N-(5-甲基-2-氧代己烷-3-基)乙酰胺 | 30057-77-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 中文名称: N-(5-甲基-2-氧代己烷-3-基)乙酰胺
• 英文名称: 3-acetamido-5-methyl-2-hexanone
• 英文别名: N-(5-methyl-2-oxohexan-3-yl)acetamide；5-Methyl-3-acetamino-hexan-2-on；3-Acetamino-5-methyl-hexanon；3-Acetamino-5-methyl-hexanon-2；N-(1-Acetyl-3-methyl-butyl)-acetamid；3-acetylamino-5-methyl-hexan-2-one；3-Acetylamino-5-methyl-hexan-2-on；3-Acetamido-5-methyl-2-hexanon；5-Methyl-3-acetamino-hexanon-2；α-Acetamino-α-isobutyl-aceton；(3RS)-N-acetyl-3-amino-5-methylhexan-2-one；Methyl-(α-acetamino-isoamyl)-keton；4-Acetamino-2-methyl-hexanon-(5)；Acetamide, N-(1-acetyl-3-methylbutyl)-
• CAS: 30057-77-3
• 化学式: C₉H₁₇NO₂
• 分子量: 171.239
• InChiKey: JMYYEAXGMJUFND-UHFFFAOYSA-N

物化性质

• 沸点：
  122-134 °C(Press: 2-3 Torr)
• 密度：
  0.975 g/cm3(Temp: 25 °C)

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  12
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  46.2
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-(5-甲基-2-氧代己烷-3-基)乙酰胺 在 五氯化磷 作用下， 以 氯仿 为溶剂， 反应 2.0h， 以85%的产率得到2,5-Dimethyl-4-isobutyloxazol
  参考文献：
  名称：

  Diastereoselective Photochemical Synthesis of α-Amino-β-hydroxyketones by Photocycloaddition of Carbonyl Compounds to 2,5-Dimethyl-4-isobutyloxazole

  摘要：

  The photocycloaddition of aldehydes and alpha-ketoesters to 2,5-dimethyl-4-isobutyloxazole leads to bicyclic oxetanes with high to moderate (exo) diastereoselectivity that can be easily ring-opened to give alpha-amino-beta-hydroxyketones.

  DOI：

  10.1007/s00706-006-0474-4
• 作为产物：
  描述：

  乙酸酐 、 DL-亮氨酸 在 吡啶 作用下， 生成 N-(5-甲基-2-氧代己烷-3-基)乙酰胺
  参考文献：
  名称：

  关于某些α-氨基酮的化学和生物学性质

  摘要：

  报道了通过各种方法制备的一些α-氨基酮的性质。连接显示z。在非洲爪蟾幼虫的再生试验中，T。具有显着活性。

  DOI：

  10.1002/hlca.19500330512

文献信息

• The Enantioselective Dakin-West Reaction
  作者：Raffael C. Wende、Alexander Seitz、Dominik Niedek、Sören M. M. Schuler、Christine Hofmann、Jonathan Becker、Peter R. Schreiner

  DOI：10.1002/anie.201509863

  日期：2016.2.18

  report the development of the first enantioselective Dakin–West reaction, yielding α‐acetamido methylketones with up to 58 % ee with good yields. Two of the obtained products were recrystallized once to achieve up to 84 % ee. The employed methylimidazole‐containing oligopeptides catalyze both the acetylation of the azlactone intermediate and the terminal enantioselective decarboxylative protonation. We

  在这里，我们报道了第一个对映选择性达金-韦斯特反应的进展，该反应可产生ee高达58％ee的α-乙酰氨基甲基酮，并具有良好的收率。将获得的两种产品重结晶一次，以达到84％ee。所使用的含甲基咪唑的寡肽既催化the内酯中间体的乙酰化反应，又催化末端对映选择性脱羧质子化反应。我们提出了一种分散控制的反应路径，该路径确定了脱羧后中间烯醇化物的不对称质子化。
• [EN] A NOVEL PROCESS FOR THE PREPARATION OF APREMILAST IN AMORPHOUS FORM<br/>[FR] NOUVEAU PROCÉDÉ DE PRÉPARATION D'APREMILAST SOUS UNE FORME AMORPHE
  申请人：ALKEM LABORATORIES LTD

  公开号：WO2019021303A1

  公开（公告）日：2019-01-31

  The present invention is directed to a novel process for the preparation of Apremilast in amorphous form directly from the crude reaction mixture comprising the final stage condensation of a 3- acetamidophthalic anhydride and a chiral amino acid salt of (S)-2-(3-ethoxy-4-methoxyphenyl)-1- (methylsulfonyl)-eth-2-ylamine, isolated in amorphous form using a solvent-antisolvent mixture comprising acetonitrile-water, dimethylformamide-water, dimethylsulfoxide-water, acetonitrile- dimethylformamide-water or mixtures thereof.

  本发明涉及一种新型工艺，用于直接从含有最终阶段缩聚的3-乙酰氨基邻苯二甲酸酐和(S)-2-(3-乙氧基-4-甲氧基苯基)-1-(甲磺基)-乙-2-基胺的手性氨基酸盐的粗反应混合物中制备阿普瑞麦拉斯特的无定形形式，使用包括乙腈-水、二甲基甲酰胺-水、二甲基亚砜-水、乙腈-二甲基甲酰胺-水或其混合物的溶剂-反溶剂混合物分离得到。
• Inhibitors of Serine Proteases
  申请人：Farmer Luc

  公开号：US20100272681A1

  公开（公告）日：2010-10-28

  The present invention relates to compounds that inhibit serine protease activity, particularly the activity of hepatitis C virus NS3-NS4A protease. As such, they act by interfering with the life cycle of the hepatitis C virus and are also useful as antiviral agents. The invention further relates to compositions comprising these compounds either for ex vivo use or for administration to a patient suffering from HCV infection. The invention also relates to methods of treating an HCV infection in a patient by administering a composition comprising a compound of this invention.

  本发明涉及抑制丝氨酸蛋白酶活性的化合物，特别是针对丙型肝炎病毒NS3-NS4A蛋白酶的活性。这些化合物通过干扰丙型肝炎病毒的生命周期来发挥作用，并且也可用作抗病毒剂。本发明还涉及包含这些化合物的组合物，无论是用于体外使用还是用于治疗患有HCV感染的患者。本发明还涉及通过给患者注射包含本发明化合物的组合物来治疗HCV感染的方法。
• 17.beta.-substituted 4-aza-5.alpha.-androstan-3-one derivatives
  申请人：Farmitalia Carlo Erba S.R.L.

  公开号：US05418238A1

  公开（公告）日：1995-05-23

  A compound of formula (I): ##STR1## wherein R is a hydrogen atom or a C.sub.1 -C.sub.4 alkyl group; A is a single bond or a straight or branched C.sub.1 -C.sub.6 alkylene chain; R.sub.1 is a hydrogen atom or a C.sub.1 -C.sub.6 alkyl group; R.sub.2 is a C.sub.1 -C.sub.6 alkyl group, a C.sub.5 -C.sub.7 cycloalkyl or a C.sub.6 -C.sub.10 cycloalkylalkyl group, aryl or a C.sub.7 -C.sub.10 arylalkyl group, or a C.sub.6 -C.sub.10 heterocyclylalkyl group; R.sub.3 is hydrogen, a C.sub.1 -C.sub.4 alkyl group or an aryl or a C.sub.7 -C.sub.10 arylalkyl group; Z is a C.sub.1 -C.sub.6 alkyl group, an --OR.sub.5 group wherein R.sub.5 is a C.sub.1 -C.sub.6 alkyl group, ##STR2## group wherein each of R.sub.6 and R.sub.7 is hydrogen, C.sub.1 -C.sub.6 alkyl, C.sub.5 -C.sub.7 cycloalkyl, phenyl or R.sub.6 and R.sub.7 taken together with the nitrogen to which they are linked form a pentatomic or hexatomic saturated heteromonocyclic ring; and the symbol represents a single or a double bond, is a testosterone 68 5.alpha.-reductase inhibitor and is therapeutically useful in benign prostatic hyperplasia, prostatic and breast cancers, seborrhoea, female hirsutism and male pattern baldness.

  化合物的公式(I)：##STR1## 其中R是氢原子或C.sub.1-C.sub.4烷基；A是单键或直链或支链的C.sub.1-C.sub.6烷基链；R.sub.1是氢原子或C.sub.1-C.sub.6烷基；R.sub.2是C.sub.1-C.sub.6烷基，C.sub.5-C.sub.7环烷基或C.sub.6-C.sub.10环烷基烷基，芳基或C.sub.7-C.sub.10芳基烷基，或C.sub.6-C.sub.10杂环烷基烷基；R.sub.3是氢，C.sub.1-C.sub.4烷基或芳基或C.sub.7-C.sub.10芳基烷基；Z是C.sub.1-C.sub.6烷基，--OR.sub.5基团，其中R.sub.5是C.sub.1-C.sub.6烷基，##STR2##基团，其中R.sub.6和R.sub.7中的每一个是氢，C.sub.1-C.sub.6烷基，C.sub.5-C.sub.7环烷基，苯基或R.sub.6和R.sub.7与它们连接的氮组成五元或六元饱和杂环；符号表示单键或双键，是一种睾酮68 5α-还原酶抑制剂，在良性前列腺增生，前列腺和乳腺癌，脂溢性皮炎，女性多毛症和男性型脱发的治疗中有用。
• Sulfinate as cocatalyst 3 : Palladium catalyzed dimerization of butadiene with acylamino ketones
  作者：Y. Tamaru、R. Suzuki、M. Kagotani、Z. Yoshida

  DOI：10.1016/0040-4039(80)80179-1

  日期：1980.1

  A catalyst generated in situ from PdCl2 (1 mole) and p-CH3C6H4SO2-Na·4H2O (5 mole) promotes the dimerization of butadiene with the incorporation of α-acylamino ketones (1a∼1h) to provide α-acylamino α-(2,7-octadienyl) ketones (2a∼2h) in good yields. This new type of C-C bond forming reaction is not effected by the catalyst of Pd(PPh3)4 except for one example (with 1e).

  由PdCl 2（1摩尔）和p-CH 3 C 6 H 4 SO 2 -Na·4H 2 O（5摩尔）原位生成的催化剂通过引入α-酰基氨基酮（1a〜1h）促进丁二烯的二聚作用。 ）以高收率提供α-酰基氨基α-（2,7-辛二烯基）酮（2a〜2h）。除了一个实例（具有1e）之外，这种新型的CC键形成反应不受Pd（PPh 3）4的催化剂的影响。