methyl 2-hydroxy-3-methylbut-3-enoate | 34680-70-1

• 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: methyl 2-hydroxy-3-methylbut-3-enoate
• 英文别名: methyl 2-hydroxy-3-methyl-3-butenoate；Methyl-2-hydroxy-3-methyl-3-butenoat
• CAS: 34680-70-1
• 化学式: C₆H₁₀O₃
• 分子量: 130.144
• InChiKey: XKJWUMFWOHOXIQ-UHFFFAOYSA-N

物化性质

• 沸点：
  188.1±20.0 °C(Predicted)
• 密度：
  1.050±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  9
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  methyl 2-hydroxy-3-methylbut-3-enoate 在 盐酸 、 manganese(IV) oxide 作用下， 以 1,4-二氧六环 、 乙醚 为溶剂， 反应 8.0h， 生成 Methyl 2,3-dihydro-2-methoxycarbonylmethylene-5-methyl-6H-1,3-thiazine-4-carboxylate
  参考文献：
  名称：

  Capps, Nigel K.; Davies, Gareth M.; Loakes, David, Journal of the Chemical Society. Perkin transactions I, 1991, # 12, p. 3077 - 3086

  摘要：

  DOI：
• 作为产物：
  描述：

  甲醇 、 2-hydroxy-3-methyl-3-butenenitrile 在 氯化亚砜 作用下， 反应 12.0h， 生成 methyl 2-hydroxy-3-methylbut-3-enoate
  参考文献：
  名称：

  Exploration of the Molecular Origin of the Azinomycin Epoxide: Timing of the Biosynthesis Revealed

  摘要：

  Streptomyces sahachiroi whole cell feeding experiments, utilizing putative precursors labeled with stable isotopes, established that the epoxide unit of the DNA cross-linked agents, azinomycin A and B, proceeds via a valine-dependent pathway and that hydroxylation and dehydration precedes formation of the terminal epoxide. Sodium 3-methyl-2-oxobutenoate, formed through a transimination reaction, was shown to be the penultimate precursor incorporated into the azinomycin epoxide.

  DOI：

  10.1021/ol8018852

文献信息

• N-phenylimides, and their production and use
  申请人：Sumitomo Chemical Company, Limited

  公开号：US05322835A1

  公开（公告）日：1994-06-21

  A compound of the formula: ##STR1## wherein X is an oxygen atom or a sulfur atom, Y is a hydrogen atom or a fluorine atom, Z is a methylene group or a group of the formula: N--R.sub.5 (in which R.sub.5 is a hydrogen atom, a C.sub.1 -C.sub.6 alkyl group, a C.sub.3 -C.sub.7 alkenyl group, a C.sub.3 -C.sub.7 alkynyl group, a halo(C.sub.2 -C.sub.6)alkyl group or a C.sub.1 -C.sub.6 alkoxycarbonylmethyl group), R.sub.1 is a hydrogen atom, a C.sub.1 -C.sub.6 alkyl group, a C.sub.3 -C.sub.7 alkenyl group, a C.sub.3 -C.sub.7 alkynyl group, a halo(C.sub.2 -C.sub.6)alkyl group, a halo(C.sub.3 -C.sub.7)alkenyl group, a cyano(C.sub.1 -C.sub.6)alkyl group, a C.sub.1 -C.sub.6 alkoxy(C.sub.1 -C.sub.6)alkyl group or a C.sub.1 -C.sub.6 alkoxycarbonylmethyl group, R.sub.2 is a hydrogen atom or a C.sub.1 -C.sub.6 alkyl group; R.sub.3 and R.sub.4 are, the same or different, each is a hydrogen atom or a C.sub.1 -C.sub.6 alkyl group; n is an integer of 0 or 1, which is useful as a herbicide.

  一种化合物的公式为：##STR1## 其中X是氧原子或硫原子，Y是氢原子或氟原子，Z是亚甲基基团或公式：N--R.sub.5（其中R.sub.5是氢原子、C.sub.1 -C.sub.6烷基基团、C.sub.3 -C.sub.7烯基基团、C.sub.3 -C.sub.7炔基基团、卤代（C.sub.2 -C.sub.6）烷基基团或C.sub.1 -C.sub.6烷氧羰基甲基基团），R.sub.1是氢原子、C.sub.1 -C.sub.6烷基基团、C.sub.3 -C.sub.7烯基基团、C.sub.3 -C.sub.7炔基基团、卤代（C.sub.2 -C.sub.6）烷基基团、卤代（C.sub.3 -C.sub.7）烯基基团、氰基（C.sub.1 -C.sub.6）烷基基团、C.sub.1 -C.sub.6烷氧基（C.sub.1 -C.sub.6）烷基基团或C.sub.1 -C.sub.6烷氧羰基甲基基团，R.sub.2是氢原子或C.sub.1 -C.sub.6烷基基团；R.sub.3和R.sub.4是相同或不同，每个是氢原子或C.sub.1 -C.sub.6烷基基团；n是0或1的整数，用作除草剂。
• Process for the preparation of 3-(substituted
  申请人：Sagami Chemical Research Center

  公开号：US06090946A1

  公开（公告）日：2000-07-18

  The present invention provides an industrial process for efficiently preparing a 3-(substituted phenyl)-5-isopropylidene-1,3-oxazolidine-2,4-dione derivative having a potent herbicidal activity without using phosgene or the like. The present invention relates to a process for preparing a 3-(substituted phenyl)-5-alkylidene-1,3-oxazolidine-2,4-dione derivative represented by general formula (III), which comprises reaction of an N-(substituted phenyl)carbamate represented by general formula (I) with a 2-hydroxy-3-alkenoate represented by-general formula (II) or with a 3-alkoxy-2-hydroxyalkanoate represented by general formula (IV): ##STR1## (wherein Ar is a substituted phenyl group, R.sup.1 is an alkyl group having a carbon number of from 1 to 6, R.sup.2 and R.sup.3 are independently hydrogen atoms or alkyl groups having carbon numbers of from 1 to 12, and R.sup.4 and R.sup.5 are independently alkyl groups having carbon numbers of from 1 to 6).

  本发明提供了一种工业过程，用于高效制备具有强大除草活性的3-(取代苯基)-5-异丙基亚甲基-1,3-噁唑烷-2,4-二酮衍生物，而不使用光气等。本发明涉及一种制备3-(取代苯基)-5-烷基亚甲基-1,3-噁唑烷-2,4-二酮衍生物的过程，该衍生物由通式(III)表示，其中包括将通式(I)表示的N-(取代苯基)氨基甲酸酯与通式(II)表示的2-羟基-3-烯酸酯或通式(IV)表示的3-烷氧基-2-羟基烷酸酯反应：##STR1##（其中Ar是取代苯基，R^1是碳数为1至6的烷基，R^2和R^3分别是氢原子或碳数为1至12的烷基，R^4和R^5分别是碳数为1至6的烷基）。
• Oxazolidinedione derivatives, method of producing the derivatives, and
  申请人：Sagami Chemical Research Center

  公开号：US04818272A1

  公开（公告）日：1989-04-04

  Disclosed are novel oxazolidinedione derivatives expressed by the following formula: ##STR1## (R.sup.1, R.sup.2, R.sup.3, R.sup.4 and R.sup.5 being defined in the specification), a method of producing the derivatives and herbicides containing the derivatives as an active ingredient. These novel derivatives exhibit excellent weed-killing activity for harmful weeds and low phytotoxicity for crops.

  本发明涉及一种新的噁唑烷二酮衍生物，其表达式如下：## STR1 ##（其中，R1、R2、R3、R4和R5在说明书中定义），一种制备该衍生物的方法以及含有该衍生物作为活性成分的除草剂。这些新的衍生物表现出对有害杂草的优异除草活性和对作物的低植物毒性。
• Methods of preparing fluorobenzene derivatives and related compounds
  申请人：Sagami Chemical Research Center

  公开号：US05391807A1

  公开（公告）日：1995-02-21

  Disclosed are fluorobenzene derivatives, which are important intermediates for producing herbicidal oxazolidinedione derivatives, and methods of producing them. The fluorobenzene derivatives include compounds of a formula (11): ##STR1## where X is a halogen atom, R.sup.3 is a nitro, amino or isocyanato group or R.sup.1 OCONH, and R.sup.1 is an alkyl or phenyl group. Via the intermediates of the invention, oxazolidinedione derivatives can be produced with high yield.

  本发明公开了氟苯衍生物及其制备方法。这些氟苯衍生物是生产除草剂噁唑烷二酮衍生物的重要中间体。所述氟苯衍生物包括公式（11）的化合物：##STR1## 其中X是卤素原子，R.sup.3是硝基、氨基或异氰酸基或R.sup.1 OCONH，而R.sup.1是烷基或苯基。通过本发明的中间体，可以高产地生产噁唑烷二酮衍生物。
• Process for the production of aniline derivatives
  申请人：Sagami Chemical Research Center

  公开号：US05639915A1

  公开（公告）日：1997-06-17

  Industrial process for the efficient production of aniline derivatives which are important intermediates for the manufacture of oxazolidinedione derivatives and tetrahydrophthalimide derivatives which are useful as active ingredients of herbicides. The process starts from 2,4-dihalo-5-aminophenol or bis(2,4-dihalo-5-aminophenyl)carbonate and selectively cycloalkylates or alkynylates the hydroxy group without protecting the amino group, whereby aniline derivatives having the cycloalkyloxy group or alkynyloxy group can be produced in high yield.

  高效生产苯胺衍生物的工业过程，这些衍生物是制造噁唑烷二酮衍生物和四氢酞酰亚胺衍生物的重要中间体，后者作为除草剂的活性成分非常有用。该过程从2,4-二卤-5-氨基苯酚或双(2,4-二卤-5-氨基苯基)碳酸酯开始，无需保护氨基，选择性地环烷基化或炔基化羟基，从而可以高产得到具有环烷氧基或炔氧基的苯胺衍生物。