(4S,5S)-5-amino-2,2-dimethyl-4-[4-(methylsulfonyl)phenyl]-1,3-dioxane | 845728-45-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (4S,5S)-5-amino-2,2-dimethyl-4-[4-(methylsulfonyl)phenyl]-1,3-dioxane
• 英文别名: (4S,5S)-5-amino-2,2-dimethyl-4-(4-(methylsulnohyl)phenyl)-1,3-dioxane；(4S,5S)-2,2-dimethyl-4-(4-(methylsulfonyl)phenyl)-5-amino-1,3-dioxane；(4S,5S)-5-amino-4-(4-methylsulfonylphenyl)-2,2-dimethyl-1,3-dioxane；(4S,5S)-2,2-dimethyl-4-[4-(methylsulfonyl)-phenyl]-1,3-dioxan-5-amine；(4S,5S)-2,2-dimethyl-4-(4-methylsulfonylphenyl)-1,3-dioxan-5-amine
• CAS: 845728-45-2
• 化学式: C₁₃H₁₉NO₄S
• 分子量: 285.364
• InChiKey: GKXCXGRJEOYBKH-RYUDHWBXSA-N

物化性质

• 熔点：
  120-122 °C(Solv: ethyl acetate (141-78-6); ethyl ether (60-29-7))
• 沸点：
  446.6±45.0 °C(Predicted)
• 密度：
  1.186±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  87
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-(2-溴乙基)苯甲醛 、 四苯硼钠 、 (4S,5S)-5-amino-2,2-dimethyl-4-[4-(methylsulfonyl)phenyl]-1,3-dioxane 以 乙醇 、 乙腈 为溶剂， 反应 0.08h， 以74%的产率得到(+)-N-((4S,5S)-2,2-dimethyl-4-(4-(methylsulfonyl)phenyl)-1,3-dioxan-5-yl)-3,4-dihydroisoquinolinium tetraphenylborate
  参考文献：
  名称：

  非水亚胺盐介导的催化不对称环氧化

  摘要：

  使用我们新开发的非水条件，使用四苯基phosph单过氧硫酸盐（TPPP）作为氧化剂，已经在简单烯烃的催化不对称环氧化中测试了一系列取代的二氢异喹啉鎓盐，其ee最高可达97％。

  DOI：

  10.1016/j.tet.2005.10.084
• 作为产物：
  描述：

  (1S,2S)-2-formylamino-1-(4-methylthiophenyl)-1,3-propanediol 在 camphor-10-sulfonic acid 、 一水合肼 、 间氯过氧苯甲酸 作用下， 以 二氯甲烷 、 氯仿 、 丙酮 为溶剂， 反应 8.5h， 生成 (4S,5S)-5-amino-2,2-dimethyl-4-[4-(methylsulfonyl)phenyl]-1,3-dioxane
  参考文献：
  名称：

  用于不对称环氧化的新型手性亚胺盐催化剂

  摘要：

  一系列对映体纯的 4-取代 5-氨基-1,3 二氧六环已与 2-(2-溴乙基) 苯甲醛缩合以产生手性二氢异喹啉盐，这是用于简单烯烃环氧化的有效不对称催化剂，可得到高达71%。((c) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2006)。

  DOI：

  10.1002/ejoc.200500756

文献信息

• Indazole compounds, compositions thereof and methods of treatment therewith
  申请人：Bhagwat S. Shripad

  公开号：US20050009876A1

  公开（公告）日：2005-01-13

  This invention is generally directed to the use of Indazole Compounds for treating or preventing diseases associated with protein kinases, including tyrosine kinases, such as proliferative diseases, inflammatory diseases, abnormal angiogenesis and diseases related thereto, atherosclerosis, macular degeneration, diabetes, obesity, pain and others. The methods comprise the administration to a patient in need thereof of an effective amount of an indazole compound that inhibits, modulates or regulates tyrosine kinase signal transduction. Novel indazole compounds or pharmaceutically acceptable salt thereof are presented herein.

  这项发明通常涉及使用吲唑化合物来治疗或预防与蛋白激酶相关的疾病，包括酪氨酸激酶，诸如增殖性疾病、炎症性疾病、异常血管生成及其相关疾病、动脉硬化、黄斑变性、糖尿病、肥胖、疼痛等。这些方法包括向有需要的患者施用有效量的吲唑化合物，以抑制、调节或控制酪氨酸激酶信号转导。本文中提供了一种新型的吲唑化合物或其药用可接受的盐。
• Binaphthalene-Derived Iminium Salt Catalysts for Highly Enantioselective Asymmetric Epoxidation
  作者：Philip C. Bulman Page、Benjamin R. Buckley、Mohamed M. Farah、A. John Blacker

  DOI：10.1002/ejoc.200900252

  日期：2009.7

  catalysts for asymmetric epoxidation has received considerable attention. In this manuscript we describe the design, preparation, and use of new highly selective iminium salt organocatalysts for asymmetric epoxidation, based around a chiral binaphthalene motif coupled with a chiral substituted dioxane moiety. The new catalysts have been tested in the catalytic asymmetric epoxidation of unfunctionalized

  对映体富集的环氧化物是有用的中间体，在不对称合成中有许多应用，开发用于不对称环氧化的有效催化剂受到了相当多的关注。在这份手稿中，我们描述了用于不对称环氧化的新型高选择性亚胺盐有机催化剂的设计、制备和使用，该催化剂基于手性联萘基序和手性取代的二恶烷部分。新催化剂已经在未官能化烯烃的催化不对称环氧化中进行了测试，可提供高达 95% 的 ee。(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)
• Organocatalytic Enantioselective Synthesis of Bicyclo[2.2.2]octenones via Oxaziridinium Catalysed <i>ortho</i> ‐Hydroxylative Phenol Dearomatization**
  作者：Tom D. D'Arcy、Mark R. J. Elsegood、Benjamin R. Buckley

  DOI：10.1002/anie.202205278

  日期：2022.7.25

  An enantioselective, oxaziridinium-catalysed ortho-hydroxylative dearomatization-[4+2] dimerization reaction of phenols is described. This classically challenging transformation was successfully employed in the synthesis of bis(monoterpenoid) (+)-biscarvacrol and bacterial metabolite (−)-bis(2,6-xylenol), with high enantioselectivity. Our simple, organocatalytic system tolerates multiple phenol substitution

  描述了苯酚的对映选择性、oxaziridinium 催化的邻羟基脱芳构化-[4+2] 二聚反应。这种具有经典挑战性的转化成功地用于合成具有高对映选择性的双（单萜）（+）-双香芹酚和细菌代谢物（-）-双（2,6-二甲苯酚）。我们简单的有机催化系统可耐受多种苯酚取代模式和邻位取代基。
• Asymmetric Epoxidation of <i>cis</i>-Alkenes Mediated by Iminium Salts:  Highly Enantioselective Synthesis of Levcromakalim
  作者：Philip C. Bulman Page、Benjamin R. Buckley、Harry Heaney、A. John Blacker

  DOI：10.1021/ol047836h

  日期：2005.2.1

  A range of cis-substituted olefins has been epoxidized with a new dihydroisoquinolinium salt catalyst, using tetraphenylphosphonium monoperoxysulfate as the stoichiometric oxidant, giving ee's of up to 97%. The reaction has been used as the key step in an enantioselertive synthesis of the antihypertensive agent levcromakalim.
• [EN] PROCESS FOR USE IN THE PREPARATION OF OXIRANES FROM ALKENES, AND CATALYSTS FOR USE THEREIN<br/>[FR] PROCEDE DESTINE A ETRE UTILISE DANS LA PREPARATION D'OXYRANES A PARTIR D'ALCENES ET CATALYSEURS UTILISES A CET EFFET
  申请人：AVECIA PHARMACEUTICALS LTD

  公开号：WO2005056543A2

  公开（公告）日：2005-06-23

  There is provided a process for the preparation of oxiranes wherein an optionally substituted alkene is reacted in the presence of a chiral catalyst, an oxidant and an organic solvent characterised in that the oxidant is at least partially soluble in the organic solvent and the oxidant displays low reactivity towards the alkene in the absence of the catalyst. The optionally substituted alkene is preferably an alkene of formula (1): wherein: R1-4 each independently are hydrogen, an optionally substituted aromatic or is saturated hydrocarbyl, an optionally substituted hetrocyclyl, an optionally substituted aromatic or saturated hydrocarbyloxy, an optionally substituted aromatic or saturated hydrocarbylamino, an optionally substituted aromatic or saturated hydrocarbyloxycarbonyl, an optionally substituted aromatic or saturated hydrocarbylaminocarbonyl, nitrile, halide or one or more of R1 & R2, R2 & R3 , R3 & R4 , R1 & R4 optionally being linked in such a way as to form an optionally substituted ring(s). The oxidant is preferably an oxidant of formula (2): A+ HSO5- wherein A+ is a counterion capable of conferring organic solvent solubility. Preferred chiral catalysts of formula (4): wherein: R11 and R12 are each independently an optionally substituted hydrocarbyl group or R11 & R12 are linked in such a way as to form an optionally substituted ring(s); R13 is hydrogen or an optionally substituted hydrocarbyl group; R14 is an optionally substituted hydrocarbyl group; R17 is hydrogen or an optionally substituted hydrocarbyl group; R15 and R16 each independently are hydrogen or an optionally substituted hydrocarbyl group; and 30 X- is a counterion; * is a chiral centre; and *' is a chiral centre when R17 is not hydrogen are provided.