(R)-2-Hydroxy-2,3-dimethyl-butyronitrile | 131002-30-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (R)-2-Hydroxy-2,3-dimethyl-butyronitrile
• 英文别名: (2R)-2-hydroxy-2,3-dimethylbutanenitrile
• CAS: 131002-30-7
• 化学式: C₆H₁₁NO
• 分子量: 113.159
• InChiKey: QCKRFEBWZBKGTR-LURJTMIESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  8
• 可旋转键数：
  1
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  44
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (R)-2-Hydroxy-2,3-dimethyl-butyronitrile 生成 3-甲基-2-丁酮
  参考文献：
  名称：

  OHTA, HIROMICHI;KIMURA, YOICHI;SUGANO, YASUSHI, TETRAHEDRON LETT., 29,(1988) N 52, C. 6957-6960

  摘要：

  DOI：
• 作为产物：
  描述：

  (R)-2,3-dimethyl-2-(trimethylsilyloxy)butanenitrile 在 水 作用下， 以 2-MeTHF 为溶剂， 反应 3.0h， 生成 (R)-2-Hydroxy-2,3-dimethyl-butyronitrile
  参考文献：
  名称：

  [EN] ASYMMETRIC PROCESS FOR MAKING SUBSTITUTED 2-AMINO-THIAZOLONES
  [FR] PROCESSUS ASYMÉTRIQUE POUR LA FABRICATION DE 2-AMINO-THIAZOLONES

  摘要：

  这项发明提供了两种合成取代氨基噻唑酮化合物的方法，作为11-β-羟基类固醇脱氢酶1的抑制剂。这些方法允许在不使用化学计量的手性催化剂的情况下，对所需化合物进行立体选择性合成。

  公开号：

  WO2010014586A1

文献信息

• (αMe)Hyv: chemo-enzymatic synthesis, and preparation and preferred conformation of model depsipeptidesElectronic supplementary information (ESI) available: analytical data. See http://www.rsc.org/suppdata/p2/b1/b107691b/
  作者：Cristina Peggion、Alessandra Barazza、Fernando Formaggio、Marco Crisma、Claudio Toniolo、Marzia Villa、Claudia Tomasini、Herbert Mayrhofer、Peter Pöchlauer、Bernard Kaptein、Quirinus B. Broxterman

  DOI：10.1039/b107691b

  日期：2002.2.25

  By a chemo-enzymatic approach we performed a large-scale, stereoselective synthesis of the Cα-methylated α-hydroxy acid L-(αMe)Hyv. We also prepared model depsipeptides based on this sterically demanding residue in combination with the α-amino acids L-Ala, L-Val, and Aib. From solution (FT-IR absorption and 1H NMR) and crystal-state (X-ray diffraction) conformational analyses we found that L-(αMe)Hyv forces depsipeptides to fold into right-handed β-turn/helical structures by analogy with the reported propensity of L-(αMe)Val, its α-amino acid counterpart.

  通过化学酶法，我们进行了Cα-甲基化α-羟基酸L-(αMe)Hyv 的大规模、立体选择性合成。我们还根据这种空间要求残基与α-氨基酸L-Ala、L-Val 和Aib 的组合制备了缩酚肽模型。通过溶液（FT-IR 吸收和 1H NMR）和晶态（X 射线衍射）构象分析，我们发现 L-(αMe)Hyv 迫使缩酚肽通过类比折叠成右手β-转/螺旋结构与报道的L-(αMe)Val（其α-氨基酸对应物）的倾向有关。
• ASYMMETRIC PROCESS FOR MAKING SUBSTITUTED 2-AMINO-THIAZOLONES
  申请人：Caille Seb

  公开号：US20110178307A1

  公开（公告）日：2011-07-21

  The invention provides two process for synthesizing substituted aminothiazolone compounds as inhibitors of 11-β-hydroxy steroid dehydrogenase type 1. The processes allow the stereoselective synthesis of the desired compounds without the use of stoichiometric amounts of chiral catalysts.

  本发明提供了两种合成取代氨基噻唑酮化合物作为11-β-羟基类固醇脱氢酶1型抑制剂的方法。这些方法允许对所需化合物进行立体选择性合成，而无需使用化学手性催化剂的化学计量量。
• The first encapsulation of hydroxynitrile lyase from Hevea brasiliensis in a sol–gel matrix
  作者：Lars Veum、Ulf Hanefeld、Alain Pierre

  DOI：10.1016/j.tet.2004.06.135

  日期：2004.11

  A straightforward process for the encapsulation of HbHNL under low methanol conditions has been developed. By adding a sol, prepared by hydrolysis of TMOS/MTMS at pH 2.8 with continuous removal of methanol, to a stirred solution of the enzyme in a buffer at pH 6.5, at least 65% of the activity of the free enzyme could be recovered after the encapsulation. The aquagels were successfully used in the synthesis of (S)-cyanohydrins. (C) 2004 Elsevier Ltd. All rights reserved.
• Enzyme-catalyzed synthesis or (R)-ketone-cyanohydrins and their hydrolysis to (R)-α-hydroxy-α-methyl-carboxylic acids
  作者：Franz Effenberger、Brigitte Hörsch、Franz Weingart、Thomas Ziegler、Stefan Kühner

  DOI：10.1016/s0040-4039(00)78796-x

  日期：1991.6

  (R)-Ketone-cyanohydrins (R)-2 are obtained with high enantioselectivity from aliphatic ketones 1 and HCN in organic solvents using (R)-oxynitrilase (EC 4.1.2.10) as catalyst. Acid catalyzed hydrolysis of the cyanohydrins (R)-2 affords the corresponding (R)-alpha-hydroxy-alpha-methyl-carboxylic acids (R)-3 without measurable racemization.
• US8501954B2
  申请人：——

  公开号：US8501954B2

  公开（公告）日：2013-08-06