89291-75-8Relevant articles and documents
Fluorocyclopentenyl-cytosine with broad spectrum and potent antitumor activity
Choi, Won Jun,Chung, Hwa-Jin,Chandra, Girish,Alexander, Varughese,Zhao, Long Xuan,Lee, Hyuk Woo,Nayak, Akshata,Majik, Mahesh S.,Kim, Hea Ok,Kim, Jin-Hee,Lee, Young B.,Ahn, Chang H.,Lee, Sang Kook,Jeong, Lak Shin
, p. 4521 - 4525 (2012/08/13)
On the basis of the potent biological activity of cyclopentenyl- pyrimidines, fluorocyclopentenyl-pyrimidines were designed and synthesized from d-ribose. Among these, the cytosine derivative 5a showed highly potent antigrowth effects in a broad range of
Stereoselective synthesis of 3-hydroxymethyl-D-cyclopentenone, the versatile intermediate for the synthesis of carbocyclic nucleosides
Choi, Won Jun,Moon, Hyung Ryong,Kim, Hea Ok,Ko, Young Mi,Kim, Hye Jin,Lee, Jeong A.,Lee, Kang Man,Yun, Mi Kyung,Shin, Dae Hong,Chun, Moon Woo,Sheen, Yhun Y.,Kim, Kilhyoun,Jeong, Lak Shin
, p. 611 - 613 (2008/02/04)
The preparative and stereoselective synthesis (45-50% overall yields, >50 g scale) of the key carbasugars 7a-d was achieved from D-ribose via stereoselective Grignard reaction and oxidative rearrangement as key reactions. Copyright Taylor & Francis, Inc.
Preparative and Stereoselective Synthesis of the Versatile Intermediate for Carbocyclic Nucleosides: Effects of the Bulky Protecting Groups to Enforce Facial Selectivity
Choi, Won Jun,Moon, Hyung Ryong,Kim, Hea Ok,Yoo, Byul Nae,Lee, Jeong A.,Shin, Dae Hong,Jeong, Lak Shin
, p. 2634 - 2636 (2007/10/03)
The preparative and stereoselective synthesis (45-50% overall yields) of the target compound 17 has been accomplished from D-ribose. The bulky protecting groups such as TBDPS and Trityl enforced the facial selectivity during Grignard reaction to give the
Preparative Synthesis of the Key Intermediate, (4R,5R)-3-Benzyloxymethyl-4,5-isopropylidenedioxycyclopent-2-enone for Carbocyclic Nucleosides
Moon, Hyung Ryong,Choi, Won Jun,Kim, Hea Ok,Jeong, Lak Shin
, p. 506 - 507 (2007/10/03)
(4R,5R)-3-Benzyloxymethyl-4,5-isopropylidenedioxycyclopent-2-enone (1), a versatile intermediate for the synthesis of carbocyclic nucleosides was synthesized from D-ribose in 10 steps and 26 percent overall yield.
Synthesis using ring closure metathesis and effect on nucleoside transport of a (N)-methanocarba S-(4-nitrobenzyl)thioinosine derivative
Lee, Kyeong,Cass, Carol,Jacobson, Kenneth A.
, p. 597 - 599 (2007/10/03)
(Matrix presented) A new synthetic route to ring-constrained (N)-methanocarba nucleosides and nucleotides is presented. Ring closure of a diene intermediate usina Grubbs catalyst provides a new avenue for the preparation of the cyclopentenone derivative 6
First synthesis of (-)-neplanocin C
Comin, María J.,Rodriguez, Juan B.
, p. 4639 - 4649 (2007/10/03)
(-)-Neplanocin C (4), a minor component of the neplanocin family of antibiotics and a lead drug for the design of several conformationally constrained nucleosides analogues, was enantioselectively synthesized starting from D-ribono-1,4-lactone via a convergent approach in twelve steps. The proton NMR spectrum of 4 was in agreement with the corresponding natural product. Calculated coupling constants obtained from ab initio molecular modeling studies and from previously published X-ray structure of neplanocin C also corresponded to the spectroscopic data. (C) 2000 Elsevier Science Ltd.
Total Synthesis of (-)-Neplanocin A
Marquez, Victor E.,Lim, Mu-Ill,Tseng, Christopher K.-H.,Markovac, Anica,Priest, Matthew A.,et al.
, p. 5709 - 5714 (2007/10/02)
An efficient synthesis of neplanocin A, which is easily adaptable for the preparation of other cyclopentenyl containing nucleoside isosteres, has been developed.This enantioselective synthesis provides control of two of the three chiral centers of neplano
TOTAL SYNTHESIS OF (-)-NEPLANOCIN A
Lim, Mu-ill,Marquez, Victor E.
, p. 5559 - 5562 (2007/10/02)
A total synthesis of (-)-neplanocin A has been accomplished in 15 steps starting from the readily available D-(+)-ribonic acid γ-lactone.