• Title/Summary/Keyword: Benzyl

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Synthesis of 2-Amino-4,6-Di-O-Benzoyl-3-O-Benzyl-1,2-Dideoxy Mannojirimycin

  • 조재익;윤신숙;천근호;Shin, Jeong E.
    • Bulletin of the Korean Chemical Society
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    • v.16 no.9
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    • pp.805-808
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    • 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.

Oxidation of Benzyl Alcohols with Extraordinarily High Kinetic Isotope Effects

  • Jo, Myeong-Ran;Seok, Won-K.
    • Bulletin of the Korean Chemical Society
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    • v.32 no.spc8
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    • pp.3003-3008
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    • 2011
  • Reactions of benzyl alcohol and its derivatives by [Ru$^{IV}$(tpy)(dcbpy)(O)]$^{2+}$ (tpy = 2,2':6',2"-terpyridine; dcbpy = 4,4'-dicarboxy-2,2'-bipyridine) leading to the corresponding benzaldehydes in acetonitrile and water have been studied. Kinetic studies show that the reaction is first-order in both alcohol and oxidant, with k = 1.65 (${\pm}$ 0.1) $M^{-1}s^{-1}$ at $20^{\circ}C$, ${\Delta}H^{\ddag}$ = 4.3 (${\pm}$ 0.1) kcal/mol, ${\Delta}S^{\ddag}$ = -22 (${\pm}$ 1) eu, and $E_a$ = 4.9 (${\pm}$ 0.1) kcal/mol. High ${\alpha}$ C-H kinetic isotope effects are observed, but O-H solvent isotope effects are negligible. Spectral evidences with the isotope effects suggest that oxidation of benzyl alcohols occurs by a two-electron, hydride transfer. The catalytic cycles of aerobic benzyl alcohol oxidation are employed.

Correlation of Chemical Shifts with Substituent Parameters in N-Benzyl Derivatives of Pyrrole,3a,7a-Dihydroindole,and Indole Esters

  • Jeon, Kyu-Ok;Yu, Sook-Yu;Lee, Chang-Kiu
    • Bulletin of the Korean Chemical Society
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    • v.23 no.9
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    • pp.1241-1255
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    • 2002
  • Series of m- and p-substituted benzyl derivatives of pyrrole, tetramethyl 1-benzyl-3a,7a-dihydroindole-2,3,3a,4-tetracarboxylate, and trimethyl 1-benzylindole-2,3,4-tricarboxylate were prepared and their 13C NMR spectra were obtained in 0.1 M solutions of chloroform-d. Both single substituent parameter and dual substituent parameter analyses were carried out to correlate the substituent chemical shifts. The ${\beta}$ carbon of the indole series showed the most profound substituent effect dependence as well as the best correlation. The results are explained by the hyperconjugation of the benzyl methylene group.

Dyeing Properties of PTT Fiber (2) - Effect of Solvent Treatment on Dyeing and Physical Properties of PTT Fiber - (PTT 섬유의 염색성 (2) - 용제 처리한 PTT 섬유의 염색성 및 물성 -)

  • 이두환;정동석;김호정;이문철
    • Textile Coloration and Finishing
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    • v.15 no.4
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    • pp.8-16
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    • 2003
  • Poly(trimethylene terephthalate)(PTT) fiber was pretreated with organic solvent/water solution of various compositions. The organic solvents used in this experiment were benzyl alcohol, n-buthanol, and N,N-dimethylformamide(DMF). Density of the fibers were investigated as a measure of crystallite region. The dye uptake increased in the order of pretreatment with hot water < untreated < 5% benzyl alcohol < 100% benzyl alcohol < 90% benzyl alcohol; hot water < untreated $\risingdotseq$ 5% butanol < 100% beutanol < 90% butanol; hot water $\risingdotseq$ 5% DMF < untreated < 90% DMF < 100% DMF. The dye uptake increases with increase of crystallinity. It seems likely that the recrystallization process during the pretreatment with organic solvent/water solutions leads to an increase in the microvoid and then a large increase in the dye uptake. Also the dyeing rate increased and the dyeing transition temperature decreased with the pretreatments. The results obtained are corresponds with the plasticization of the fiber structure formed during the pretreatrnent.

Preparation and Characterization of Poly$({\gamma}-benzyl\;L-glutamate)$/Poly(ethylene oxide)-Lactoselactone Block Copolymers and Their Microspheres (Poly$({\gamma}-benzyl\;L-glutamate)$/Poly(ethylene oxide)-Lactoselactone 블록공중합체와 이들의 미립자 제조 및 특성)

  • Kim, Young-Hoon;Cho, Chong-Su;Sung, Young-Kiel;Chung, Byung-Ho;Lee, Kang-Choon
    • Journal of Pharmaceutical Investigation
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    • v.22 no.3
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    • pp.237-240
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    • 1992
  • A series of biodegradable block copolymers consisting of $poly({\gamma}-benzyl\;L-glutamate)$ (PBLG) and poly(ethylene oxide) (PEO)-lactoselactone were prepared by polymerization of PEO-lactoselactone and ${\gamma}-benzyl$ L-glutamate-N-carboxyanhydride and characterized by IR and NMR. From circular dichroism measurements, it was found that the polymers exist in the ${\alpha}-helical$ conformation. Block copolymer microspheres were prepared by solvent-extraction-precipitation method for their primary evaluation for medical and biological applications.

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Halogen Exchange Reactions of Benzyl Halides (Part I) Kinetics of Reactions of Chloride and Bromide Ions with Benzyl Chloride and Bromide (벤질할라이드의 할로겐交煥反應 (第 1 報) 鹽化 및 臭化 벤질과 鹽素 및 臭素이온과의 反應速度)

  • Jung, Kyung-Hoon;Huh, Yeon;Lee, Ik-Choon
    • Journal of the Korean Chemical Society
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    • v.9 no.3
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    • pp.148-151
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    • 1965
  • Kinetics of reactions of chloride and bromide ions with benzyl chloride and bromide have been investigated in 90% ethanol solution. Semi-quantitative analysis of the results shows that the bond-formation is more important than the bond-breaking and furthermore in bond-formation the energy gain due to bond-formation is less than the increase in electron affinity of the nucleophile.

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Properties of ITO Transparent Electrode for Electrochromic Display Based on Benzyl Viologen (Benzyl Viologen을 이용한 전기 변색소자에 있어서 ITO(Indium Tin Oxide)투명전극의 특성)

  • Kim, Sung Hoon;Yoon, Ji Young
    • Journal of the Korean Chemical Society
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    • v.41 no.11
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    • pp.575-580
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    • 1997
  • Benzyl viologen was synthesized and the electrochromic properties was examined. At an applied voltage of 2.6 V the electrocoloration was appeared but electrooptical response abruptly decreased after a certain period of time. It was a cause that the quality of the ITO film was degraded, e.g. the conductivity of the ITO film reduced from the original value. The ITO surfaces under some different conditions were observed by XRD and SEM.

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The Mechanisms for Thermal and Photochemical Isomerizations of N-Substituted 2-Halopyrroles: Syntheses of N-Substituted 3-Halopyrroles

  • Park, Sung-Hyun;Ha, Hong-Joo;Lim, Chul-Taek;Lim, Dong-Kwon;Lee, Kwang-Hee;Park, Yong-Tae
    • Bulletin of the Korean Chemical Society
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    • v.26 no.8
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    • pp.1190-1196
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    • 2005
  • Halopyrroles, N-substituted 2-halopyrroles were prepared by halogenation of N-substituted pyrroles with NBS, NCS, or surfuryl chloride. N-Substituted 3-halopyrroles were synthesized by acid-catalyzed thermal and photochemical isomerization reactions of N-substituted 2-halopyrroles. Both the thermal and photochemical reactions were acid-catalyzed. For the acid-catalyzed isomerization, a mechanism of [1,3] bromine shift followed by deprotonation is operated. For the acid-catalyzed photoisomerization, an excited triplet state of 2-protonated N-benzyl-2-halopyrrole produces an intermediate N-substituted pyrrole complex with halonium ion which is equilibrated with N-substituted pyrrole plus halonium ion, and then the halonium ion newly adds to 3-position of N-substituted pyrrole followed by deprotonation to afford N-benzyl-3-halopyrrole.

Convenient One-Pot Synthesis of 2,4,5-Triaryl-1H-imidazoles from Arylaldehydes, Benzyl Alcohols, or Benzyl Halides with HMDS in the Presence of Molecular Iodine

  • Veisi, Hojat;Khazaei, Ardashir;Heshmati, Leila;Hemmati, Saba
    • Bulletin of the Korean Chemical Society
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    • v.33 no.4
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    • pp.1231-1234
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    • 2012
  • A one-pot efficient procedure for the synthesis of 2,4,5-triaryl-1H-imidazole derivatives in good to excellent yields by reaction between hexamethyldisilazane and arylaldehydes, benzyl alcohols, benzyl halides in the presence of molecular iodine has been developed. The remarkable advantages of this method are the simple workup procedure, high yields of products, and the availability of reagents.