• Bulletin of the Korean Chemical Society
• /
• v.16 no.9
• /
• pp.805-808
• /
• 1995

Diacetone-D-glucose was converted into 5-azido-6-O-benzoyl-3-O-benzyl-5-deoxy-1,2-O-isopropylidene-α-D-glucofuranose. After removal of isopropylidene and benzoyl protecting groups, hydrogenation performed reduction of azide and subsequent cyclization by reductive amination to give 3-O-benzyl-1-deoxy nojirimycin in high yield. The second azide group was introduced on 2-carbon by selective substitution reaction, and reduction of azide to amino group gave titled compound.

• Bulletin of the Korean Chemical Society
• /
• v.15 no.7
• /
• pp.559-563
• /
• 1994

Glycosylation of benzoylated glycosyl halides of glucose, galactose and mannose with potassium p-nitrophenoxide and 18-crown-6 complex in chloroform resulted in the stereospecific formation of 1,2-trans p-nitrophenyl glycopyranosides in good yields. The same reaction with benzylated mannopyranosyl chloride gave the ${\alpha}-and\;{\beta}-p-nitrophenyl$ mannopyranosides in 3 : 1 ratio. However, acetylated 2-azido-altropyranosyl chloride gave ${\beta}-p-nitrophenyl$ altropyranoside only.

• Proceedings of the PSK Conference
• /
• 2003.10b
• /
• pp.184.3-185
• /
• 2003

Inosine 5'-monophosphate dehydrogenase (IMPDH) is a critical enzyme in the regulation of cell proliferation and differentiation. This enzyme catalyzes the $NAD^+$-dependent oxidation of IMP to XMP, the rate limiting step in de novo biosynthesis of guanine nucleotides. Therefore, the biochemical effect of IMPDH inhibition in sensitive cell types is decrease in intracellular guanine nucleotide levels, and the decrease in cellular GTP and deoxy GTP pool levels blocks DNA and RNA synthesis in rapidly proliferating tumor cells. (omitted)

• Korean Journal of Crystallography
• /
• v.17 no.2
• /
• pp.41-45
• /
• 2006

The complex $cis-[Co(13-aneN_4)(N_3)_2]Cl\cdot H_2O$ (1) (13-ane$N_4$ = 1,4,7,10-tetraazacyclotridecane) has been synthesized and structurally characterized by X-ray crystalloaraphy. It crystallizes in the orthorhombic system Pbca, a = 7.8282(4) ${\AA}$, b = 14.3197(7) ${\AA}$, c = 29.9021(15) ${\AA}$, V = 3351.9(3) ${\AA}^3$, Z = 8. The cobalt(III) ion in 1 is coordinated to four nitrogen atoms from the macrocycle and two azide ligands of cis position in a distorted octahedral environment, which forms the 1D polymer through hydrogen bonding contacts involving the cation, chloride anion and solvent water molecules.

• The Journal of Natural Sciences
• /
• v.7
• /
• pp.47-51
• /
• 1995

In order to develope new asymmetric catalyst, we synthesized the following new sulfonamide derivatives start from S-Indoline-2-Carboxylic Acid via the following 5 steps. Hydroxy methyl derivative(1) was thus treated with methane sulfonyl chloride in the presence of triethylamine as base to give mesylated derivative(2) in 85% of isolated yield. The mesylate compound (2) was treated with excess sodium azide to give Azido derivative (4) in 95% isolated yield. Azido compound (3) was then reduced to the corresponding amino derivative in near quntitative yield by the hydrogenation under hydrogen atmospere in the presence of catalytic amount of Pd-C. The amino derivative (4) was converted to its sulfonamide derivatives by the treatment of compound(4) with triisopropyl benzene sulfonyl chloride in the presence of triethyl amine as base. Finally t-BOC group of the compound(5) was removed by the treatement of excess Trifluoro-acetic acid in near quantitative yield to give the target sulfonamide derivative (7) .in this paper we prepared compound(6) in 49% overall yield via the 5 steps of synthesis starting from t-Boc- 2-hydroxy methyl indoline(1) which cab be easily prepared from commercial available S-indoline-2-carboxylic acid by known methods. we plan to apply this new catalyst for the asymmetric reduction , diels-alder reaction, aldolcondensation reaction in due courses.

• YAKHAK HOEJI
• /
• v.40 no.2
• /
• pp.117-125
• /
• 1996

3'-Deamino-3-hydroxy-4'-fluoro- or 3'-deamino-3'-hydroxy-4'-azido-daunorubicin(6,8) and -doxorubicin(7,9) have been synthesized, respectively. Compounds 7,8 and 9 were mo re cytotoxic than daunorubicin(1) and doxorubicin(2) against L1210 murine leukemic cell in vitro. When administered intraperitoneally for 9 days starting 1 day after tumor inoculation, compounds 7(T/C 605%) and 9(T/C 488%) showed significant antitumor activity for ip-inoculuated L1210 murine leukemia at wide range of doses.

• Archives of Pharmacal Research
• /
• v.14 no.1
• /
• pp.30-34
• /
• 1991

The synthetic study of 3',5-cyclic phosphates of 2'-substituted 2',3'-secouridines and 2',3'-secoribavirins toward development of new antiviral agents is described. These cyclic phosphates were synthesized from their respective 4-nitrophenyl 3',5'-cyclic phosphate triesters. These triesters were prepared from the corresponding 2'-azido and 2'-bromo 2',3'-seconucleosides.

• Journal of environmental and Sanitary engineering
• /
• v.13 no.1
• /
• pp.69-81
• /
• 1998

The reactivity increase of unsunstituted energetic compound in cyclic ethers was found in order of three-membered cyclic form < five-membered cyclic form< four-membered cyclic form. The nucleophilicity and basicity of cyclic ethers can be explained by the negative charge on oxygen atom of cyclic ethers. The reactivity of propagation in the polymerization of cyclic ethers can be represented by positive charge on carbon atom and the LUMO energy of active species of cyclic ethers. The cationic polymerization of substituted cyclic ethers which have pendant energetic groups such as methoxy($-CH_{2}OCH_{3}$), azido($-CH_{2}N_{3}$), and nitrato($-CH_{2}ONO_{2}$) are investigated theoretically using the MNDO methods.

• Bulletin of the Korean Chemical Society
• /
• v.33 no.1
• /
• pp.137-142
• /
• 2012

The convergent synthetic strategy for the emissive dendrimers having the chromophore at core via the coppercatalyzed 1,3-dipolar cycloaddition reaction between alkyne and azide was described. 2,7-Diazido-9,9-dioctyl-9H-fluorene, designed to serve as the core in dendrimer, was stitched with the alkyne-functionalized Frechettype and PAMAM dendrons by the click chemistry leading to the formation of the corresponding fluorescent dendrimers in high yields. The preliminary photoluminescence studies indicated that 2,7-diazido-9,9-dioctyl-9H-fluorene showed no fluorescence due to the quenching effect from the electron-rich ${\alpha}$-nitrogen of the azido group but the dendrimers fluoresced due to the elimination of the quenching through the formation of the triazole ring.

• YAKHAK HOEJI
• /
• v.33 no.6
• /
• pp.361-364
• /
• 1989

The Synthesis of acyclic derivatives of ribavirin (2'-azido and halo seco derivatives) for the development of new antiviral agents is described. These acyclic nucleosides are synthesized from ribavirin by the method of ring opening reaction of sugar moietry.