benzaldehyde (2R)-propylene glycol acetal | 188663-13-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: benzaldehyde (2R)-propylene glycol acetal
• 英文别名: (4R)-4-methyl-2-phenyl-1,3-dioxolane
• CAS: 188663-13-0
• 化学式: C₁₀H₁₂O₂
• 分子量: 164.204
• InChiKey: CDIKGISJRLTLRA-HNHGDDPOSA-N

物化性质

• 沸点：
  242.4±25.0 °C(Predicted)
• 密度：
  1.059±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  benzaldehyde (2R)-propylene glycol acetal 在 N-溴代丁二酰亚胺(NBS) 、 cesium bicarbonate 作用下， 以 正己烷 、 N,N-二甲基乙酰胺 为溶剂， 反应 16.0h， 生成 (2R)-2-(phenylcarbonyloxy)propyl (2S)-2-(tert-butoxycarbonyl)amino-3-(3,4-dihydroxyphenyl)propanoate
  参考文献：
  名称：

  PHARMACEUTICAL COMPOSITIONS AND ORAL DOSAGE FORMS OF A LEVODOPA PRODRUG AND METHODS OF USE

  摘要：

  公开号：

  EP2515876B1
• 作为产物：
  描述：

  (R)-1,2-丙二醇 在 苯甲醛 、 对甲苯磺酸 作用下， 生成 benzaldehyde (2R)-propylene glycol acetal
  参考文献：
  名称：

  AMINO ACID HAVING FUNCTIONAL GROUP CAPABLE OF INTERMOLECULAR HYDROGEN BONDING, PEPTIDE COMPOUND CONTAINING SAME AND METHOD FOR PRODUCTION THEREOF

  摘要：

  It has been found that the membrane permeability of peptide compounds can be improved by making at least one of amino acids constituting the peptide compound be an amino acid having a side chain capable of forming an intramolecular hydrogen bond.

  公开号：

  US20230096766A1

文献信息

• [EN] PREPARATION OF (R)- AND (S)-N-(3, 4-DIFLUORO-2-(2-FLUORO-4-IODOPHENYLAMINO)--6-METHOXYPHENYL) -1- (2, 3-DIHYDROXYPROPYL)CYCLOPROPANE-1-SULFONAMIDE AND PROTECTED DERIVATIVES THEREOF<br/>[FR] PRÉPARATION DE (R)- ET (S)-N-(3,4-DIFLUORO-2-(2-FLUORO—4-IODOPHÉNYLAMINO)-6-MÉTHOXYPHÉNYL)-1- (2,3-DIHYDROXYPROPYL)CYCLOPROPANE-1-SULFONAMIDE ET DE LEURS DÉRIVÉS PROTÉGÉS
  申请人：ARDEA BIOSCIENCES INC

  公开号：WO2011009541A1

  公开（公告）日：2011-01-27

  The present invention relates to the preparation of (R)-N-(3,4-difluoro-2-(2-fluoro-4-iodophenylamino)-6-methoxyphenyl)-1-(2,3-dihydroxypropyl)cyclopropane-1-sulfonamide and (S)-N-(3,4-difluoro-2-(2-fluoro-4-iodophenylamino)-6-methoxyphenyl)-1-(2,3-dihydroxypropyl)cyclopropane-1-sulfonamide. (I)

  该发明涉及(R)-N-(3,4-二氟-2-(2-氟-4-碘苯胺基)-6-甲氧基苯基)-1-(2,3-二羟基丙基)环丙烷-1-磺酰胺和(S)-N-(3,4-二氟-2-(2-氟-4-碘苯胺基)-6-甲氧基苯基)-1-(2,3-二羟基丙基)环丙烷-1-磺酰胺的制备。(I)
• Levodopa prodrug mesylate, compositions thereof, and uses thereof
  申请人：Xiang Jia-Ning

  公开号：US20070225366A1

  公开（公告）日：2007-09-27

  (2R)-2-Phenylcarbonyloxypropyl(2S)-2-amino-3-(3,4-dihydroxyphenyl)propanoate mesylate and crystalline form thereof, methods of making the same, pharmaceutical compositions thereof, and methods of using the same to treat diseases or disorders such as Parkinson's disease are provided.

  提供了(2R)-2-苯甲酰氧基丙基(2S)-2-氨基-3-(3,4-二羟基苯基)丙酸甲磺酸盐及其结晶形式、制备方法、药物组合物以及利用它们治疗帕金森病等疾病或疾病的方法。
• Levodopa Prodrug Mesylate Hydrate
  申请人：Karaborni Sami

  公开号：US20100099761A1

  公开（公告）日：2010-04-22

  Crystalline (2R)-2-phenylcarbonyloxypropyl (2S)-2-amino-3-(3,4-dihydroxyphenyl)propanoate mesylate, hydrate, methods of making the hydrate, pharmaceutical compositions containing the hydrate, and methods of using the hydrate to treat diseases or disorders such as Parkinson's disease are provided.

  提供了结晶（2R）-2-苯甲酰氧基丙基（2S）-2-氨基-3-（3,4-二羟基苯基）丙酸盐甲磺酸盐、水合物、制备水合物的方法、含有水合物的药物组合物，以及利用水合物治疗帕金森病等疾病或障碍的方法。
• PREPARATION OF (R)-N-(3,4-DIFLUORO-2-(2-FLUORO-4-IODOPHENYLAMINO)-6-METHOXYPHENYL)-1-(2,3-DIHYDROXYPROPYL)CYCLOPROPANE-1-SULFONAMIDE AND (S)- N-(3,4-DIFLUORO-2-(2-FLUORO-4-IODOPHENYLAMINO)-6-METHOXYPHENYL)-1-(2,3-DIHYDROXYPROPYL)CYCLOPROPANE-1-SULFONAMIDE
  申请人：ARDEA BIOSCIENCES, INC.

  公开号：US20130261320A1

  公开（公告）日：2013-10-03

  The present invention relates to the preparation of (R)—N-(3,4-difluoro-2-(2-fluoro-4-iodophenylamino)-6-methoxyphenyl)-1-(2,3-dihydroxypropyl)cyclopropane-1-sulfonamide and (S)—N-(3,4-difluoro-2-(2-fluoro-4-iodophenylamino)-6-methoxyphenyl)-1-(2,3-dihydroxypropyl)cyclopropane-1-sulfonamide.

  本发明涉及制备(R)-N-(3,4-二氟-2-(2-氟-4-碘苯基氨基)-6-甲氧基苯基)-1-(2,3-二羟基丙基)环丙烷-1-磺酰胺和(S)-N-(3,4-二氟-2-(2-氟-4-碘苯基氨基)-6-甲氧基苯基)-1-(2,3-二羟基丙基)环丙烷-1-磺酰胺的方法。
• CYCLIC PEPTIDE COMPOUND HAVING HIGH MEMBRANE PERMEABILITY, AND LIBRARY CONTAINING SAME
  申请人：Chugai Seiyaku Kabushiki Kaisha

  公开号：EP3636807A1

  公开（公告）日：2020-04-15

  The present inventors have found that when screening for cyclic peptide compounds that can specifically bind to a target molecule, the use of a library including cyclic peptide compounds having a long side chain in the cyclic portion can improve the hit rate for cyclic peptide compounds that can specifically bind to the target molecule. Meanwhile, the present inventors have found that tryptophan and tyrosine residues, which have conventionally been used in oral low molecular-weight pharmaceuticals and are amino acid residues having an indole skeleton or a hydroxyphenyl group, are not suitable for peptides intended to attain high membrane permeability.

  本发明人发现，在筛选能与目标分子特异性结合的环肽化合物时，使用包括环状部分具有长侧链的环肽化合物库，可以提高能与目标分子特异性结合的环肽化合物的命中率。同时，本发明者发现色氨酸和酪氨酸残基不适合用于旨在获得高膜渗透性的肽，这两种残基通常用于口服低分子量药物，是具有吲哚骨架或羟基苯基的氨基酸残基。