(S)-2-isopropylsuccinic acid | 1187-70-8

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (S)-2-isopropylsuccinic acid
• 英文别名: (S)-Isopropyl-bernsteinsaeure；(+)-D-Isopropylbernsteinsaeure；(2S)-2-(propan-2-yl)butanedioic acid；(2S)-2-propan-2-ylbutanedioic acid
• CAS: 1187-70-8
• 化学式: C₇H₁₂O₄
• 分子量: 160.17
• InChiKey: RKAFKUROUOLPOL-YFKPBYRVSA-N

物化性质

• 熔点：
  87.7-88.8 °C(Solv: benzene (71-43-2))
• 沸点：
  257.8±13.0 °C(Predicted)
• 密度：
  1.194±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  11
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  74.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (S)-2-isopropylsuccinic acid 在 lithium aluminium tetrahydride 作用下， 生成 (R)-3-isopropyl-adipic acid
  参考文献：
  名称：

  Fredga, Acta Chemica Scandinavica (1947), 1949, vol. 3, p. 208

  摘要：

  DOI：
• 作为产物：
  描述：

  二乙基异亚丙基琥珀酸酯 在 镍 sodium hydroxide 、 氢气 作用下， 生成 (S)-2-isopropylsuccinic acid
  参考文献：
  名称：

  Kendall,M.; Wells,R.J., Australian Journal of Chemistry, 1974, vol. 27, p. 2293 - 2296

  摘要：

  DOI：

文献信息

• Asymmetric synthesis. Part 6. Copper salt promoted grignard reagent additions to ethyl 2,3-dideoxy-4,5:6,7-di-O-isopropylidene-D-arabino-trans-hept-2-enonate and subsequent formation of optically active 2-alkyl (or aryl) butane-1,4-dioic acids and butyro-1,4-lactones
  作者：Ian W. Lawston、Thomas D. Inch

  DOI：10.1039/p19830002629

  日期：——

  The copper-salt promoted 1,4-additions of aryl and t-butyl Grignard reagents to ethyl 2,3-dideoxy-4,5:6,7-di-O-isopropylidene-D-arabino-trans-hept-2-enonate are highly stereoselective yielding products with the D-manno-configuration. In contrast isopropyl and ethyl Grinard reagents give products preponderantly with the D-gluco-configuration. Cyclohexylmagnesium bromide does not react stereoselectively

  铜盐促进芳基和叔丁基格氏试剂的1,4-增补乙基-2,3-二脱氧-4,5-：6,7-二- ö异亚丙基d -阿拉伯-反式-庚-2- enonate是高度立体收益产品与d -甘露-构型。相比之下异丙基和乙基格氏试剂，得到的产品主要发生与d -葡萄糖-构型。环己基溴化不立体选择性反应，但给出了一个55：在45混合物d -葡糖-和d -甘露-异构体。碳水化合物分子的受控降解提供了2-芳基（烷基）丁烷-1,4-二酸和3-芳基（烷基）-丁酰基-1,4-内酯。这些产物的对映体纯度是通过参考已知产物或通过使用光学活性nMR位移试剂来确定的。
• CEPHEM COMPOUND HAVING PSEUDO-CATECHOL GROUP
  申请人：Yamawaki Kenji

  公开号：US20130079319A1

  公开（公告）日：2013-03-28

  A compound of the formula: wherein X is —N═, —CH═, or the like; W is —CH 2 — or the like; U is —S— or the like; R 1 and R 2 are each independently hydrogen, halogen, optionally substituted lower alkyl, or the like; Q is a single bond or the like; R 3 is hydrogen or the like; Ring A is a 6-membered aromatic heterocyclic group having 1-3 nitrogen atoms; each R 4 is independently hydrogen, halogen, or the like; m is an integer from 0 to 2; G is —C(═O)— or the like; D is a single bond, —NH—, or the like; and E is a cyclic quaternary ammonium group, or an ester, a protected compound at the amino on the ring in the 7-side chain, a pharmaceutically acceptable salt, or a solvate thereof.

  该化合物的化学式为：其中X为—N═、—CH═或类似基团；W为—CH2—或类似基团；U为—S—或类似基团；R1和R2各自独立地为氢、卤素、选择性取代的低碳基或类似基团；Q为单键或类似键；R3为氢或类似基团；环A为一个6元芳香杂环基团，具有1-3个氮原子；每个R4独立地为氢、卤素或类似基团；m为0到2的整数；G为—C(═O)—或类似基团；D为单键、—NH—或类似基团；E为一个环状季铵基团，或者是在7侧链上的氨基处的酯、保护化合物、药学上可接受的盐或其溶剂化物。
• Cross-Coupling of Amines via Photocatalytic Denitrogenation of In Situ Generated Diazenes
  作者：Keri A. Steiniger、Matthew C. Lamb、Tristan H. Lambert

  DOI：10.1021/jacs.3c03634

  日期：2023.5.31

  C(sp3)–C(sp3) cross-coupling of amines is described. Primary amines are converted to 1,2-dialkyldiazenes by treatment with O-nosylhydroxylamines in the presence of atmospheric oxygen. Denitrogenation of the diazenes with an iridium photocatalyst then forges the C–C bond. The substrate scope accommodates a broad latitude of functionality, including heteroaromatics and unprotected alcohols and acids.

  描述了胺的 C(sp 3 )–C(sp 3 ) 交叉偶联方法。通过在大气氧存在下用O-对硝基羟胺处理，将伯胺转化为1,2-二烷基二氮烯。然后用铱光催化剂对二氮烯进行脱氮，形成 C-C 键。底物范围可容纳广泛的功能，包括杂芳族化合物和未受保护的醇和酸。
• The Power of Visual Imagery in Synthesis Planning. Stereocontrolled Approaches to CGP-60536B, a Potent Renin Inhibitor
  作者：Stephen Hanessian、Stephen Claridge、Shawn Johnstone

  DOI：10.1021/jo011184i

  日期：2002.6.1

  Two strategies were developed toward the stereocontrolled synthesis of 8-aryl-3-hydroxy-4-amino2,7-diisopropyloctanoic acids with predetermined stereogenic centers. This is a generic motif in a new class of potent inhibitors of the enzyme renin, exemplified by CGP-60536B. The synthesis relies on the utilization of L-pyroglutamic acid as chiron, and proceeds through the incorporation of required functionality by exploiting internal induction. One of the strategies shows the power of visual imagery in synthesis planning, akin to a Dali-like representation of objects that can be viewed in more than one way. Thus, the entire carbon skeleton of the target molecule is encompassed in a partially functionalized bicyclic indolizidinone precursor. In a second strategy, an intermediate common to the first approach is elaborated into an appended gamma-lactone which is alkylated through enolate chemistry and ultimately transformed into the intended target compound. X-ray crystallography was used to corroborate the structures and stereochemistries of several intermediates.
• Henry; Paget, Journal of the Chemical Society, 1928, p. 77
  作者：Henry、Paget

  DOI：——

  日期：——