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3-methyloxetan-3-yl-carbinyl 3-oxobytanoate | 264601-54-9

中文名称
——
中文别名
——
英文名称
3-methyloxetan-3-yl-carbinyl 3-oxobytanoate
英文别名
(3-methyloxetan-3-yl)methyl 3-oxobutanoate
3-methyloxetan-3-yl-carbinyl 3-oxobytanoate化学式
CAS
264601-54-9
化学式
C9H14O4
mdl
——
分子量
186.208
InChiKey
CSFYDKJTACEZQI-UHFFFAOYSA-N
BEILSTEIN
——
EINECS
——
  • 物化性质
  • 计算性质
  • ADMET
  • 安全信息
  • SDS
  • 制备方法与用途
  • 上下游信息
  • 反应信息
  • 文献信息
  • 表征谱图
  • 同类化合物
  • 相关功能分类
  • 相关结构分类

计算性质

  • 辛醇/水分配系数(LogP):
    0.2
  • 重原子数:
    13
  • 可旋转键数:
    5
  • 环数:
    1.0
  • sp3杂化的碳原子比例:
    0.78
  • 拓扑面积:
    52.6
  • 氢给体数:
    0
  • 氢受体数:
    4

上下游信息

  • 上游原料
    中文名称 英文名称 CAS号 化学式 分子量

反应信息

  • 作为反应物:
    描述:
    3-methyloxetan-3-yl-carbinyl 3-oxobytanoate 在 dirhodium tetraacetate 、 三氟乙酸2,2,2-三氟乙酯三氟化硼乙醚lithium diisopropyl amide 作用下, 以 四氢呋喃二氯甲烷 为溶剂, 反应 23.17h, 生成 1-methoxy-7-methyl-5,9,10-trioxabicyclo[5.2.2]undecan-3-one
    参考文献:
    名称:
    Three- to Six-Carbon Ring-Enlargement Reaction of Cyclic Ortho Esters Bearing a Diazocarbonyl Side Chain. Use of the Intramolecular Formation of Tricyclooxonium Ylides
    摘要:
    Two types of bicyclic ortho esters 14 and 18, which are tethered to a diazocarbonyl group by polymethylene linkages -(CH2)(n)- of different lengths (n = 1-3 for 14 and 1-4 for 18), were prepared and catalytically decomposed by treatment with Rh-2(OAc)(4) either in the presence or absence of a protic nucleophile (MeOH, PhOH, AcOH) to give ring-enlargement product lactones 25 and 30 of different sizes. With 14, the enlargement took place when n = 1 or 2, but not when n = 3. With 18, in which the diazo carbon is substituted with a methoxycarbonyl group, the length of the chain can be extended further to n. = 4 to obtain ring-enlargement products or their derivatives. All of these reactions could be explained in terms of the intermediacy of tricyclooxonium ylides 22 and 28. The ylides form an equilibrium with the corresponding ring-opened zwitterions 22' and 28', respectively, which, after protonation by a protic nucleophile, undergo mainly ring-enlargement to form medium-sized or large oxalactones rather than 1,2-rearrangement.
    DOI:
    10.1021/jo991332t
  • 作为产物:
    描述:
    3-甲基-3-羟甲基氧杂环丁烷2,2,6-三甲基-4H-1,3-二英-4-酮potassium acetate 作用下, 反应 0.33h, 以77%的产率得到3-methyloxetan-3-yl-carbinyl 3-oxobytanoate
    参考文献:
    名称:
    3,4-二氢嘧啶-2(1H)-酮作为碘化物钠转运抑制剂的合成与评价
    摘要:
    碘化钠共转运蛋白(NIS)负责碘在甲状腺中的积累。这种运输过程涉及许多甲状腺功能障碍,是暴露于放射性碘物种时人为污染的基础。4-芳基-3,4-二氢嘧啶-2(1 H)-一种通过高通量筛选最近发现的化合物是第一种NIS抑制剂。本文描述了115个在嘧啶酮核心上五个关键位置具有结构修饰的衍生物的合成和评估。这项研究为这类新型抑制剂提供了广泛的构效关系,将为进一步开发具有体内功效和足够药代动力学特性的化合物奠定基础。另外,SAR调查提供了更有效的化合物,其表现出的IC 50为3.2的n值中号在大鼠甲状腺细胞系(FRTL5)。
    DOI:
    10.1002/cmdc.201200417
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文献信息

  • Dihydropyridines, processes and intermediates for their production, and pharmaceutical formulations containing them
    申请人:FISONS plc
    公开号:EP0174131A2
    公开(公告)日:1986-03-12
    There are described compounds of formula 1, in which R,, R2, R3, Rs and R6 are as defined in the specification and R4 is a phenyl group carrying 3 or 4 substituents or is an unsaturated 5 membered heterocyclic group containing a single hetero-atom selected from oxygen, sulphur or nitrogen, R4 being substituted by CF3, XR22, nitro, halogen, CN, alkyl C1 to 6, formyl dioxalanyl, -N(R23)COR24 -CONR25R26, or amino which is optionally substituted by phenylsulphonyl or by trifluoroacetyl, and R4 carries a substituent on the atom adjacent to the atom through which R4 is connected to the remainder of the molecule, R22 is phenyl or alkyl C1 to 6 optionally substituted by halogen, X is 0 or S(O)n, n is 0, 1 or 2, and R23, R24, R25 and R26, which may be the same or different, are each hydrogen or alkyl C1 to 6. There are also described methods for making the compounds, and their formulation and use as pharmaceuticals, eg for the treatment of cardiovascular conditions. There are further described compounds R4CHO which are useful in making compounds of formula I.
    所述化合物为式 1、 其中 R,、R2、R3、Rs 和 R6 如说明书中所定义,R4 是带有 3 或 4 个取代基的苯基,或者是含有一个选自氧、硫或氮的杂原子的不饱和 5 位杂环基团,R4 被 CF3、XR22、R4被 CF3、XR22、硝基、卤素、CN、C1-6 烷基、二噁烷甲酰基、-N(R23)COR24-CONR25R26 或任选被苯磺酰基或三氟乙酰基取代的氨基取代,且 R4 在与 R4 通过其与分子其余部分相连的原子相邻的原子上带有一个取代基、 R22 是苯基或任选被卤素取代的 C1 至 6 烷基、 X 是 0 或 S(O)n、 n 是 0、1 或 2,以及 R23、R24、R25 和 R26(可以相同或不同)各自为氢或 C1-6 烷基。 还描述了制造这些化合物的方法,以及它们作为药物的配制和使用,例如用于治疗心血管疾病。 此外,还描述了可用于制造式 I 化合物的 R4CHO 化合物。
  • Synthesis and Evaluation of 3,4-Dihydropyrimidin-2(1<i>H</i>)-ones as Sodium Iodide Symporter Inhibitors
    作者:Pierre Lacotte、Celine Puente、Yves Ambroise
    DOI:10.1002/cmdc.201200417
    日期:2013.1
    The sodium iodide symporter (NIS) is responsible for the accumulation of iodide in the thyroid gland. This transport process is involved in numerous thyroid dysfunctions and is the basis for human contamination in the case of exposure to radioactive iodine species. 4‐Aryl‐3,4‐dihydropyrimidin‐2(1H)‐ones were recently discovered by high‐throughput screening as the first NIS inhibitors. Described herein
    碘化钠共转运蛋白(NIS)负责碘在甲状腺中的积累。这种运输过程涉及许多甲状腺功能障碍,是暴露于放射性碘物种时人为污染的基础。4-芳基-3,4-二氢嘧啶-2(1 H)-一种通过高通量筛选最近发现的化合物是第一种NIS抑制剂。本文描述了115个在嘧啶酮核心上五个关键位置具有结构修饰的衍生物的合成和评估。这项研究为这类新型抑制剂提供了广泛的构效关系,将为进一步开发具有体内功效和足够药代动力学特性的化合物奠定基础。另外,SAR调查提供了更有效的化合物,其表现出的IC 50为3.2的n值中号在大鼠甲状腺细胞系(FRTL5)。
  • Three- to Six-Carbon Ring-Enlargement Reaction of Cyclic Ortho Esters Bearing a Diazocarbonyl Side Chain. Use of the Intramolecular Formation of Tricyclooxonium Ylides
    作者:Akira Oku、Munenori Numata
    DOI:10.1021/jo991332t
    日期:2000.4.1
    Two types of bicyclic ortho esters 14 and 18, which are tethered to a diazocarbonyl group by polymethylene linkages -(CH2)(n)- of different lengths (n = 1-3 for 14 and 1-4 for 18), were prepared and catalytically decomposed by treatment with Rh-2(OAc)(4) either in the presence or absence of a protic nucleophile (MeOH, PhOH, AcOH) to give ring-enlargement product lactones 25 and 30 of different sizes. With 14, the enlargement took place when n = 1 or 2, but not when n = 3. With 18, in which the diazo carbon is substituted with a methoxycarbonyl group, the length of the chain can be extended further to n. = 4 to obtain ring-enlargement products or their derivatives. All of these reactions could be explained in terms of the intermediacy of tricyclooxonium ylides 22 and 28. The ylides form an equilibrium with the corresponding ring-opened zwitterions 22' and 28', respectively, which, after protonation by a protic nucleophile, undergo mainly ring-enlargement to form medium-sized or large oxalactones rather than 1,2-rearrangement.
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同类化合物

马来酰基乙酸 顺-3-己烯-1-丙酮酸 青霉酸 钠氟草酰乙酸二乙酯 醚化物 酮霉素 辛酸,2,4-二羰基-,乙基酯 草酸乙酯钠盐 草酰乙酸二乙酯钠盐 草酰乙酸二乙酯 草酰乙酸 草酰丙酸二乙酯 苯乙酰丙二酸二乙酯 苯丁酸,b-羰基-,2-丙烯基酯 聚氧化乙烯 羟基-(3-羟基-2,3-二氧代丙基)-氧代鏻 磷酸二氢2-{(E)-2-[4-(二乙胺基)-2-甲基苯基]乙烯基}-1,3,3-三甲基-3H-吲哚正离子 碘化镝 硬脂酰乙酸乙酯 甲氧基乙酸乙酯 甲氧基乙酰乙酸酯 甲基氧代琥珀酸二甲盐 甲基4-环己基-3-氧代丁酸酯 甲基4-氯-3-氧代戊酸酯 甲基4-氧代癸酸酯 甲基4-氧代月桂酸酯 甲基4-(甲氧基-甲基磷酰)-2,2,4-三甲基-3-氧代戊酸酯 甲基3-羰基-2-丙酰戊酸酯 甲基3-氧代十五烷酸酯 甲基2-氟-3-氧戊酯 甲基2-氟-3-氧代己酸酯 甲基2-氟-3-氧代丁酸酯 甲基2-乙酰基环丙烷羧酸酯 甲基2-乙酰基-4-甲基-4-戊烯酸酯 甲基2-乙酰基-2-丙-2-烯基戊-4-烯酸酯 甲基2,5-二氟-3-氧代戊酸酯 甲基2,4-二氟-3-氧代戊酸酯 甲基2,4-二氟-3-氧代丁酸酯 甲基1-异丁酰基环戊烷羧酸酯 甲基1-乙酰基环戊烷羧酸酯 甲基1-乙酰基环丙烷羧酸酯 甲基(2Z,4E,6E)-2-乙酰基-7-(二甲基氨基)-2,4,6-庚三烯酸酯 甲基(2S)-2-甲基-4-氧代戊酸酯 甲基(1R,2R)-2-乙酰基环丙烷羧酸酯 瑞舒伐他汀杂质 瑞舒伐他汀杂质 环氧乙烷基甲基乙酰乙酸酯 环戊戊烯酸,Β-氧代,乙酯 环戊基(氧代)乙酸乙酯 环戊[b]吡咯-6-腈,八氢-2-氧-,[3aS-(3aalpha,6alpha,6aalpha)]-(9CI)