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以R-( )-长叶薄荷酮为起始原料,经1,4-加成、还原两步反应合成了手性辅助试剂(-)-1R,2S,5R-8-(4-甲氧基甲基苯)薄荷醇及其反向异构体( )-1S,2S,5R-8-(4-甲氧基甲基苯)薄荷醇,总产率88%.其结构用 1HNMR和 13CNMR进行了表征. 相似文献
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麦尔布合·阿布都热西提 《化学试剂》2008,30(8)
以R-( )-长叶薄荷酮为起始原料,经1,4-加成、还原两步反应合成了手性辅助试剂标题化合物及其差向异构体( )-1S,2S,5R-8-(4-甲氧基苯)薄荷醇,总产率83%.其结构经1HNMR和 13CNMR进行了表征. 相似文献
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微波辐射下5-(1-氧基)-2(5H)-呋喃酮的合成 总被引:1,自引:0,他引:1
研究在微波辐射条件下,以手性助剂天然薄荷醇与5-羟基-2(5H)-呋喃酮反应,合成5-(1-氧基)-2(5H)-呋喃酮.获得了微波的功率40%、反应时间100min、苯为溶剂,薄荷醇/5-羟基-2-(5H)呋喃酮为1/1.7,产率78.6%的好结果. 相似文献
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研究在微波辐射条件下 ,以手性助剂天然薄荷醇与 5 -羟基 -2 (5 H ) -呋喃酮反应 ,合成 5 -(1 -氧基 ) -2 (5 H ) -呋喃酮。获得了微波的功率 40 %、反应时间 1 0 0 min、苯为溶剂 ,薄荷醇 /5 -羟基 -2 -(5 H )呋喃酮为 1 /1 .7,产率 78.6%的好结果 相似文献
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薄荷醇是一种用途很广的环状单萜烯醇 ,其合成原料有天然旋光性化合物和非旋光的石油化学品。讨论了薄荷醇的几种合成方法 ,提出了利用异戊二烯为原料合成薄荷醇是今后生产薄荷醇的主要路线 相似文献
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研究了新一代嘧啶核苷类抗病毒药物拉米夫定的合成方法,以L-薄荷醇和乙醛酸为原料,合成L-薄荷醇乙醛酸酯为手性源,经酯化、环合、氯代、缩合、还原5步反应制得目标产物。在乙醛酸-L-薄荷酯(MGH)合成过程中,L-薄荷醇和乙醛酸的最佳摩尔比为3∶1;用双(三氯甲基)碳酸酯代替二甲基亚砜作氯代试剂制备(2R,5S)-5-(胞嘧啶-1′-基)-[1,3]-氧硫杂环戊烷-2-羧酸-L-薄荷酯(NA),收率为60.3%;利用硼氢化钠-甲醇-四氢呋喃体系还原NA,反应4h得到拉米夫定,收率84.8%。产品总收率30.9%,并通过IR、MS等方法对化合物进行了结构表征。 相似文献
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以R-( )-长叶薄荷酮为起始原料,经1,4-加成、还原、溴代、水解等4步反应合成了标题化合物,总产率77%。其结构用1HNMR、13CNMR和IR进行了表征。 相似文献
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凉味剂左旋薄荷酰胺的合成 总被引:3,自引:0,他引:3
凉味剂WS 3 (即N 乙基 L 薄荷基甲酰胺 )可以左旋薄荷醇为原料 ,经氯代、羧酸化和酰胺化三步制成 ,以左旋薄荷醇为起始原料计 ,总产率为 3 0 .1 %。中间体 ( 1R ,2S ,5R) ( ) 氯代薄荷、( 1R ,2S ,5R) ( ) 薄荷基羧酸、( 1R ,2S ,5R) ( ) 薄荷基羧酸酰氯和终产品N 乙基 L 薄荷基甲酰胺通过GC、m .p.、旋光度的测定及红外光谱等分析确证其与目标产物结构一致。左旋的凉味剂WS 3凉味纯正强烈 ,无杂味。 相似文献
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研究龙眼(Dimocarpus longan Lour.)果核的化学成分,采用硅胶柱色谱对龙眼果核石油醚提取物和体积分数95%乙醇提取物进行分离,并利用理化性质和光谱数据鉴定化合物的结构。从龙眼果核的提取物中分离得到一组混合神经酰胺(化合物1、2)和一组混合脑苷脂(化合物3~6),结构鉴定为Rel-(3S,4S,5S)-3-[(2'R)-2'-羟基二十二酰胺]-4-羟基-5-[(4″Z)-十四烷-4″-烯]-2,3,4,5-四氢呋喃(1)、Rel-(3S,4S,5S)-3-[(2'R)-2'-羟基二十四酰胺]-4-羟基-5-[(4″Z)-十四烷-4″-烯]-2,3,4,5-四氢呋喃(2)、1-O-(β-D-吡喃葡萄糖基)-(2S,3S,4R,8E)-2-(2'-羟基二十四酰胺)-8-十八烯-1,3,4-三醇(3)、1-O-(β-D-吡喃葡萄糖基)-(2S,3S,4R,8Z)-2-(2'-羟基二十四酰胺)-8-十八烯-1,3,4-三醇(4)、1-O-(β-D-吡喃葡萄糖基)-(2S,3S,4R,8E)-2-(2'-羟基二十二酰胺)-8-十八烯-1,3,4-三醇(5)、1-O-(β-D-吡喃葡萄糖基)-(2S,3S,4R,8Z)-2-(2'-羟基二十二酰胺)-8-十八烯-1,3,4-三醇(6)。 相似文献
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建立了同时测定牙膏中薄荷醇、丙二醇和甘油含量的气相色谱法。以无水乙醇为溶剂在超声辅助下对8种牙膏样品进行预处理,采用6820型气相色谱仪,配19091X-233 WAX极性毛细管柱(30 m×250μm×0.25μm)进行测定。结果表明,检测的标准偏差为0.17~1.15 mg,平均回收率为89.5%~94.4%。 相似文献
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为了寻找抗菌候选化合物,在前期研究基础上,对蛇床子素结构进行简化与衍生,在甲醇钠/无水乙醇条件下水解,得到(E)-2-羟基-3-异戊烯基-4-甲氧基肉桂酸(Ⅰ),中间体Ⅰ再与胺缩合制备了17个目标物(Ⅱa~q),经1HNMR、13CNMR和MS对目标物进行了结构确证。体外抗菌活性测试结果表明,结构简化后的衍生物呈现较好的抗菌活性。其中,化合物Ⅱh[(E)-3-(2-羟基-4-甲氧基-3-异戊烯基)苯基-N-(4-氟苄基)丙烯酰胺]和Ⅱp[(E)-3-(2-羟基-4-甲氧基-3-异戊烯基)苯基-N-(4-三氟甲基苄基)丙烯酰胺]的活性最为突出,前者对金黄色葡萄球菌(S. aureus)和耐甲氧西林金黄色葡萄球菌(MRSA)的最小抑菌浓度(MIC)分别为16和32 mg/L,后者对S. aureus和MRSA的MIC分别为8和16 mg/L,两个化合物的抗S. aureus活性与对照药苯唑西林较接近,抗MRSA活性远优于对照药苯唑西林。 相似文献
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L-乳酸薄荷酯的合成 总被引:1,自引:0,他引:1
以薄荷醇和L-乳酸为原料,用环已烷带水、经酯化、精制得到L-乳酸薄荷酯,并研究了反应时间、醇酸摩尔比、催化剂量对反应的影响,确定的优惠工艺条件为:n(薄荷醇)∶n(L-乳酸)=1.2∶1.0,催化剂为原料总重量2%,环己烷加热回流带水,反应6h,减压蒸馏至120℃/400Pa。残余物重结晶,得白色针状结晶产品,收率80%以上,纯度达到99%。 相似文献
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Zhongxian Lü Ying Chu Yuchun Han Yuanhong Wang Jinglin Liu 《Journal of chemical technology and biotechnology (Oxford, Oxfordshire : 1986)》2005,80(12):1365-1370
This work deals with the resolution of DL ‐menthol with propionic acid by Candida cylindracea lipase (Ccl) in organic solvent reaction systems and a reverse micelles system of sodium 1,4‐bis (2‐ethylhexyl) sulfosuccinate (AOT). The activity and stability as well as enantioselectivity of the lipase in two systems were studied. The results indicate that the lipase showed higher stability in reverse micelles than in organic solvent, which proved that the reverse micelles system has potential application for maintaining the activity of the enzyme for a long time. This is because lipase molecules can be entrapped in water‐containing micro‐drops of reverse micelles, avoiding direct‐contract with unfavorable organic medium. The enantioselectivity (E > 30, eep = 92.5) in the two systems is relatively high, although the conversion is moderate. The influence of the characteristic parameters of the two systems, such as pH, temperature, w0 (molar ratio of water to AOT in reverse micelles systems) and water content (organic solvent) on the conversion of DL ‐menthol was also investigated. Copyright © 2005 Society of Chemical Industry 相似文献
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Gas chromatographic-electroantennographic detection (G3C-EAD) experiments showed that antennae of males and females of the goldeneyed lacewing, Chrysopa oculata Say (Co. = Chrysopa), consistently responded to four compounds extracted from the abdominal cuticle of males:nonanal, nonanol, nonanoic acid, and (1R*,2S*,5R*,8R*)-iridodial. These compounds were not detected from abdominal cuticle of females. Thoracic extracts of both sexes contained antennal-stimulatory 1-tridecene and EAD-inactive skatole. Chrysopa oculata adults were most sensitive to (1R,2S,5R,8R)-iridodial standard at an EAD-response threshold between 0.1 and 1 pg, which was 10-100 times lower than thresholds for nonanal and nonanoic acid, and up to 10,000 times lower than thresholds for other compounds tested. A similar EAD response pattern was also found in another Chrysopa sp. (Co. quadripunctata Burmeister). In field-trapping experiments, (1R,2S,5R,8R)-iridodial was the only male-specific compound that attracted Co. oculata males. Males also were weakly attracted to (1R,4aS,7S,7aR)-nepetalactol (an aphid sex pheromone component), probably due to the 5% (1R,2S,5R,8R)-iridodial present in the synthetic sample as an impurity. A herbivore-induced plant volatile, methyl salicylate, increased attraction of males to (1R,2S,5R,8R)-iridodial, whereas 1-tridecene was antagonistic. No females were caught in the entire study. Scanning electron micrographs revealed numerous male-specific, elliptical epidermal glands on the 3rd-8th abdominal sternites of Co. oculata, which are likely the pheromone glands. Another lacewing species, Chrysoperla rufilabris (Burmeister) (Cl. = Chrysoperla), did not produce male-specific volatiles or possess the type of gland presumed to produce pheromone in Co. oculata males, but (Z)-4-tridecene was identified as a major antennal-stimulatory compound from thoracic extracts of both sexes of Cl. rufilabris. Thus, (1R,2S,5R,8R)-iridodial (or its enantiomer) is now identified as a male-produced male aggregation pheromone for Co. oculata, the first pheromone identified for lacewings. 相似文献