phosphorylase inhibitor

An efficient and large-scale enantioselective synthesis of PNP405 (1), a purine nucleoside phosphorylase inhibitor, is described. This synthesis of 1 involved eight steps starting from o-fluorophenylacetic acid with a 21.6% overall yield and >99.5% enantiopurity. The key stereogenic center with (R)-configuration was created using Evans' asymmetric alkylation methodology. This synthesis also features the racemization-free reductive removal of the chiral auxiliary in 5 using sodium borohydride, protection of the γ-cyano alcohol 6 as the trityl ether by a new water-assisted tritylation with trityl chloride and triethylamine or with trityl alcohol and catalytic trifluoroacetic acid, and an efficient one-pot cyclo-guanidinylation of 10 using cyanamide as the guanidinylating agent.