为了开发新型糖苷类香料,首先以D-葡萄糖为原料,合成了溴代四乙酰葡萄糖（Ⅲ）,再以5-甲基糠醛（Ⅰ）为原料,经还原制备了5-甲基糠醇（Ⅱ）,化合物Ⅱ与Ⅲ进行糖苷化反应,分别采用Koenigs-Knorr法和相转移催化法,合成了5-甲基糠醇-2, 3, 4, 6-四-O-乙酰基-β-D-葡萄糖苷（Ⅳ）;最后,将化合物Ⅳ水解,得到目标产物5-甲基糠醇-β-D-葡萄糖苷（Ⅴ）。中间体和产物结构经1HNMR、13CNMR、IR、HRMS确证,并对糖苷Ⅴ的热裂解性能进行了测定。结果表明:两种糖苷化方法所得到的产物均为糖苷Ⅳ,Koenigs-Knorr法更优。Koenigs-Knorr法的最佳反应条件为:n（5-甲基糠醇）:n（溴代四乙酰葡萄糖）=1:1.6,n（5-甲基糠醇）:n（Ag2CO3）=1:1.5,回流反应4 h,化合物Ⅳ的产率为42.9%。目标糖苷Ⅴ热裂解后能够释放出5-甲基糠醛、5-甲基糠醇等香味成分,可用于食品、烟草等行业。

以3-甲基戊酸为原料,经酰氯化、酯化反应,合成了香料目标化合物.考察了催化剂用量、反应物配比、反应时间、反应温度等对目标化合物收率的影响,结果表明,最佳合成工艺条件为:n(3-甲基戊酰氯)∶n(吡啶)=1∶2,n(糠醇)∶n(3-甲基戊酰氯)=1∶1.2,反应时间4h,反应温度50℃,收率达87.8％.利用IR、1HNMR、13CNMR对目标化合物结构进行确证.

A method for determination of the content of neutral aromatic components from cigarette mainstream smoke by semi-preparative high performance liquid chromatography (semi-preparative HPLC) coupled with gas chromatography-mass spectrometry (GC-MS) was developed:the fraction collection time was determined to three time periods by optimizing the conditions of semi-preparative HPLC in order to ensure that the compounds to be measured don’t cross in the fractions.The selected ion chromatogram showed that all target compounds could be separated completely in three fractions and the method could satisfy the demands of quantitative analysis.Quantitative analysis was performed by establishing a GC-MS internal standard curve.The analysis results showed that the correlation coefficients were greater than 0.999 0,the limits of detection (LOD) were 0.55 ～ 13.06 μg/kg and the limits of quantitation (LOQ) were 1.85 ～ 43.55 μg/kg.It showed that the method has high sensitivity.The results of sample determination and recovery experiment showed that the average added standard recovery of the neutral aromatic components from cigarette mainstream smoke was in the range of 64.39％ ～93.57％ and the relative standard deviations were less than 10％.It showed that the method could satisfy the requirement of quantitative analysis of trace compounds,with good reproducibility.

采用半制备型高效液相色谱结合气相色谱-质谱联用法对卷烟烟气中性香味成分了进行分析.用剑桥滤片捕集卷烟主流烟气粒相物,用同时蒸馏萃取法提取并分离得到中性香味成分.通过对半制备高效液相色谱分离条件和制备馏分体积进行优化,使复杂的烟气中性成分得到预分离,制备出组成相对简单的12个馏分,然后用气相色谱-质谱联用法分析鉴定其中香味成分.结果表明:从各馏分的总离子流色谱图中共鉴定出319种中性成分,其中烃类48种,醛类29种,酮类134种,酯类21种,醇类28种,含氧杂环类18种,含氮化合物32种,酚类7种,醚类2种.方法适合于复杂的烟气中性成分的分析研究.