87-91-2Relevant articles and documents
PROCESSES FOR THE PREPARATION OF ARGINASE INHIBITORS AND THEIR SYNTHETIC INTERMEDIATES
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Paragraph 0120-0121, (2022/01/24)
Provided herein are processes and intermediates useful for the preparation of certain compounds, including a compound of formula 21 or formula 22 or a pharmaceutically acceptable salt of either.
Preparation method of 2-propyl-4, 5-imidazole diethyl dicarboxylate
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Paragraph 0047-0048, (2020/06/16)
The invention belongs to the technical field of medicine synthesis, and particularly relates to a preparation method of 2-propyl-4, 5-imidazole diethyl dicarboxylate, which comprises the following steps: by using L-tartaric acid as an initial raw material, carrying out esterification reaction, oxidation reaction and cyclization reaction to obtain the 2-propyl-4, 5-imidazole diethyl dicarboxylate product. A one-pot method is adopted for preparation, the method is simple, safety is good, and industrial production is easy to implement; the method has the advantages of mild reaction conditions, less three wastes, simple distillation and recycling of the solvent, simple process, low cost, high product purity and high yield compared with the existing process.
Preparation method of L-(+)-diethyl tartrate
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Paragraph 0025; 0026; 0027; 0028; 0029; 0030; 0031-0040, (2017/12/04)
The invention relates to a preparation method of L-(+)-diethyl tartrate, and belongs to the technical field of organic chemical synthesis. The preparation method comprises: adding L-(+)-tartaric acid and an anhydrous ethanol solvent into a reaction container, adding thionyl chloride in a dropwise manner at a temperature of 0-30 DEG C within 1-3 h, heating to a temperature of 30-60 DEG C after completing the adding, carrying out a thermal insulation reaction for 1-5 h, carrying out pressure reducing distillation to remove the ethanol solvent after completing the reaction to obtain a L-(+)-diethyl tartrate crude product, adding a catalyst to the L-(+)-diethyl tartrate crude product, carrying out a reaction, and filtering to obtain the L-(+)-diethyl tartrate product. According to the present invention, by using thionyl chloride as the acylating agent, the reaction conversion rate is obviously improved, and the molar yield is more than 95%; by using the alcohol (ethanol) as the solvent, the solvent can be recycled, and no industrial residue is generated; and after the crude product is subjected to the catalytic reaction with the catalyst, the reaction by-product in the crude product is removed, and the purity of the product can reach more than 99.0%.
C4 branched polyhydroxy pyrrolidine compound and preparation method and application thereof
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Paragraph 0090; 0091, (2017/08/29)
The invention relates to the field of glycosidase inhibitors, in particular to a C4 branched polyhydroxy pyrrolidine compound and a preparation method and application thereof. The structure of the C4 branched polyhydroxy pyrrolidine compound is as is shown in the description. The C4 branched polyhydroxy pyrrolidine compound is good in glycosidase inhibition activity and has potential medicinal value.
Synthesis and biological evaluation of novel 3-substituted amino-4-hydroxylcoumarin derivatives as chitin synthase inhibitors and antifungal agents
Ge, Zhiqiang,Ji, Qinggang,Chen, Chunyan,Liao, Qin,Wu, Hualong,Liu, Xiaofei,Huang, Yanrong,Yuan, Lvjiang,Liao, Fei
, p. 219 - 228 (2016/02/03)
A series of novel 3-substituted amino-4-hydroxycoumarin derivatives have been designed and synthesized as chitin synthase (CHS) inhibitors. All the synthesized compounds have been screened for their CHS inhibition activity and antimicrobial activity in vitro. The enzymatic assay indicated that most of the compounds have good inhibitory activity against CHS, in which compound 6o with IC50 of 0.10 mmol/L had stronger activity than that of polyoxins B, which acts as control drug with IC50 of 0.18 mmol/L. As far as the antifungal activity is concerned, most of the compounds possessed moderate to excellent activity against some representative pathogenic fungi. Especially, compound 6b was found to be the most potent agent against Cryptococcus neoformans with minimal inhibitory concentration (MIC) of 4 g/mL. Moreover, the results of antibacterial screening showed that these compounds have negligible actions to some tested bacteria. Therefore, these compounds would be promising to develop selective antifungal agents.
Acyl transfer reactions of carbohydrates, alcohols, phenols, thiols and thiophenols under green reaction conditions
Giri, Santosh Kumar,Kartha, K. P. Ravindranathan
, p. 11687 - 11696 (2015/02/19)
Acyl transfer reactions of various carbohydrates, alcohols, phenols, thiols and thiophenols were achieved at room temperature in high yields and catalytic efficiency in the presence of methane sulfonic acid, a green organic acid, under solvent-free conditions over short time periods. The method is mild enough to allow acid labile substituents such as isopropylidene acetals and trityl ethers on the reacting substrates to be left completely unaffected. Esterification of free mono- and dicarboxylic acids such as acetic acid, cinnamic acid, sialic acid and tartaric acid with alcohols such as menthol, ethanol, methanol or propylene glycol has also been achieved efficiently at room temperature. A comparative study of the method with the silica-sulfuric acid is also reported.
A short synthesis of (2S,3S)-3-hydroxypipecolic acid
Chavan, Subhash P.,Harale, Kishor R.,Pawar, Kailash P.
, p. 4851 - 4853 (2013/09/02)
A convenient synthesis of (2S,3S)-3-hydroxypipecolic acid starting from cheap and abundant l-(+)-tartaric acid has been achieved. The strategy employs selective ester reduction and reductive lactamization as key steps.
Chemoselective esterification of α-hydroxyacids catalyzed by salicylaldehyde through induced intramolecularity
Weng, Shiue-Shien,Li, Hsin-Chun,Yang, Teng-Mao
, p. 1976 - 1986 (2013/03/13)
A new, direct and chemoselective esterification of α-hydroxyacids was developed using a reversible covalent-binding strategy. By taking advantage of acetal chemistry, simple aldehydes can be used to efficiently catalyze the esterification of α-hydroxy carboxylic acids in the presence of β-hydroxyacid moieties or other carboxylic acids in amounts equal to or in excess of the alcohols. A diverse array of α-aryl, α-alkyl, α-heteroaryl, and functionalized α-hydroxyacids were smoothly esterified with 1° and 2° alcohols catalyzed by 10 mol% inexpensive and commercially available salicylaldehyde, furnishing the resultant esterification products in 83-95% yields after a simple basic aqueous workup to remove the unreacted hydroxyacids. In addition, the salicylaldehyde can be recovered through vacuum distillation or silica gel purification, thereby meeting the standards of green chemistry. A mechanistic study proved that the formation of covalent adduct III during our proposed catalytic cycle (Scheme 1A) is responsible for the real catalysis.
