Next Article in Journal
Synthesis of 6-Chloro-N,N,N',N'-tetrakis-pyridin-2-ylmethyl-[1,3,5]triazine-2,4-diamine
Previous Article in Journal
2-[(2-Hydroxy-benzylidene)-amino]-5,6-dihydro-4H-cyclopenta [b] Thiophene-3-carboxylic Acid Methyl Ester
Molbank 2007, 2007(4), M555; doi:10.3390/M555
Short Note

Synthesis of 3-(4-Amino-7H-pyrrolo[2,3-d]pyrimidin-7-yl)propanoic acid – A Functionalized Base Derivative of the Nucleoside Antibiotic Tubercidin

Received: 5 June 2007; Accepted: 24 August 2007 / Published: 27 August 2007
Download PDF [136 KB, uploaded 24 February 2009]
Abstract: Regioselective N-alkylation of 4-chloro-2-(methylthio)-7H-pyrrolo[2,3-d]pyrimidine (1) with ethyl 3-bromopropionate under liquid-liquid phase transfer reaction conditions and further saponification of the ester function under formation of compound 3b is described. Subsequent SNAr substitution of the 4-chloro substituent by an amino function and reductive removal of the 2-methylthio group of 3b gives, via 4a, the title compound 4b.
Keywords: 7-Deazaadenine; Tubercidin; Functionalization 7-Deazaadenine; Tubercidin; Functionalization
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

Export to BibTeX |
EndNote


MDPI and ACS Style

Rosemeyer, H. Synthesis of 3-(4-Amino-7H-pyrrolo[2,3-d]pyrimidin-7-yl)propanoic acid – A Functionalized Base Derivative of the Nucleoside Antibiotic Tubercidin. Molbank 2007, 2007, M555.

AMA Style

Rosemeyer H. Synthesis of 3-(4-Amino-7H-pyrrolo[2,3-d]pyrimidin-7-yl)propanoic acid – A Functionalized Base Derivative of the Nucleoside Antibiotic Tubercidin. Molbank. 2007; 2007(4):M555.

Chicago/Turabian Style

Rosemeyer, Helmut. 2007. "Synthesis of 3-(4-Amino-7H-pyrrolo[2,3-d]pyrimidin-7-yl)propanoic acid – A Functionalized Base Derivative of the Nucleoside Antibiotic Tubercidin." Molbank 2007, no. 4: M555.


Molbank EISSN 1422-8599 Published by MDPI AG, Basel, Switzerland RSS E-Mail Table of Contents Alert