2-(2,2-dimethyl-propionyloxymethyl)-4-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 英文名称: 2-(2,2-dimethyl-propionyloxymethyl)-4-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester
• 英文别名: tert-butyl 2-(2,2-dimethylpropanoyloxymethyl)-4-oxopyrrolidine-1-carboxylate
• 化学式: C₁₅H₂₅NO₅
• 分子量: 299.367
• InChiKey: HNGJBJKHTNLLJN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  21
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  72.9
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-(2,2-dimethyl-propionyloxymethyl)-4-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester 、 苄胺 在 三乙酰氧基硼氢化钠 、 溶剂黄146 、 ammonium hydroxide 作用下， 以 1,2-二氯乙烷 、 水 为溶剂， 反应 1.0h， 以98%的产率得到(2S,4R)-4-benzylamino-2-(2,2-dimethyl-propionyloxymethyl)-pyrrolidine-1-carboxylic acid tert-butyl ester
  参考文献：
  名称：

  OXAZOLIDINONE ANTIBIOTICS

  摘要：

  本发明涉及式(I)的化合物，其中U、V、W、X、R1、R2、R3、R4、R5、R6、A、B、D、E、G、m和n的定义如说明书中所述，还涉及用于制造预防或治疗细菌感染的药物的上述化合物的药用可接受盐。式(I)中的某些化合物是新颖的，也是本发明的一部分。

  公开号：

  US20110039823A1

文献信息

• [EN] 5-AMINOCYCLYLMETHYL-OXAZOLIDIN-2-ONE DERIVATIVES<br/>[FR] DÉRIVÉS 5-AMINOCYCLYLMÉTHYLOXAZOLIDIN-2-ONE
  申请人：ACTELION PHARMACEUTICALS LTD

  公开号：WO2009077989A1

  公开（公告）日：2009-06-25

  The invention relates to antibacterial compounds of formula (I) wherein one or two of U, V, W, and X represent N, the rest represent CH or, in the case of X, may also represent CRa wherein Ra is fluorine; R1 represents alkoxy, halogen or cyano; R2 represents H, CH2OH, CH2N3, CH2NH2, alkylcarbonylaminomethyl or triazol- 1-ylmethyl; R3 represents H, or, when n is 1, R3 may also represent OH, NH2, NHCOR6 or triazol-1-yl; A represents CR4; K represents O, NH, OCH2, NHCO, NHCH2, CH2NH, CH2CH2, CH=CH, CHOHCHOH or CHR5; R4 represents H or together with R5 forms a bond, or also R4 can represent OH when K is not O, NH, OCH2 or NHCO; R5 represents OH or together with R4 forms a bond; R6 represents alkyl; m is O or 1 and n is O or 1; and G is as defined in the description; and to salts of such compounds.

  该发明涉及式(I)的抗菌化合物，其中U、V、W和X中的一个或两个代表N，其余代表CH或者在X的情况下，也可以代表CRa，其中Ra为氟；R1代表烷氧基、卤素或氰基；R2代表H、CH2OH、CH2N3、CH2NH2、烷基羰基氨甲基或三唑-1-基甲基；R3代表H，或者当n为1时，R3也可以代表OH、NH2、NHCOR6或三唑-1-基；A代表CR4；K代表O、NH、OCH2、NHCO、NHCH2、CH2NH、CH2CH2、CH=CH、CHOHCHOH或CHR5；R4代表H，或者与R5一起形成键，或者当K不是O、NH、OCH2或NHCO时，R4也可以代表OH；R5代表OH，或者与R4一起形成键；R6代表烷基；m为O或1，n为O或1；G如描述中所定义；以及这些化合物的盐。
• Novel Antibacterial Compounds
  申请人：Hubschwerlen Christian

  公开号：US20100222302A1

  公开（公告）日：2010-09-02

  The invention relates to novel chimeric antibiotics of formula I wherein R 1 is CH 2 NHCOR 5 , heteroarylmethyl, heteroaryloxymethyl or heteroarylaminomethyl; R 2 is H, OH, OSO 3 H, OPO 3 H 2 , OCH 2 OPO 3 H 2 , OCOCH 2 CH 2 COOH, OCOR 6 ; R 3 is H or halogen; R 4 is (C 1 -C 3 )alkyl, (C 1 -C 3 )haloalkyl or cycloalkyl; R 5 is alkyl or haloalkyl; and R 6 is the residue of a naturally occurring amino acid or of dimethylaminoglycine. These chimeric compounds are useful in the manufacture of medicaments for the treatment of infections (e.g. bacterial infections).

  该发明涉及一种新型嵌合抗生素，其化学式为I，其中R1为CH2NHCOR5，杂环烷基甲基，杂环氧甲基或杂环氨基甲基；R2为H，OH，OSO3H，OPO3H2，OCH2OPO3H2，OCOCH2CH2COOH，OCOR6；R3为H或卤素；R4为（C1-C3）烷基，（C1-C3）卤代烷基或环烷基；R5为烷基或卤代烷基；R6为天然氨基酸残基或二甲氨基甘氨酸残基。这些嵌合化合物在制造治疗感染（例如细菌感染）的药物中非常有用。
• 5-HYDROXYMETHYL-OXAZOLIDIN-2-ONE ANTIBACTERIALS
  申请人：Hubschwerlen Christian

  公开号：US20100069376A1

  公开（公告）日：2010-03-18

  The invention relates to novel chimeric antibiotics of formula I wherein R 1 represents OH, OPO 3 H 2 or OCOR 5 ; R 2 represents H, OH or OPO 3 H 2 ; R 3 represents H or halogen; R 4 is H, (C 1 -C 3 )alkyl, or cycloalkyl; R 5 represents piperidin-4-yl or R 5 is the residue of a naturally occurring amino acid, of the enantiomer of a naturally occurring amino acid or of dimethylaminoglycine; n is 0 or 1; and to salts (in particular pharmaceutically acceptable salts) of compounds of formula I. These chimeric compounds are useful in the manufacture of medicaments for the treatment of infections (e.g. bacterial infections).

  本发明涉及一种新型嵌合抗生素，其化学式为I式，其中R1代表OH，OPO3H2或OCOR5；R2代表H，OH或OPO3H2；R3代表H或卤素；R4为H，（C1-C3）烷基或环烷基；R5代表哌啶-4-基或R5是天然氨基酸、天然氨基酸对映体或二甲氨基甘氨酸的残基；n为0或1；以及化合物I的盐（特别是药学上可接受的盐）。这些嵌合化合物在制造治疗感染（例如细菌感染）药物方面是有用的。
• Oxazolidinone antibiotics
  申请人：Actelion Pharmaceuticals Ltd

  公开号：US08217029B2

  公开（公告）日：2012-07-10

  The invention relates to compounds of formula (I) wherein U, V, W, X, R1, R2, R3, R4, R5, R6, A, B, D, E, G, m, and n are as defined in the description, to pharmaceutically acceptable salts of such compounds for use in the manufacture of a medicament for the prevention or treatment of a bacterial infection. Certain compounds of formula (I) are new and are also part of this invention.

  本发明涉及式（I）的化合物，其中U、V、W、X、R1、R2、R3、R4、R5、R6、A、B、D、E、G、m和n在说明书中定义，以及这些化合物的药学上可接受的盐，用于制造用于预防或治疗细菌感染的药物。式（I）的某些化合物是新的，也是本发明的一部分。
• 5-AMINOCYCLYLMETHYL-OXAZOLIDIN-2-ONE DERIVATIVES
  申请人：Hubschwerlen Christian

  公开号：US20110003789A1

  公开（公告）日：2011-01-06

  The invention relates to antibacterial compounds of formula I wherein one or two of U, V, W, and X represent N, the rest represent CH or, in the case of X, may also represent CR a wherein R a is fluorine; R 1 represents alkoxy, halogen or cyano; R 2 represents H, CH 2 OH, CH 2 N 3 , CH 2 NH 2 , alkylcarbonylaminomethyl or triazol-1-ylmethyl; R 3 represents H, or, when n is 1, R 3 may also represent OH, NH 2 , NHCOR 6 or triazol-1-yl; A represents CR 4 ; K represents O, NH, OCH 2 , NHCO, NHCH 2 , CH 2 NH, CH 2 CH 2 , CH═CH, CHOHCHOH or CHR 5 ; R 4 represents H or together with R 5 forms a bond, or also R 4 can represent OH when K is not O, NH, OCH 2 or NHCO; R 5 represents OH or together with R 4 forms a bond; R 6 represents alkyl; m is 0 or 1 and n is 0 or 1; and G is as defined in the description; and to salts of such compounds.

  本发明涉及式I的抗菌化合物，其中U、V、W和X中的一个或两个代表N，其余代表CH，或在X的情况下，也可以代表CRa，其中Ra是氟；R1代表烷氧基、卤素或氰基；R2代表H、CH2OH、CH2N3、CH2NH2、烷基羰基氨甲基或三唑-1-基甲基；R3代表H，或当n为1时，R3也可以代表OH、NH2、NHCOR6或三唑-1-基；A代表CR4；K代表O、NH、OCH2、NHCO、NHCH2、CH2NH、CH2CH2、CH═CH、CHOHCHOH或CHR5；R4代表H或与R5形成键，或当K不是O、NH、OCH2或NHCO时，R4也可以代表OH；R5代表OH或与R4形成键；R6代表烷基；m为0或1，n为0或1；G如描述中所定义；以及这些化合物的盐。