phytenal | 220904-29-0

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: phytenal
• 英文别名: (E)-phytal；(E)-3,7,11,15-tetramethylhexadec-2-enal；3,7,11,15-tetramethyl-hexadec-2-en-1-al；3,7,11,15-tetramethyl-2-hexadecenal；(7RS,11Ξ)-phytal；3,7,11,15-tetramethyl-2E-hexadecenal
• CAS: 220904-29-0
• 化学式: C₂₀H₃₈O
• 分子量: 294.521
• InChiKey: RAFZYSUICBQABU-HMMYKYKNSA-N

物化性质

• 沸点：
  381.3±11.0 °C(Predicted)
• 密度：
  0.840±0.06 g/cm3(Predicted)
• 保留指数：
  2189

计算性质

• 辛醇/水分配系数(LogP)：
  8.3
• 重原子数：
  21
• 可旋转键数：
  13
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.85
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

上下游信息

• 上游原料

  中文名称	英文名称	CAS号	化学式	分子量
  3,7,11,15-四甲基-2-十六碳烯-1-醇	(E)-3,7,11,15-tetramethylhexadec-2-en-1-ol	253686-88-3	C20H40O	296.537
  植物醇	phytol	150-86-7	C20H40O	296.537
  ——	phytonitrile	5492-34-2	C20H37N	291.52
  ——	2,6,10-trimethylundec-1-ene	32765-42-7	C14H28	196.376
  ——	3,7,11,15-tetramethylhexadec-3-en-1-ol	120467-02-9	C20H40O	296.537

• 下游产品

  中文名称	英文名称	CAS号	化学式	分子量
  (Z)-3,7,11,15-四甲基十六碳-2-烯酸	(Z)-3,7,11,15-tetramethylhexadec-2-enoic acid	3653-46-1	C20H38O2	310.5
  3,7,11,15-四甲基-2-十六碳烯-1-醇	(E)-3,7,11,15-tetramethylhexadec-2-en-1-ol	253686-88-3	C20H40O	296.537
  植物醇	phytol	150-86-7	C20H40O	296.537

反应信息

• 作为反应物：
  描述：

  phytenal 在 platinum(IV) oxide 正丁基锂 、 二乙胺基三氟化硫 、 氢气 作用下， 以 二氯甲烷 、 乙酸乙酯 为溶剂， 反应 8.63h， 生成 2-methyl-3-(3',7',11',15'-tetramethyl-1-hexadecenyl)-1,4-dimethoxynaphthalene
  参考文献：
  名称：

  Substituted vitamin K epoxide analogs. New competitive inhibitors and substrates of vitamin K1 epoxide reductase

  摘要：

  2- and 3-substituted vitamin K 2,3-epoxide analogues were synthesized and tested as inactivators, inhibitors, and substrates for beef liver microsomal vitamin K1 epoxide reductase. 2-(X)-3-phytyl-1,4-naphthoquinone 2,3-epoxides, where X is hydroxymethyl, chloromethyl, fluoromethyl, difluoromethyl, and formyl were all competitive inhibitors, but none was an inactivator. Only the 2-hydroxymethyl analogue was reduced to a quinone that was stable enough under the conditions of the experiment to be detected. Vitamin K1 epoxide analogues with modified phytyl chains (1'-hydroxy, 3'-fluoro with isomerized double bond, 1'-hydroxy and 1'-fluoro with saturated double bond, and the corresponding unsubstituted chains) were synthesized. All of the analogues were competitive inhibitors of vitamin K1 epoxide reductase. The nonfluorinated analogues also were shown to be substrates, being reduced to the corresponding quinone without enzyme inactivation. At least one other enzyme besides vitamin K1 epoxide reductase in beef liver microsomes also metabolizes all of these analogues.

  DOI：

  10.1021/jm00168a038
• 作为产物：
  描述：

  3,7,11,15-四甲基-2-十六碳烯-1-醇 在 manganese(IV) oxide 作用下， 生成 phytenal
  参考文献：
  名称：

  来自四方四角星 (Tetragonia tetragonoides) 的两种天然无环二萜和降二萜醛

  摘要：

  摘要 除了新植二烯、植醇、(2E)-和(2Z)-3-(4-羟基-3-甲氧基苯基)丙烯酸甲酯、脂肪酸甲酯和脂肪酸之外，

  DOI：

  10.1016/0031-9422(82)80142-8

文献信息

• LOW-VISCOSITY LIQUID CRYSTAL COMPOUND
  申请人：Ikeda Yutaka

  公开号：US20120264923A1

  公开（公告）日：2012-10-18

  The present invention relates to a liquid crystal compound that can be used as a base for injection formulations. The present invention provides an amphipathic compound having the following general formula (I): wherein X and Y each denotes a hydrogen atom or together denote an oxygen atom, n denotes an integer from 0 to 2, m denotes the integer 1 or 2, and R denotes a hydrophilic group generated by removal of one hydroxyl group from any one selected from the group consisting of glycerol, erythritol, pentaerythritol, diglycerol, triglycerol, xylose, sorbitol, ascorbic acid, glucose, galactose, mannose, dipentaerythritol, maltose, mannitol, and xylitol; as well as a base for injection formulations and depot formulation comprising the same.

  本发明涉及一种可作为注射制剂基质的液晶化合物。本发明提供了一种两亲性化合物，具有如下通式(I)： 其中，X和Y各自表示氢原子，或者共同表示一个氧原子，n表示从0到2的整数，m表示整数1或2，R表示由来自甘油、赤藓糖醇、季戊四醇、双甘油、三甘油、木糖、山梨糖醇、抗坏血酸、葡萄糖、半乳糖、甘露糖、双季戊四醇、麦芽糖、甘露醇和木糖醇中任选其一去除一个羟基而生成的亲水基团；以及包含该化合物的注射制剂基质和储存型制剂。
• Oxidative Transformation of Arylmethyl Bromides and Alcohols with a Combination of Mesoporous Silica FSM-16 and Alkali Iodides under Photoirradiation
  作者：Akichika Itoh、Tomohiro Kodama、Shinji Inagaki、Yukio Masaki

  DOI：10.1021/ol016210d

  日期：2001.8.1

  see text]. A mesoporous silica FSM-16 was found to be a selective and recyclable promoter for the oxidative dehalogenation of arylmethyl bromides to provide the corresponding alcohols and for the oxidation of arylmethyl alcohols to provide the corresponding aldehydes with a combination of alkali iodides and solvents under photoirradiation conditions.

  [反应：请参见文字]。发现介孔二氧化硅FSM-16是选择性和可回收的促进剂，用于在光辐照条件下芳基甲基溴的氧化脱卤作用以提供相应的醇，并用于芳基甲醇的氧化以提供相应的醛以及碱碘化物和溶剂的组合。
• 1,3,5-nonatriene derivatives, their preparation and their use
  申请人：Rhone-Poulenc Sante

  公开号：US04876370A1

  公开（公告）日：1989-10-24

  1,3,5-Nonatriene derivatives of formula: ##STR1## in which R.sub.1 and R.sub.2, together with the carbon atom to which they are linked, form a carbonyl group, or each of R.sub.1 and R.sub.2 denotes alkoxy or R.sub.1 and R.sub.2 together form an alkylenedioxy radical, which may be made by reaction of a butadiene derivative of formula: ##STR2## in which R is alkyl or phenyl, with a butanal ketoacetal of 10 formula: ##STR3## followed by reaction of the product with a halomethyltriphenylphosphonium halide, are useful intermediates e.g. for the production of phytol.

  公式为##STR1##的1,3,5-壬三烯衍生物，其中R.sub.1和R.sub.2与它们连接的碳原子一起形成一个羰基，或者R.sub.1和R.sub.2中的每一个表示烷氧基，或者R.sub.1和R.sub.2一起形成一个烷二氧基基团，可以通过以下反应制备：##STR2##式的丁二烯衍生物，其中R为烷基或苯基，与10式的戊醛酮缩醛反应，然后将产物与卤代甲基三苯基膦盐酸盐反应，这些是有用的中间体，例如用于生产叶酸。
• Regioselective Pinacol Rearrangement of Unsymmetrical Cyclobutane-1,2-diols
  作者：Vincent Gembus、Lydia Karmazin、Sylvain Pira、Daniel Uguen

  DOI：10.1246/bcsj.20170335

  日期：2018.3.15

  as a mixture of trans and cis isomers by condensing the O-silyl derivative 18c of 2-hydroxy-2-methyl-cyclobutanone 18b — the Norrish II photocyclisation product of 2,3-pentanedione 21 — and methyl phenyl sulfone 33 was found to rearrange selectively either to the cyclopropanic β-ketosulfone 37 or the isomeric methyl ketone 38 by using, respectively, the tosyl fluoride/DBU and the DAST reagent. The

  羟基砜 34b，通过将 2-羟基-2-甲基-环丁酮 18b 的 O-甲硅烷基衍生物 18c（2,3-戊二酮 21 的 Norrish II 光环化产物）与甲基苯基缩合而制备为反式和顺式异构体的混合物通过分别使用甲苯磺酰氟/DBU 和 DAST 试剂，发现砜 33 选择性地重排为环丙酸 β-酮砜 37 或异构甲基酮 38。这种方法的潜力已通过从香叶基丙酮 46 合成植酸 1 以及从 3,4-己二酮 51 和异戊烯醇 56 制备 - 通过环丙 β-酮砜 54（X 射线） - 的高级片段得到说明保幼激素分子 59。
• Efficient Access to (All-<i>rac</i>)-α-Tocopherol Acetate by a Crombie Chromene Synthesis
  作者：Vincent Gembus、Nathalie Sala-Jung、Daniel Uguen

  DOI：10.1246/bcsj.82.843

  日期：2009.7.15

  In contrast to reports in the literature, the pyridine-catalysed condensation of phenolic compounds and conjugated aldehydes to chromenes was found to be applicable to trimethylhydroquinone 2a with the result of complementary convergent approaches to the title acetate using citral 3a and dihydromyrcene 9 as precursors of the phytyl residue.

  与文献中的报告相比，发现吡啶催化的酚类化合物与共轭醛类的缩合反应可以适用于三甲基氢醌2a，从而得到了利用香草醛3a和二氢美克烯9作为植基残基前体的互补聚合途径生成的目标醋酸酯。