4-羟基-3-(羟甲基)丁酸叔丁酯 | 201804-32-2

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 中文名称: 4-羟基-3-(羟甲基)丁酸叔丁酯
• 英文名称: tert-butyl 4-hydroxy-3-(hydroxymethyl)butanoate
• CAS: 201804-32-2
• 化学式: C₉H₁₈O₄
• 分子量: 190.24
• InChiKey: ROFLQRQLXGAFAU-UHFFFAOYSA-N

物化性质

• 沸点：
  303.2±32.0 °C(Predicted)
• 密度：
  1.080±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.1
• 重原子数：
  13
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  66.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-羟基-3-(羟甲基)丁酸叔丁酯 在 乙酸乙烯酯 、 3 A molecular sieve 、 Amano P lipase 作用下， 以 异丙醚 为溶剂， 反应 1.92h， 以85%的产率得到(R)-tert-Butyl 4-acetoxy-3-(hydroxymethyl)butanoate
  参考文献：
  名称：

  Chemoenzymatic synthesis of asymmetrized bis(hydroxymethyl)propanoates (BHYMP∗) as a new family of chiral building blocks

  摘要：

  A series of asymmetrized bis(hydroxymethyl)propanoates (BHYMP*) has been prepared in both enantiomeric forms through a chemoenzymatic methodology involving complementary diacetate monohydrolyses and diol monoacetylations catalyzed by lipases. (C) 1997 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(97)00560-0
• 作为产物：
  描述：

  二乙基膦酰基乙酸叔丁酯 在 Candida antarctica lipase 、 sodium hydroxide 、 Wilkinson's catalyst 、 phosphate buffer pH=7 、 氢气 、 sodium hydride 作用下， 以 乙醇 、 水 、 苯 为溶剂， -30.0~25.0 ℃ 、506.62 kPa 条件下， 反应 74.0h， 生成 4-羟基-3-(羟甲基)丁酸叔丁酯
  参考文献：
  名称：

  Chemoenzymatic synthesis of asymmetrized bis(hydroxymethyl)propanoates (BHYMP∗) as a new family of chiral building blocks

  摘要：

  A series of asymmetrized bis(hydroxymethyl)propanoates (BHYMP*) has been prepared in both enantiomeric forms through a chemoenzymatic methodology involving complementary diacetate monohydrolyses and diol monoacetylations catalyzed by lipases. (C) 1997 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(97)00560-0

文献信息

• [EN] PEG-LIPIDS AND LIPID NANOPARTICLES<br/>[FR] LIPIDES PEG ET NANOPARTICULES LIPIDIQUES
  申请人：CAPSTAN THERAPEUTICS INC

  公开号：WO2023196445A1

  公开（公告）日：2023-10-12

  Disclosed herein are polyethylene glycol (PEG)-lipids, functionalized PEG-lipids, and functionalized PEG-lipids that are conjugated to a binding moiety which can comprise an antibody antigen binding domain. Also disclosed are methods for synthesizing and functionalizing the PEG-lipids. The PEG-lipids are useful components lipid nanoparticles (LNP) used for the delivery of nucleic acids into living cells, in vivo or ex vivo. LNP comprising functionalized PEG-lipids that are conjugated to a binding moiety are useful as targeted LNP for delivering nucleic acids into cells or tissues expressing the ligand of the binding moiety.

  本文公开了聚乙二醇（PEG）脂、功能化聚乙二醇脂和与结合分子（可包括抗体抗原结合域）共轭的功能化聚乙二醇脂。此外，还公开了 PEG 脂的合成和功能化方法。PEG 脂类是脂质纳米粒子 (LNP) 的有用成分，可用于体内或体外将核酸输送到活细胞中。由与结合基团共轭的功能化 PEG 脂组成的 LNP 可用作靶向 LNP，将核酸递送到表达结合基团配体的细胞或组织中。
• Development of a Scalable Synthesis of (<i>S</i>)-3-Fluoromethyl-γ-butyrolactone, Building Block for Carmegliptin’s Lactam Moiety
  作者：Jean-Michel Adam、Joseph Foricher、Steven Hanlon、Bruno Lohri、Gérard Moine、Rudolf Schmid、Helmut Stahr、Martin Weber、Beat Wirz、Ulrich Zutter

  DOI：10.1021/op200019k

  日期：2011.5.20

  Several new routes are reported for the synthesis of (S)-3-fluoromethyl-gamma-butyrolactone. An asymmetric hydrogenation-based synthesis was chosen as the enabling route to produce the lactone on a 10-kg scale. A superior stereoselective route starting from (S)-tert-butyl glycidyl ether which afforded the desired lactone in three steps with similar to 50% overall yield was finally selected for further development and production.
• Chemoenzymatic synthesis of asymmetrized bis(hydroxymethyl)propanoates (BHYMP∗) as a new family of chiral building blocks
  作者：Luca Banfi、Andrea Basso、Giuseppe Guanti、Maria Teresa Zannetti

  DOI：10.1016/s0957-4166(97)00560-0

  日期：1997.12

  A series of asymmetrized bis(hydroxymethyl)propanoates (BHYMP*) has been prepared in both enantiomeric forms through a chemoenzymatic methodology involving complementary diacetate monohydrolyses and diol monoacetylations catalyzed by lipases. (C) 1997 Elsevier Science Ltd. All rights reserved.