2-(氨基)乙基甲基砜盐酸盐的合成

甲基亚磺酸锌二水合物(2)与环氧乙烷经开环、氯代、取代及水解反应制得2-(氨基)乙基甲基砜盐酸盐(1),总收率50%。2或甲基亚磺酸钠与N-(2-溴乙基)邻苯二甲酰亚胺经取代和水解反应也可制得1,总收率68%或79%。     

N-乙基-N-甲基氨基甲酰氯的简便合成

目的 研究N-乙基-N-甲基氨基甲酰氯的简便合成方法 .方法 以苯甲醛和乙胺水溶液为起始原料,形成Schiff碱后经硫酸二甲酯甲基化、水解、中和,得N-甲基乙胺,再与三光气反应得N-乙基-N-甲基氨基甲酰氯.结果 目的 化合物的化学结构经<'1> HNMR确证,总收率为57.1%.结论 改进的合成方法 具有原料易得、条件温和、操作简便、收率高等优点.     

2-(2-芳基)乙基苯甲酸的合成

以邻氰基氯苄为原料,与苯甲醛或2-噻吩甲醛经Wittig-Horner反应、水解及氢化反应制得2-(2-苯乙基)苯甲酸或2-(2-噻吩基)乙基苯甲酸,总收率分别约64%和60%。     

1-[2-(N-甲基)氨基-2-(2,4-二氯苯基)乙基]-1H-1,2,4-三唑化合物的合成

目的：改进1－[2-（N－甲基）氨基－2－（2,4－二氯苯基）乙基]-1H-1,2,4-三唑的合成方法,降低成本,提高收率,方法：以2－氯－1－（2,4－二氯苯基）乙酮为原料,经三唑烷基化与甲胺反应生成酮亚胺后还原（A法）,或与N－甲基甲酰胺进行Leukart反应（B法）,结果：A和B两种方法制得目标化合物的收率分别为57．6％和63．2％。结论：A和B两种方法原料易得,反应简便,降低了成本,提高了收率。     

手性固定相高效液相色谱法测定(S)-N-乙基-2-氨甲基吡咯烷中右旋异构体

目的建立手性固定相HPLC法检查左舒必利起始原料(S)-N-乙基-2-氨甲基吡咯烷中右旋异构体。方法采用Chiralpak IA(250 mm×4.6 mm,5μm)为色谱柱,以正己烷-乙醇-乙醇胺(97.5:2.5:0.1)为流动相,流速1.0 m L·min-1,检测波长225 nm。结果实现了N-乙基-2-氨甲基吡咯烷左旋体与右旋体的基线分离,右旋体在4.82~48.19μg·m L-1内与峰面积线性关系良好。结论本方法适用于(S)-N-乙基-2-氨甲基吡咯烷的内在质量控制。     

4-[2-(N-甲基,N-(2-吡啶基)氨基)-乙氧基]苯甲醛的合成方法改进

目的:改进罗格列酮的关键中间体4-[2-(N-甲基,N-(2-吡啶基)氨基)-乙氧基]苯甲醛的合成方法。方法:以2-[N-甲基,N-(2-吡啶基)氨基]乙醇为原料,分别与对氟苯甲醛发生威廉森成醚反应(以乙腈作溶剂,KOH作去酸剂)及与对羟基苯甲醛发生脱水缩合反应,合成目标化合物。结果:得到目标化合物,其结构经1HNMR和MS验证。结论:两种改进的合成方法操作简便,适于工业化生产。     

5-氨基-1-羟乙基吡唑的合成

目的合成5-氨基-1-羟乙基吡唑。方法原甲酸三乙酯与氰乙酸乙酯缩合,然后和羟乙基肼经环合、水解等一锅法合成5-氨基吡唑-4-甲酸,然后在亚硫酸钠存在条件下加热脱羧得到5-氨基-1-羟乙基吡唑。结果合成得到5-氨基-1-羟乙基吡唑。结论该工艺路线同现有文献相比,不仅总产率较高,而且简化了合成工艺,节省了原料和成本,减少对环境的污染。     

抗阿尔茨海默病药物2-羟基-5-[2-(4-(三氟甲基苯基)乙基氨基)]苯甲酸的合成

目的:合成2-羟基-5-[2-(4-(三氟甲基苯基)乙基氨基)]苯甲酸。方法:以对三氟甲基氯苯和5-氨基水杨酸为起始原料通过5步反应合成了细胞坏死抑制剂2-羟基-5-[2-(4-(三氟甲基苯基)乙基氨基)]苯甲酸。结果与结论:目标产物结构经1H-NMR,13C-NMR和ESI-MS确证,总产率为37.7%。该合成路线具有原料价廉易得、反应条件温和、收率高、操作简便的特点,适合于工业化生产。     

新型氨基糖苷类抗生素合成的最新进展

氨基糖苷类抗生素是治疗感染性疾病的一类重要药物.但是,随着细菌对氨基糖苷类耐药性不断增加,大大限制了其临床疗效,从而激起了人们对细菌耐药机制的研究和开发新的氨基糖苷类抗生素的兴趣.本文主要对近年来新氨基糖苷类衍生物的设计及合成的研究进展进行综述.     

1,3-二甲基-6-[2-(对甲苯磺酰氧基)乙基氨基]尿嘧啶的合成

目的:合成盐酸尼非卡兰中间体1,3-二甲基-6-[2-(对甲苯磺酰氧基)乙基氨基]尿嘧啶.方法:以二甲基脲和氰乙酸为原料经3步反应合成目标产物.结果:以氰乙酸计,总收率44.4%.目标产物的光谱数据与文献报道一致.结论:新的合成方法所用原料价廉易得,适合生产.     

Diterpenoid glycosides and monoterpenoid glycosides from the fruits of Xanthium chinense

Two new diterpenoid glycosides, fructusnoids D (1) and E (2), and two new monoterpenoid glycosides (3, 4), together with three known diterpenoid glycosides (5-7) and three known monoterpenoid glycosides (8-10), were isolated from the fruits of Xanthium chinense. Their structures were elucidated by spectrometric analyses.

     

Synthesis of key macrolactone structure of resin glycosides using a Keck macrolactonization method

We present in this paper the efficient synthesis of three macrocyclic lactone units which are core structures of natural resin glycosides by the use of a Keck macrolactonization approach.     

Monoterpene glycosides from Paeonia veitchii

The EtOH extract of the roots of Paeonia veitchii afforded two new monoterpene glycosides paeonidanin I (1) and paeonidanin J (2), and a new dimeric monoterpene glycoside paeonidanin K (3). Their structures were elucidated on the basis of spectroscopic means and hydrolysis products.     

One-pot synthesis of a 3,6-branched hexaarabinogalactan using galactopyranosyl thioglycoside diol as a key glycosylating agent

We present in this paper the efficient four-component one-pot synthesis of a fully protected hexaarabinogalactan 2 with di-branched structure by using d-thiogalactopyranoside 3,6-diol 3 as the central glycosylating agent. After global deprotection, 2 was converted into the 3-aminopropyl linker-containing free oligosaccharide 1 that is structurally related to ALR-5IIa-1-1, an arabino-3,6-galactan with intestinal immune system modulating activity.     

Two new glycosides from Carduus acanthoides

Two new glycosides, syringic acid-4-O-β-l-arabinopyranoside (1) and kaempferol-3-O-α-l-rhamnopyranosyl-7-O-β-d-glucuronopyranoside (2), were isolated from whole plants of Carduus acanthoides (Asteraceae), and their structures were elucidated on the basis of spectroscopic analysis.     

Design and synthesis of a series of novel bisquinazoline glycosides as epidermal growth factor receptor inhibitors

A new series of potential epidermal growth factor receptor inhibitors possessing bisquinazoline and saccharide moieties were designed and synthesized. The biological results demonstrated that the synthetic derivatives significantly inhibited epidermal growth factor receptor enzymatic activity in vitro. Of them, compound 14b showed the highest inhibitory rate toward epidermal growth factor receptor protein tyrosine kinase (81.36%) at a concentration of 1 μM. Further molecular simulation predicted that 14b offered its saccharide moieties hydrogen bonding to ATP-binding pocket.     

Solid-phase synthesis of O-mannosylated peptides: two strategies compared

A comparison of the O-glycosylation of resin-bound assembled peptides with the incorporation of glycosylated amino acids using established chemistry is presented. Fmoc/tert-butyl-based protecting groups were used for the peptidic moieties in conjunction with acetyl sugar protection. Koenigs-Knorr glycosylations were carried out using protected bromomannose derivatives, the acceptor being threonine or serine, either in solution or within a resin-bound peptide. The characterisation of microgram quantities of glycopeptides by the use of glycosidases in combination with mass spectrometry is also described.     

New sesquiterpenoid glycoside and phenylpropanoid glycosides from the tuber of Ophiopogon japonicus

A new sesquiterpenoid glycoside, cryptomeridiol 11-O-β-d-xylopyranosyl-(1→6)-β-d- glucopyranoside (1), two new phenylpropanoid glycosides, 3,4-dihydroxy-allylbenzene 3-O-β-d-glucopyranosyl-4-O-β-d-apiofuranosyl-(1→6)-β-d-glucopyranoside (2), and 3,4,5-trihydroxy-allylbenzene 3-O-β-d-glucopyranosyl-4-O-β-d-glucopyranoside (3), along with four known phenylpropanoid glycosides (4–7), were isolated from the tuber of Ophiopogon japonicus. Compounds 4–7 were obtained from the genus Ophiopogon for the first time. Their structures were elucidated by spectroscopic methods, including 1D and 2D NMR and HR-ESI-MS.     

Two new glycosides from Leonurus japonicus

Two new glycosides, 1,6-di-O-syringoyl-β-d-glucopyranose (1) and quercetin 3-O-[(3-O-syringoyl-α-l-rhamnopyranosyl)-(1 → 6)-β-d-glucopyranoside] (2), along with seven known compounds were isolated from the MeOH extract of Leonurus japonicus. The structures of these compounds were elucidated by spectral analysis.     

First total synthesis of a new phenylpropanoid glycoside: natural cytotoxic compound from Cirsium japonicum

Abstract

Phenylpropanoid glycoside compound 1, the natural anti-tumor compound isolated from the erial parts of Cirsium japonicum, was first totally synthesized using easily available materials in short, convenient route with overall yield of 13.9%.