(1S 2S)-(+)-Pseudoephedrinepropionamide&

• 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: (1S 2S)-(+)-Pseudoephedrinepropionamide&
• 英文别名: N-(1-hydroxy-1-phenylpropan-2-yl)-N-methylpropanamide
• 化学式: C₁₃H₁₉NO₂
• mdl: MFCD30479309
• 分子量: 221.29
• InChiKey: NOUIRZGGWSLLAJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.461
• 拓扑面积：
  40.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  氯化锂 、 二异丙胺 、 正丁基锂 、 (1S 2S)-(+)-Pseudoephedrinepropionamide& 、 溴甲苯 在 氯化铵 、 amide 、 乙酸乙酯 、 Sodium sulfate-III 、 甲苯 作用下， 以 四氢呋喃 为溶剂， 反应 1.58h， 以yielded the desired product as a white powder (27.77 g, 90% yield)的产率得到N-(2-hydroxy-1-methyl-2-phenylethyl)-N,2-dimethyl benzenepropionamide
  参考文献：
  名称：

  Synthesis of compounds with predetermined chirality

  摘要：

  本文描述了一种合成预定手性的对映体富集化学中间体的方法。该方法包括形成伪麻黄碱酰胺，然后在α-碳处进行立体选择性烷基化。手性辅助基随后可以被剥离，得到手性末端产物，可用于进一步的转化反应。手性末端产物的对映体富集度可以超过98％，手性辅助基可以被回收。本方法中使用的伪麻黄碱酰胺的新型酰胺也被披露。

  公开号：

  US05488131A1

文献信息

• [EN] CHIRALITY SENSING WITH MOLECULAR CLICK CHEMISTRY PROBES<br/>[FR] DÉTECTION DE CHIRALITÉ AVEC DES SONDES DE CHIMIE CLICK MOLÉCULAIRE
  申请人：UNIV GEORGETOWN

  公开号：WO2020028396A1

  公开（公告）日：2020-02-06

  The present invention relates to an analytical method that includes providing a sample potentially containing a chiral analyte that can exist in stereoisomeric forms, and providing a probe selected from the group consisting of coumarin-derived Michael acceptors, dinitrofluoroarenes and analogs thereof, arylsulfonyl chlorides and analogs thereof, arylchlorophosphines and analogs thereof, aryl halophosphites, and halodiazaphosphites. The sample is contacted with the probe under conditions to permit covalent binding of the probe to the analyte, if present in the sample; and, based on any binding that occurs, the absolute configuration of the analyte in the sample, and/or the concentration of the analyte in the sample, and/or the enantiomeric composition of the analyte in the sample is/are determined. The probe may be a coumarin-derived Michael acceptor, a di nitrofluoroarene or analog thereof, an arylsulfonyl chloride or analog thereof, an arylchlorophosphine or analog thereof, an aryl halophosphite, or a halodiazaphosphite.

  本发明涉及一种分析方法，包括提供一个潜在含有手性分析物的样品，该手性分析物可以存在于立体异构体形式中，并提供从香豆素衍生的Michael受体、二硝基氟芳烃及其类似物、芳基磺酰氯及其类似物、芳基氯代膦及其类似物、芳基卤代膦酸酯和卤代二氮磷酸酯组成的探针中选取的探针。将样品与探针在条件下接触，以允许探针与分析物共价结合，如果样品中存在分析物；基于发生的任何结合，确定样品中分析物的绝对构型，和/或样品中分析物的浓度，和/或样品中分析物的对映体组成。探针可以是香豆素衍生的Michael受体、二硝基氟芳烃或其类似物、芳基磺酰氯或其类似物、芳基氯代膦或其类似物、芳基卤代膦酸酯，或卤代二氮磷酸酯。
• Retiferol derivatives and their use in the treatment of skin diseases or conditions associated with photodamage
  申请人：——

  公开号：US20040077728A1

  公开（公告）日：2004-04-22

  Disclosed are retiferol derivatives of formula (I): wherein X is >C═CH 2 or —CH 2 —; Y and Z are independently of each other hydrogen, fluorine or hydroxy; A is —O(CH 2 ) 3 —, —(CH 2 ) 2 -( 1,2 -C 6 H 4 )—, —CH═CH—( 1,2 -C 6 H 4 )—, —C═C—( 1,2 C 6 H 4 )—, —(CH 2 ) 2 —CO—, —CH 2 —O—CO—, —CH 2 NHCO—, or —CH 2 NHCOCH 2 —; R 1 is C 1 -C 5 -alkyl; R 2 and R 3 are independently of each other alkyl or perfluoroalkyl; and R 4 is hydrogen, hydroxy, C 1 -C 5 -alkyl or C 1 -C 5 -alkyl or C 1 -C 5 -alkoxy; the use of such compounds to treat or present hyperproliferative skin diseases such as psoriasis, basal cell carcinomas, disorders of keratinization and keratosis; neoplastic diseases; disorders of the sebaceous glands such as acne and seborrhoic dermatitis; the use of these compounds in reversing the conditions associated with photodamage, particularly for the oral or topical treatment of the skin damaged through sun exposure, the effects of wrinkling, elastosis and premature ageing, furthermore a process for the manufacture of such compounds as well as pharmaceutical compositions containing such compounds.

  揭示了化学式(I)的视黄醇衍生物，其中X是>C═CH2或— —；Y和Z分别是氢、氟或羟基；A是—O( )3—、—( )2-(1,2-C6H4)—、—CH═CH—(1,2- )—、—C═C—(1,2 )—、—( )2—CO—、— —O—CO—、— NHCO—或— NHCO —；R1是C1-C5-烷基；R2和R3分别是烷基或全氟烷基；R4是氢、羟基、C1-C5-烷基或C1-C5-烷氧基；这些化合物的用途是治疗或预防过度增生性皮肤疾病，如银屑病、基底细胞癌、角化病和角化症；肿瘤性疾病；皮脂腺疾病，如痤疮和脂溢性皮炎；这些化合物用于逆转与光损伤相关的状况，特别是用于口服或局部治疗因日晒而受损的皮肤，以及对皱纹、弹性组织变性和过早衰老的影响；此外，还提供了制备这些化合物的方法以及含有这些化合物的药物组合物。
• EPOTHILONE DERIVATIVES
  申请人：Vite D. Gregory

  公开号：US20070255055A1

  公开（公告）日：2007-11-01

  The present invention relates to compounds of the formula Q is selected from the group consisting of G is selected from the group consisting of alkyl, substituted alkyl, substituted or unsubstituted aryl, heterocyclo, W is O or NR 15 ; X is O or H,H; Y is selected from the group consisting of O; H,OR 16 ; OR 17 ,OR 17 ; NOR 18 ; H,NOR 19 ; H,NR 20 R 21 ; H,H; or CHR 22 ; OR 17 OR 17 can be a cyclic ketal; Z 1 and Z 2 are selected from the group consisting of CH 2 , O, NR 23 , S, or SO 2 , wherein only one of Z and Z 2 is a heteroatom; B 1 and B 2 are selected from the group consisting of OR 24 , or OCOR 25 , or O 2 CNR 26 R 27 ; when B 1 is H and Y is OH, H they can form a six-membered ring ketal or acetal; D is selected from the group consisting of NR 28 R 29 , NR 30 COR 31 or saturated heterocycle; R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 13 , R 14 , R 18 , R 19 , R 20 , R 21 , R 22 , R 26 , and R 27 are selected from the group H, alkyl, substituted alkyl, or aryl and when R 1 and R 2 are alkyl can be joined to form a cycloalkyl; R 3 and R 4 are alkyl can be joined to form a cycloalkyl; R 9 , R 10 , R 16 , R 17 , R 24 , R 25 , and R 31 are selected from the group H, alkyl, or substituted alkyl; R 8 , R 11 , R 12 , R 28 , R 30 , R 32 , R 33 , and R 30 are selected from the group consisting of H, alkyl, substituted alkyl, aryl, substituted aryl, cycloalkyl, or heterocyclo; R 15 , R 23 and R 29 are selected from the group consisting of H, alkyl, substituted alkyl, aryl, substituted aryl, cycloalkyl, heterocyclo, R 32 C═O, R 33 SO 2 , hydroxy, O-alkyl or O-substituted alkyl, the pharmaceutically acceptable salts thereof and any hydrates, solvates or geometric, optical and stereoisomers thereof, with the proviso that compounds wherein W and X are both O; and R 1 , R 2 , R 7 , are H; and R 3 , R 4 , R 6 , are methyl; and R 8 , is H or methyl; and Z 1 , and Z 2 , are CH 2 ; and G is 1-methyl-2-(substituted-4-thiazolyl)ethenyl; and Q is as defined above are excluded.

  本发明涉及以下化合物的公式：其中Q选自G选自烷基，取代烷基，取代或未取代芳基，杂环烷基，W为O或NR15；X为O或H；Y选自O，H，OR16，OR17，NOR18，H，NOR19，H，NR20R21，H，H或CHR22；OR17OR17可以是环状缩酮；Z1和Z2选自CH2，O，NR23，S或SO2，其中仅Z和Z2中的一个为杂原子；B1和B2选自OR24，或OCOR25，或O2CNR26R27；当B1为H且Y为OH时，它们可以形成六元环缩酮或缩醛；D选自NR28R29，NR30COR31或饱和杂环；R1，R2，R3，R4，R5，R6，R7，R13，R14，R18，R19，R20，R21，R22，R26和R27选自H，烷基，取代烷基或芳基，当R1和R2为烷基时，可以连接成环烷基；R3和R4为烷基时，可以连接成环烷基；R9，R10，R16，R17，R24，R25和R31选自H，烷基或取代烷基；R8，R11，R12，R28，R30，R32，R33和R30选自H，烷基，取代烷基，芳基，取代芳基，环烷基或杂环烷基；R15，R23和R29选自H，烷基，取代烷基，芳基，取代芳基，环烷基，杂环烷基，R32C═O，R33SO2，羟基，O-烷基或O-取代烷基，其药学上可接受的盐和任何水合物，溶剂化合物或其几何，光学和立体异构体，但其中W和X都是O；并且R1，R2，R7为H；并且R3，R4，R6为甲基；并且R8为H或甲基；并且Z1和Z2为 ；并且G为1-甲基-2-（取代-4-噻唑基）乙烯基；并且Q如上所定义被排除在外。
• Epothilone derivatives
  申请人：Vite D. Gregory

  公开号：US20060287371A1

  公开（公告）日：2006-12-21

  The present invention relates to compounds of the formula in which the variables G, W, Q, X, Y, B 1 , B 2 , Z 1 , Z 2 , and R 1 -R 7 are as defined herein, methods for the preparation of the derivatives and intermediates thereof.

  本发明涉及公式中的化合物，其中变量G、W、Q、X、Y、B1、B2、Z1、Z2和R1-R7的定义如本文所述，以及其衍生物和中间体的制备方法。
• SYNTHESIS OF COMPOUNDS WITH PREDETERMINED CHIRALITY
  申请人：CALIFORNIA INSTITUTE OF TECHNOLOGY

  公开号：EP0751927A1

  公开（公告）日：1997-01-08