(4R)-2,2-二甲基-1,3-二氧戊环-4-甲酰氯 | 97673-82-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: (4R)-2,2-二甲基-1,3-二氧戊环-4-甲酰氯
• 中文别名: 1,3-二噁戊环-4-羰基氯化,2,2-二甲基-,(4R)-
• 英文名称: (R)-2,3-o-isopropylidene-D-glyceroyl chloride
• 英文别名: (R)-2,2-dimethyl-[1,3]dioxolane-4-carbonyl chloride；(R)-2,2-Dimethyl-[1,3]dioxolan-4-carbonylchlorid；(R)-2,2-dimethyl-1,3-dioxolan-4-ylcarbonyl chloride；(4R)-2,2-dimethyl-1,3-dioxolane-4-carbonyl chloride
• CAS: 97673-82-0
• 化学式: C₆H₉ClO₃
• 分子量: 164.589
• InChiKey: LFLHAXOMFLJNJK-SCSAIBSYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (4R)-2,2-二甲基-1,3-二氧戊环-4-甲酰氯 在 吡啶 、 二异丁基氢化铝 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 生成 (4R)-1-(2,2-dimethyl)-(1,3)dioxolan-4-ylpropan-1-ol
  参考文献：
  名称：

  A Route to Homochiral (S)-O-Methyl Mandelic Acid and Related α-Alkoxy Carboxylic Acids from Isopropylidene Glycerol

  摘要：

  An improved synthesis of the useful ketones 7 is described. These ketones are then further modified via a highly stereospecific reduction. to give homochiral alpha-alkoxy carboxylic acids which are useful chiral auxiliaries and intermediates.

  DOI：

  10.1080/00397919508011831
• 作为产物：
  描述：

  potassium (R)-2,2-dimethyl-1,3-dioxolane-4-carboxylate 在 吡啶 、 草酰氯 作用下， 以 乙醚 为溶剂， 生成 (4R)-2,2-二甲基-1,3-二氧戊环-4-甲酰氯
  参考文献：
  名称：

  Synthesis of (S)-(+)-methyl .BETA.,.GAMMA.-dihydroxy-.ALPHA.-methylenebutyrate and (S)-(-)-tulipalin B.

  摘要：

  已成功合成(S)-(+)-甲基β, γ-二羟基-α-亚甲基丁酸酯和(S)-(-)-郁金香醇B，这些是从Thunberg的海枣(SPIRAEA thunbergii Sieb.)中分离的抗菌物质，起始原料为异丙基羟基-D-甘油醛。

  DOI：

  10.1271/bbb1961.44.199

文献信息

• Oxazolidinone derivatives, process for their preparation and pharmaceutical compositions containing them
  申请人：Syngenta Limited

  公开号：US20030144263A1

  公开（公告）日：2003-07-31

  Compounds of the formula (I), or a pharmaceutically-acceptable salt, or an in-vivo-hydrolysable ester thereof, 1 wherein, for example, X is —O— or —S—; HET is an optionally substituted C-linked 5-membered heteroaryl ring containing 2 to 4 heteroatoms independently selected from N, O and S; Q is selected from, for example, Q1 and Q2 2 R 2 and R 3 are independently hydrogen or fluoro; T is selected from a range of groups, for example, an N-linked (fully unsaturated) 5-membered heteroaryl ring system or a group of formula (TC5): 3 wherein Rc is, for example, R 13 CO—, R 13 SO 2 — or R 13 CS—; wherein R 13 is, for example, optionally substituted (1-10C)alkyl or R 14 C(O)O(1-6C)alkyl wherein R 14 is optionally substituted (1-10C)alkyl; are useful as antibacterial agents; and processes for their manufacture and pharmaceutical compositions containing them are described.

  式(I)的化合物，或其药学上可接受的盐，或其体内可水解的酯， 其中，例如，X为—O—或—S—； HET是一个可选择的取代的C-连接的含有2到4个异原子（独立选择自N、O和S）的5元杂芳环； Q从Q1和Q2中选择 R2和R3独立地为氢或氟； T从一系列基团中选择，例如，一个N-连接的（完全不饱和的）5元杂芳环系统或式(TC5)的基团： 其中Rc是，例如，R13CO—，R13SO2—或R13CS—； 其中R13是，例如，可选择的取代的(1-10C)烷基或R14C(O)O(1-6C)烷基 其中R14是可选择的取代的(1-10C)烷基；这些化合物可用作抗菌剂；并描述了其制备方法和含有它们的药物组合物。
• The Formation of<i>d</i>-Erythrulose
  作者：Koichi Iwadare

  DOI：10.1246/bcsj.14.131

  日期：1939.4

  (1) d-Erythrulose was formed by the hydrolysis of diazo-ketone which was obtained by condensing diazo-methane with acetone-d-glyceric acid chloride.(2) Potassium salt of acetone-d-glyceric acid ([α]D15 = +23.7°), acetone-d-glyceric acid chloride ([α]D15) = +14.9°) and acetone-d-glyceric acid amide ([α]D16 = +39.1°) were obtained.

  (1) d-赤藓酮糖（d-Erythrulose）由重氮酮水解而成，重氮酮由重氮甲烷与丙酮-甘油酰氯缩合而成。(2) 得到丙酮-甘油酸钾盐（[α]D15 = +23.7°）、丙酮-甘油酸氯化物（[α]D15) = +14.9°）和丙酮-甘油酸酰胺（[α]D16 = +39.1°）。
• 一种索非布韦关键中间体的制备方法
  申请人：江苏工程职业技术学院

  公开号：CN111362989B

  公开（公告）日：2022-03-08

  本发明公开了一种索非布韦关键中间体((2R,3R,4R,5R)‑3‑(苯甲酰氧基)‑5‑氯‑4‑氟‑4‑甲基四氢呋喃‑2‑基)苯甲酸甲酯的制备方法，本制备方法以(R)‑2,2‑二甲基‑1,3‑二氧戊环‑4‑羧酸为起始原料，经酰氯化，与α‑氟代丙酸反应，然后羰基还原，羟基保护，水解环合，羟甲基保护，还原，氯代制得索非布韦关键中间体((2R,3R,4R,5R)‑3‑(苯甲酰氧基)‑5‑氯‑4‑氟‑4‑甲基四氢呋喃‑2‑基)苯甲酸甲酯。本制备方案合成路线短，收率高，避免了合成过程中氟化反应步骤。
• D-glycopyranosyl phenylsulfones: Acylation of their lithiated anions and reductive desulfonylation of the resulting acylated sulfones. A synthesis of α-D-C-glycosides
  作者：Jean-Marie Beau、Pierre Sinaÿ

  DOI：10.1016/s0040-4039(00)95050-0

  日期：1985.1
• Synthesis and cytotoxicity of lupane-type triterpenoid glyceryl esters
  作者：Dominic Thibeault、Charles Gauthier、Jean Legault、Jimmy Bouchard、Louis Gagné、André Pichette

  DOI：10.1016/j.bmcl.2012.05.073

  日期：2012.7

  A new series of betulinic acid and betulin derivatives were synthesized by introducing a D-glycerol moiety at the C-3 and/or C-28 positions of the lupane skeleton. The resulting glyceryl esters were evaluated in vitro for their cytotoxic activity against A549, DLD-1 and WS1 human cell lines. The structure-activity relationships study revealed that the incorporation of a glycerol unit at the C-3 or C-28 position of the lupane core resulted in compounds exhibiting potent cytotoxic activity together with decreased liposolubility. (C) 2012 Elsevier Ltd. All rights reserved.