TRIMETHYLSILYL TRIFLUOROMETHANESULFONATE (TRIMETHYLSILYL TRIFLATE) AS AN EXCELLENT GLYCOSIDATION REAGENT FOR ANTHRACYCLINE SYNTHESIS. SIMPLE AND EFFICIENT SYNTHESIS OF OPTICALLY PURE 4-DEMETHOXYDAUNORUBICIN

1984 ◽  
Vol 13 (4) ◽  
pp. 501-504 ◽  
Author(s):  
Yoshikazu Kimura ◽  
Michiyo Suzuki ◽  
Teruyo Matsumoto ◽  
Rumiko Abe ◽  
Shiro Terashima
Keyword(s):  
Efficient Synthesis ◽  
Trimethylsilyl Trifluoromethanesulfonate ◽  
Optically Pure

scholarly journals Efficient Synthesis of α-Branched Purine-Based Acyclic Nucleosides: Scopes and Limitations of the Method

Molecules ◽  
2020 ◽  
Vol 25 (18) ◽  
pp. 4307
Author(s):  
Jan Frydrych ◽  
Lenka Poštová Slavětínská ◽  
Martin Dračínský ◽  
Zlatko Janeba
Keyword(s):  
Acetic Anhydride ◽  
Room Temperature ◽  
Side Chain ◽  
Efficient Synthesis ◽  
Purine Derivatives ◽  
Aliphatic Side Chain ◽  
Acyclic Nucleosides ◽  
Efficient Route ◽  
High Yields ◽  
Trimethylsilyl Trifluoromethanesulfonate

An efficient route to acylated acyclic nucleosides containing a branched hemiaminal ether moiety is reported via three-component alkylation of N-heterocycle (purine nucleobase) with acetal (cyclic or acyclic, variously branched) and anhydride (preferentially acetic anhydride). The procedure employs cheap and easily available acetals, acetic anhydride, and trimethylsilyl trifluoromethanesulfonate (TMSOTf). The multi-component reaction is carried out in acetonitrile at room temperature for 15 min and provides moderate to high yields (up to 88%) of diverse acyclonucleosides branched at the aliphatic side chain. The procedure exhibits a broad substrate scope of N-heterocycles and acetals, and, in the case of purine derivatives, also excellent regioselectivity, giving almost exclusively N-9 isomers.

ChemInform Abstract: A General and Efficient Synthesis of Optically Pure S- Arylmercapturates.

ChemInform ◽  
2010 ◽  
Vol 26 (39) ◽  
pp. no-no
Author(s):  
S. NAKAMURA ◽  
M. KONDO ◽  
K. GOTO ◽  
S. NAITO ◽  
Y. TSUDA ◽  
...  
Keyword(s):  
Efficient Synthesis ◽  
Optically Pure

Efficient Synthesis of Optically Pure Nω-Alkylated l-Arginines

Synthesis ◽  
2008 ◽  
Vol 2008 (15) ◽  
pp. 2391-2397 ◽  
Author(s):  
Bernd Clement ◽  
Dennis Schade ◽  
Jürke Kotthaus
Keyword(s):  
Efficient Synthesis ◽  
Optically Pure

Efficient Synthesis of Optically Pure 1,1,1-Trifluoro-2-alkanols through Lipase-Catalyzed Acylation in Organic Media

1996 ◽  
Vol 61 (26) ◽  
pp. 9635-9635
Author(s):  
Hiroki Hamada ◽  
Mizuho Shiromoto ◽  
Makoto Funahashi ◽  
Toshiyuki Itoh ◽  
Kaoru Nakamura
Keyword(s):  
Organic Media ◽  
Efficient Synthesis ◽  
Optically Pure

scholarly journals Highly Efficient Synthesis of Optically Pure (S )-1-phenyl-1,2-ethanediol by a Self-Sufficient Whole Cell Biocatalyst

ChemistryOpen ◽  
2015 ◽  
Vol 4 (4) ◽  
pp. 483-488 ◽  
Author(s):  
Xi Chen ◽  
Ting Mei ◽  
Yunfeng Cui ◽  
Qijia Chen ◽  
Xiangtao Liu ◽  
...  
Keyword(s):  
Efficient Synthesis ◽  
Whole Cell ◽  
Highly Efficient ◽  
Whole Cell Biocatalyst ◽  
Optically Pure
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