CAS: 10048-32-5; (S)-6-Methyl-5,6-Dihydro-2H-Pyran-2-One
该化合物是带有六人环形结构的手动内酯,在(S)配置中的六位位置上有一个甲基替代体,饱和二氢极核增强稳定性,同时保持再功能性.C-6的立体中心传授了对等选择性,使其在不对称合成和制药中间体中具有价值.该内酯对于制作调味和香味化合物以及生物活性分子特别有用,因为它能够作为多功能建筑块.其定义的立体化学确保了手艺应用的一贯性能,在精密化学合成方面提供了优势.
- 英文名称(S)-6-Methyl-5,6-Dihydro-2H-Pyran-2-One
- 中文名称(S)-6-甲基-5,6-二氢-2H-吡喃-2-酮
- IUPAC名称(S)-6-methyl-5,6-dihydro-2H-pyran-2-one
- 其它别名Parasorbicacid; (S)-6-Methyl-5,6-Dihydro-2H-Pyran-2-One; [s,(+)]-5,6-Dihydro-6-Methyl-2H-Pyran-2-One; Parascorbic Acid; 2H-Pyran-2-One, 5,6-Dihydro-6-Methyl-, (6S)-
- CAS编号10048-32-5
- FDA UNII编号:DCN48OUK3T
- 分子式:C6H8O2分子量:112.13
- 产品CID: 11102
- 产品分类有机原料→分子砌块→芳杂环类化合物→吡喃类化合物
- 相似结构搜索
- 产品信息参考
;; - InChIKey: DYNKRGCMLGUEMN-MLHKIVSYNA-N
- InChI=1S/C6H8O2/c1-5-3-2-4-6(7)8-5/h2,4-5H,3H2,1H3/t5-/m0/s1
- 计算化学: 氢键受体数2.0氢键供体数*可旋转键数*
相似化合物
54814-64-1 3393-45-1 119067-60-6物理性质
MSDS等安全信息
上下游产品
Ethyl (S)-Propanoyloxyhex-2-Enoate 147864-36-6(S)-6-Methyl-3,6-Dihydro-Pyran-2-One 93338-33-1
合成工艺路线路线简述
📜2,2-Dimethyl-6-(2-Oxopropyl)-4H-1,3-Dioxin-4-One置于咪唑,Sodium Tetrahydroborate,四丁基氟化铵,对甲苯磺酸体系中,用 四氢呋喃,甲醇,甲苯,苯 用作溶剂,化学反应生成(6S)-6-甲基-5,6-二氢吡喃-2-酮
参考文献:Baker's Yeast Mediated Bioreduction Of Prochiral Ketones Having 6-(4-Oxo-1,3-Dioxinyl) Group
标题:Baker's Yeast Mediated Bioreduction Of Prochiral Ketones Having 6-(4-Oxo-1,3-Dioxinyl) Group
摘要:通过发酵酵母的方式,具有6-(4-氧代-1,3-二噁烯基)基团作为一个末端单元的拟手性酮类化合物得到了手性醇,这些手性醇可以转化为光学活性的羟基酯,β-酮酯和内酯.
Doi:10.1246/cl.1990.901
专利信息
专利号:US-2024308950-A1
优先权日:2022-08-05
标题 :Biorenewable synthesis of hydroxy-hexanoate esters
发明人：HUBER GEORGE; DELL ANNA MARCO NAZARENO
权利人:WISCONSIN ALUMNI RES FOUND
摘要:A method to make mono- or di-hydroxy-hexanoates. Triacetic acid lactone is converted to a δ-hexalactone or a 4-hydroxy-δ-hexalactone intermediate. The intermediate is treated with an acid in the presence of an alcohol to yield a 5-hydroxy-hexanoate or 4,5-dihydroxy-hexanoate.
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📌 第三方产品分析报告
主要参考文献
参考标题:Enantioselective Synthesis Of The 3C-Protease Inhibitor (-)-Thysanone By A Staunton-Weinreb Annulation Strategy作者:Margaret Brimble,Jonathan Sperry,Tsz Yuen |发布日期:2009.8
摘要:The Total Synthesis Of (-)-Thysanone Is Described. The Key Step Involves The Addition Of An O-Toluate Anion To A Lactone To Create The Naphthopyran Framework (Staunton-Weinreb Annulation). This Synthesis Further Confirms The Absolute Stereochemistry Of The Natural Product To Be 1R,3S. Thysanone - Staunton-Weinreb Annulation - Total Synthesis - Natural Products - Polycycles
合成参考文献
参考文献:10.1021/jf201401j
摘要:Kashima Y, Yamaki H, Suzuki T, Miyazawa M. Insecticidal effect and chemical composition of the volatile oil from Bergenia ligulata. J Agric Food Chem. 2011 Jul 13;59(13):7114–9. doi: 10.1021/jf201401j.
摘要:S55 | ZINC15PHARMA | Pharmaceuticals from ZINC15 | DOI:10.5281/zenodo.3247749
摘要:CRC Handbook of Antibiotic Compounds, Vols.1- , Berdy, J., Boca Raton, FL, CRC Press, 1980, 8(1)(253), 1982
摘要:Arzneimittel-Forschung. Drug Research., 19(617), 1969 []
摘要:American Industrial Hygiene Association Journal., 30(470), 1969 []
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