4-tert-butyl-5-methyl-2-oxo-1,3-dioxolene | 86005-11-0

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机碳酸及其衍生物
• 英文名称: 4-tert-butyl-5-methyl-2-oxo-1,3-dioxolene
• 英文别名: 5-tert-butyl-4-methyl-1,3-dioxol-2-one；5-t-Butyl-4-methyl-1,3-dioxolen-2-one；4-Tert-butyl-5-methyl-1,3-dioxol-2-one
• CAS: 86005-11-0
• 化学式: C₈H₁₂O₃
• 分子量: 156.181
• InChiKey: JRWPVOZCMZLTMF-UHFFFAOYSA-N

物化性质

• 沸点：
  108-112 °C(Press: 1 Torr)
• 密度：
  1.093±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-tert-butyl-5-methyl-2-oxo-1,3-dioxolene 在 N-溴代丁二酰亚胺(NBS) 、 N,N-二甲基甲酰胺 、 过氧化苯甲酰 作用下， 以 四氯化碳 为溶剂， 反应 4.5h， 生成 (5-tert-butyl-2-oxo-1,3-dioxol-4-yl)methyl (S)-3-hydroxy-α-methyltyrosinate
  参考文献：
  名称：

  3-Hydroxy-.alpha.-methyltyrosine progenitors, synthesis and evaluation of some (2-oxo-1,3-dioxol-4-yl)methyl esters

  摘要：

  The (5-methyl-2-oxo-1,3- dioxol -4-yl)methyl and (5-tert-butyl-2-oxo-1, 3- dioxol -4-yl)methyl esters of 3-hydroxy-alpha-methyltyrosine (methyldopa) were prepared and evaluated as progenitors of the amino acid. 1H NMR experiments reveal that the esters are converted cleanly to methyldopa and the corresponding alpha-diketone at pH 7.4, with the 5-methyl derivative undergoing hydrolysis faster than the 5-tert-butyl analogue. Bioavailability studies in dogs show that the esters, particularly the 5-methyl derivative, yield significant plasma levels of methyldopa. Both esters are orally effective antihypertensive agents in spontaneously hypertensive (SH) rats. These studies indicate that (2-oxo-1,3- dioxol -4-yl)methyl esters are viable prodrugs for the latentiation of methyldopa.

  DOI：

  10.1021/jm00372a002
• 作为产物：
  描述：

  2.2-Dimethyl-4-hydroxy-3-pentanone 在 N,N-二甲基苯胺 作用下， 以 二氯甲烷 为溶剂， 反应 6.0h， 生成 4-tert-butyl-5-methyl-2-oxo-1,3-dioxolene
  参考文献：
  名称：

  Sahu, Devi Prasad, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2002, vol. 41, # 8, p. 1722 - 1723

  摘要：

  DOI：

文献信息

• POMALIDOMIDE DERIVATIVE AND PREPARATION METHOD THEREFOR
  申请人：NANJING NORATECH PARMACEUTICALS CO., LTD

  公开号：US20200199097A1

  公开（公告）日：2020-06-25

  Disclosed in the present invention are a Pomalidomide derivative and a preparation method therefor. Specifically, the present invention relates to the Pomalidomide derivative and a stereoisomer thereof, or a pharmaceutically acceptable salt, and applications thereof in the preparation of drugs for treating cancers.

  本发明涉及一种硼替佐米衍生物及其制备方法。具体而言，本发明涉及硼替佐米衍生物及其立体异构体，或其药学上可接受的盐，以及在制备用于治疗癌症的药物中的应用。
• Studies on prodrugs. II. Preparation and characterization of (5-substituted 2-Oxo-1,3-dioxolen-4-yl)methyl esters of ampicillin.
  作者：FUMIO SAKAMOTO、SHOJI IKEDA、GORO TSUKAMOTO

  DOI：10.1248/cpb.32.2241

  日期：——

  (5-Substituted 2-oxo-1, 3-dioxolen-4-yl) methyl esters were designed as a new type of ampicillin prodrug. These esters were prepared and confirmed to produce higher blood levels of ampicillin than ampicillin trihydrate itself after oral administration to mice. The compounds which produced particularly high blood levels of ampicillin were found to be hydrolyzed readily in blood in vitro. Ampicillin (5-methyl-2-oxo-1, 3-dioxolen-4-yl) methyl ester hydrochloride (KBT-1585) showed the best oral absorbability in mice.

  (5-取代的2-氧基-1,3-二恶烷-4-基)甲酸酯被设计为一种新型的青霉素前药。这些酯类化合物的制备经过确认，在小鼠口服给药后能产生比青霉素三水合物本身更高的血药浓度。那些能显著提高青霉素血药浓度的化合物在体外血液中容易水解。青霉素（5-甲基-2-氧基-1,3-二恶烷-4-基）甲酸酯盐酸盐（KBT-1585）在小鼠中显示出最佳的口服吸收性。
• Oral absorption enhancement of carboxylic acid pharmaceuticals using
  申请人：Merck & Co., Inc.

  公开号：US04479947A1

  公开（公告）日：1984-10-30

  The (5-R-2-oxo-1,3-dioxolen-4-yl)methyl moiety: ##STR1## wherein R is loweralkyl of 1-6 carbon atoms, especially methyl or t-butyl; when utilized as an ester on a pharmaceutical having a carboxylic acid functionality, enhances oral absorption of the pharmaceutical. This effect is applicable to a broad range of pharmaceutically active substances, including antibiotics, and antihypertensives as well as other classes of therapeutic agents.

  (5-R-2-氧代-1,3-二氧杂环[4.3.0]庚-4-基)甲基基团：##STR1## 其中R是1-6碳原子的低碳基，特别是甲基或叔丁基；当在具有羧酸功能的药物上使用作为酯时，可以增强药物的口服吸收。这种效应适用于广泛的药物活性物质，包括抗生素、降压药以及其他类别的治疗剂。
• Novel carbapenem compounds
  申请人：Sunagawa Makoto

  公开号：US20050020566A1

  公开（公告）日：2005-01-27

  A compound or its pharmaceutically acceptable salt represented by the following formula: The invention is a carbapenem compound which has a potent antibacterial activity over a broad range of Gram negative and Gram positive bacteria, especially penicillin-resistant Streptococcus pneumoniae (PRSP) which has been isolated at an elevated frequency in recent years and thus causes a serious clinical problem, and Haemophilus influenzae which has acquired resistance against the existing β-lactam antibiotics over a wide scope due to penicillin-binding protein (PBP) mutations such as β-lactamase non-producing ampicillin-resistant (BLNAR) Haemophilus influenzae, and has excellent oral absorbability.

  以下是化合物或其药学上可接受的盐的化学式： 该发明是一种羧甲基青霉烯化合物，具有广谱的抗革兰氏阴性和革兰氏阳性细菌的强效抗菌活性，特别是耐青霉素的肺炎链球菌（PRSP），这些菌株在近年来被高频率地分离出来，因此引起了严重的临床问题，以及流感嗜血杆菌，由于青霉素结合蛋白（PBP）突变，如β-内酰胺酶非产生性氨苄西林耐药（BLNAR）流感嗜血杆菌而对现有的β-内酰胺类抗生素产生了抗药性，并且具有优异的口服吸收性。
• Novel carbapenem compound
  申请人：Sunagawa Makoto

  公开号：US20090029964A1

  公开（公告）日：2009-01-29

  An orally administrable antibacterial agent which contains as an active ingredient a carbapenem compound represented by the formula [1] below, wherein R 0 represents hydrogen atom or the like; R 1 represents C 1 -C 3 alkyl substituted by hydroxyl group or the like; R represents hydrogen atom or a group which regenerates a carboxyl group by hydrolysis in a living body; L represents a single bond, methylene, —OCH 2 (CO)— or the like; and Het represents a group represented by the following formula [2], wherein m and n independently represent 0 or 1; A and B independently represent methylene, carbonyl or the like; Y represents methylene, ethylene, oxygen atom, —OCH 2 —, —NR a CH 2 — (wherein R a represents hydrogen atom, optionally substituted C 1 -C 4 alkyl group or the like) or the like.

  一种口服抗菌剂，其活性成分为由下式[1]表示的碳青霉烯化合物，其中R0表示氢原子或类似物；R1表示C1-C3烷基，该烷基被羟基或类似物取代；R表示氢原子或通过水解在活体内再生羧基的基团；L表示单键，亚甲基，—OCH2（CO）—或类似物；Het表示由下式[2]表示的基团，其中m和n独立地表示0或1；A和B独立地表示亚甲基，羰基或类似物；Y表示亚甲基，乙烯基，氧原子，—OCH2—，—NRaCH2—（其中Ra表示氢原子，可选取代的C1-C4烷基或类似物）或类似物。