(2',2',5',5'-tetramethyl-1',3'-dioxolan-4'-yl)methanol | 90137-20-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (2',2',5',5'-tetramethyl-1',3'-dioxolan-4'-yl)methanol
• 英文别名: 4-hydroxymethyl-2,2,5,5-tetramethyl-1,3-dioxolane；(2,2,5,5-tetramethyl-1,3-dioxolan-4-yl)methanol
• CAS: 90137-20-5
• 化学式: C₈H₁₆O₃
• 分子量: 160.213
• InChiKey: LTRACTCRKLEDCH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  38.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (2',2',5',5'-tetramethyl-1',3'-dioxolan-4'-yl)methanol 在 草酰氯 、 二甲基亚砜 、 三乙胺 作用下， 以 乙醚 、 二氯甲烷 为溶剂， 反应 349.0h， 生成 (3RS,4SR,5RS)-2-benzyl-4-methoxycarbonyl-5-methyl-3-<(4RS)-2,2,5,5-tetramethyl-1,3-dioxolan-4-yl>isoxazolidine
  参考文献：
  名称：

  Fray, M. Jonathan; Jones, Richard H.; Thomas, Eric J., Journal of the Chemical Society. Perkin transactions I, 1985, p. 2753 - 2762

  摘要：

  DOI：
• 作为产物：
  描述：

  3-methylbut-2-enyl 4-nitrobenzoate 在 potassium osmate(VI) dihydrate 、 水 、 N-甲基吗啉氧化物 、 sodium hydroxide 作用下， 以 甲醇 、 水 、 丙酮 为溶剂， 反应 57.0h， 生成 (2',2',5',5'-tetramethyl-1',3'-dioxolan-4'-yl)methanol
  参考文献：
  名称：

  Preparation and use of enantioenriched 2-aryl-propylsulfonylbenzene derivatives as valuable building blocks for the enantioselective synthesis of bisabolane sesquiterpenes

  摘要：

  We have demonstrated that different enantioenriched 2-arylpropylsufonylbenzene derivatives are very useful building blocks for the synthesis of aromatic bisabolane sesquiterpenes. Their preparation and the exploitation of their chemical reactivity have been comprehensively investigated. Accordingly, the naturally occurring bisabolane sesquiterpenes (-)-curcuphenol, (-)-xanthorrhizol, (+)-glandulone A, (+)-curcudiol, (+)-turmerone and (+)-curcudiol-10-one were synthesized in high enantiomeric purity. It is worth noting that the compounds (+)-curcudiol-10-one and (+)-glandulone A were prepared in enantioenriched form for the first time. Through the proposed synthetic approaches, we were able to confirm both chemical structures and the absolute configurations previously assigned to the two aforementioned sesquiterpenes. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2014.10.016

文献信息

• [EN] 4,6-SUBSTITUTED-PYRAZOLO[1,5-a]PYRAZINES AS JANUS KINASE INHIBITORS<br/>[FR] PYRAZOLO[1,5-A] PYRAZINES SUBSTITUÉES EN 4,6 EN TANT QU'INHIBITEURS DE LA JANUS KINASE
  申请人：ARRAY BIOPHARMA INC

  公开号：WO2016090285A1

  公开（公告）日：2016-06-09

  Compounds of Formula I: and stereoisomers and pharmaceutically acceptable salts and solvates thereof in which R1, R2, R3 and R4 have the meanings given in the specification, are inhibitors of one or more JAK kinases and are useful in the treatment of JAK kinase-associated diseases and disorders, such as autoimmune diseases, inflammatory diseases, rejection of transplanted organs, tissues and cells, as well as hematologic disorders and malignancies and their co-morbidities.

  公式I的化合物及其立体异构体和药学上可接受的盐和溶剂化合物，在其中R1、R2、R3和R4具有规范中给定的含义，是一种或多种JAK激酶的抑制剂，并且在治疗JAK激酶相关疾病和疾病方面非常有用，如自身免疫疾病、炎症性疾病、移植器官、组织和细胞的排斥反应，以及血液学疾病和恶性肿瘤及其并发症。
• Substrate specificity and enantioselectivity of penicillinacylase catalyzed hydrolysis of phenacetyl esters of synthetically useful carbinols
  作者：Claudio Fuganti、Piero Grasselli、Stefano Servi、Ameriga Lazzarini、Paolo Casati

  DOI：10.1016/s0040-4020(01)81708-7

  日期：1988.1

  Penicillinacylase from , immoblized on Eupergit C beads catalyzes the hydrolysis in water/CH3CN 10:1, at pH 7.5 and 23° C, of a set of O-phenylacetate esters of primary carbinols. The highest enantioselectivity is observed in the case of the 2,2-dimethyl-1,3-dioxolane-4-methanols structurally related to the penicillin (1) framework. Minor modifications of this basic structure are not altering the acceptability

  固定在Eupergit C珠上的青霉素酰化酶催化在水/ CH 3 CN 10：1中在pH 7.5和23°C下水解一系列邻苯甲醇的邻苯乙酸酯。在与青霉素（1）骨架结构相关的2,2-二甲基-1,3-二氧戊环-4-甲醇中观察到最高的对映选择性。对这种基本结构的微小修饰不会改变酶的可接受性，但会显着降低水解的对映选择性，就像使用苯作为溶剂和与琼脂糖结合的酶一样。
• Synthesis of (all-E,2R,2?R)-oscillol
  作者：Bruno Traber、Hanspeter Pfander

  DOI：10.1002/hlca.19960790217

  日期：1996.3.20

  Optically active (all-E,2R,2′R)-oscillol (= (all-E,2R,2′R)-3,4,3′,4′-tetradehydro-1,2,1′,2′-tetrahydro-ψ,ψ-carotene-1,2,1′,2′-tetrol; 1) was synthesized according to the C10 + C20 + C10 = C40 strategy, applying the Wittig reaction to couple the synthons 4 and 6. The chiral centre was introduced by a Sharpless dihydroxylation of 3-methylbut-2-enyl 4-nitrobenzoate (8).

  光学活性的（清一色ë，2 - [R，2' - [R）-oscillol（=（清一色ë，2 - [R，2' - [R）-3,4,3'，4'-四脱氢1,2,1'，根据C 10 + C 20 + C 10 = C 40策略合成2'-tetrahydro-ψ，ψ-胡萝卜素-1,2,1'，2'-tetrol; 1），采用Wittig反应偶联合成子4和6。通过3-甲基丁-2-烯基4-硝基苯甲酸酯的无尖锐的二羟基化作用引入手性中心（8）。
• Aspects of nitrile oxide cycloaddition stereoselectivity: Chemistry of 4-cyano-2,2-dimethyl- and 4-cyano-2,2,5,5-tetramethyl-1,3-dioxolane oxides. X-ray structure of (4 , 5)-4,5-bismethoxy-carbonyl-3-[(4)-2,2,5,5-tetramethyl-1,3-dioxolan-4-yl]-Δ2-isox-azoline
  作者：Richard H. Jones、Gareth C. Robinson、Eric J. Thomas

  DOI：10.1016/0040-4020(84)85117-0

  日期：1984.1

  4-Cyano-2,2-dimethl- and 4-cyano-2,2,5,5-tetramethyl-1,3-dioxolane oxìdes (1) and (2) were generated from the corresponding chloro-oximes, and trapped by addition to styrene, dimethyl maleate, dimethyl fumarate, and cyclopentene. The additions to styrene and dimethyl fumarate gave 1 : 1 mixtures of diastereoisomeric adducts. However some stereoselectivity was detected in the additions to the -1,2-disubstituted

  由相应的氯代肟生成4-氰基-2,2-二甲基-和4-氰基-2,2,5,5-四甲基-1,3-二氧戊环肟（1）和（2），并被捕获除了苯乙烯，马来酸二甲酯，富马酸二甲酯和环戊烯。将苯乙烯和富马酸二甲酯加成，得到非对映异构体加合物的1：1混合物。然而，在-1，2-二取代的烯烃的加成物中检测到一些立体选择性。的结构（4 ，5 ）-4,5- bismethoxycarbonyl -3 - [（4 ）-2,2,5,5- tetramethyldioxolan -4-基]-Δ 2 -isoxazoline（17）是由一个X-建立射线结构确定。
• Process for the preparation of cholesterol derivatives and novel
  申请人：Hoffmann-La Roche Inc.

  公开号：US04568491A1

  公开（公告）日：1986-02-04

  The invention is concerned with a process for the preparation of 1 hydrogen or hydroxy cholesterol derivatives and intermediates therefor. The compounds of the present invention are useful as intermediates in the preparation of 24,25-dihydroxy and 1.alpha., 24,25-trihydroxycholecalciferol.

  本发明涉及一种制备1氢或羟基胆固醇衍生物及其中间体的过程。本发明的化合物可用作制备24,25-二羟基和1α,24,25-三羟基胆钙化醇的中间体。