methyl (2S,3R)-3,4-O-isopropylidene-2,3,4-trihydroxy-butyrate | 97971-41-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: methyl (2S,3R)-3,4-O-isopropylidene-2,3,4-trihydroxy-butyrate
• 英文别名: methylthreonate；methyl 3,4-O-isopropylidenethreonate；methyl (2S)-2-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-2-hydroxyacetate
• CAS: 97971-41-0
• 化学式: C₈H₁₄O₅
• 分子量: 190.196
• InChiKey: JSFASCPVVJBLRD-RITPCOANSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.2
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  65
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  methyl (2S,3R)-3,4-O-isopropylidene-2,3,4-trihydroxy-butyrate 以40%的产率得到
  参考文献：
  名称：

  TOLSTIKOV, A. G.;YAMILOV, R. X., IZV. AN CCCP. CEP. XIM.,(1991) N, S. 253-254

  摘要：

  DOI：
• 作为产物：
  描述：

  O-5,6-isopropylidene-L-(+)ascorbic acid 生成 methyl (2S,3R)-3,4-O-isopropylidene-2,3,4-trihydroxy-butyrate
  参考文献：
  名称：

  TOLSTIKOV, A. G.;YAMILOV, R. X., IZV. AN CCCP. CEP. XIM.,(1991) N, S. 253-254

  摘要：

  DOI：

文献信息

• Formation of <scp>L</scp> ‐Threonic Acid from <scp>L</scp> ‐Ascorbic Acid Oxidative Ring Opening and its Coordination to Pt ^II : X‐ray Crystal Structures of [Pt(threonato‐ <i>O</i> , <i>O′</i> )(PPh ₃ ) ₂ ] and [Pt(oxalato)(PPh ₃ ) ₂ ]
  作者：Paola Bergamini、Elena Marchesi、Andrea Marchi、Valerio Bertolasi、Marco Fogagnolo、Alessandro Canella

  DOI：10.1002/ejic.200800262

  日期：2008.7

  The oxidative ring opening of L-ascorbic acid was obtained in three steps giving oxalic and L-threonic acid. The reactions of these acids with the carbonate complex [Pt(CO)3(PPh3)2] yielded two PtII chelates, [Pt(oxalato)(PPh3)2] and the new complex [Pt(threonato-O,O′)(PPh3)2], respectively. The X-ray crystal structures of both complexes were determined. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim

  L-抗坏血酸的氧化开环分三步获得，得到草酸和L-苏糖酸。这些酸与碳酸盐络合物 [Pt(CO)3(PPh3)2] 的反应产生了两种 PtII 螯合物，[Pt(oxalato)(PPh3)2] 和新的络合物 [Pt(threonato-O,O')( PPh3)2]，分别。确定了两种配合物的 X 射线晶体结构。(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)
• A Convenient Synthesis of Azafulleroid of Erythronate as a New Chiral Building Block
  作者：Yeong Hee Ahn、Jong Shin Yoo、Sung Ho Kim

  DOI：10.1080/00397919809458701

  日期：1998.11

  Abstract Azafulleroid of erythronate 3 as a chiral building block was synthesized conveniently in thermal condition from the reaction of fullerene with azidoerythronate 2.

  摘要 富勒烯与叠氮基赤酮酸 2 反应，在热条件下方便地合成了作为手性结构单元的氮杂富勒烯化合物 3。
• New inhibitors of the malaria aspartyl proteases plasmepsin I and II
  作者：A Dahlgren

  DOI：10.1016/s0968-0896(03)00312-2

  日期：2003.8.5

  New inhibitors of plasmepsin I and II, the aspartic proteases of the malaria parasite Plasmodium falciparum, are described. From paralell solution phase chemistry, several reversed-statine type isostere inhibitors, many of which are aza-peptides, have been prepared. The synthetic strategy delivers the target compounds in good to high overall yields and with excellent stereochemical control throughout the developed route. The final products were tested for their plasmepsin I and 11 inhibiting properties and were found to exhibit modest but promising activity. The best inhibitor exhibits K-i values of 250 nM and 1.4 muM for Plm I and II, respectively. (C) 2003 Elsevier Ltd. All rights reserved.
• NAGANO, HAJIME;OHNO, MINA;MIYAMAE, YOKO, CHEM. LETT.,(1990) N, C. 463-466
  作者：NAGANO, HAJIME、OHNO, MINA、MIYAMAE, YOKO

  DOI：——

  日期：——
• TOLSTIKOV, A. G.;YAMILOV, R. X., IZV. AN CCCP. CEP. XIM.,(1991) N, S. 253-254
  作者：TOLSTIKOV, A. G.、YAMILOV, R. X.

  DOI：——

  日期：——