p-methoxybenzyloxycarbonyl sulfamoyl chloride | 148017-63-4

• 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: p-methoxybenzyloxycarbonyl sulfamoyl chloride
• 英文别名: p-methoxybenzyloxycarbonylsulfamoyl chloride；(4-methoxyphenyl)methyl N-chlorosulfonylcarbamate
• CAS: 148017-63-4
• 化学式: C₉H₁₀ClNO₅S
• 分子量: 279.701
• InChiKey: GTSCKJFANOXFQC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  90.1
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  p-methoxybenzyloxycarbonyl sulfamoyl chloride 、 (2S,4S)-2-aminomethyl-1-p-methoxybenzyloxycarbonyl-4-tritylthiopyrrolidine 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 0.33h， 以41%的产率得到(2S,4S)-1-p-methoxybenzyloxycarbonyl-4tritylthio-2-(p-methoxybenzyloxycarbonylaminosulfonylaminomethyl)pyrrolidine
  参考文献：
  名称：

  新型1β-甲基卡巴培南抗生素S-4661。2-（5-取代的吡咯烷-3-基硫基）-1β-甲基卡巴南的合成及其构效关系。

  摘要：

  （1R，5S，6S）-2-[（3S，5S）-5-取代的吡咯烷-3-基硫基] -6-[（（1R）-1-羟乙基] -1-甲基卡宾-2）的合成和生物活性描述了-em-3-羧酸。这些化合物对包括铜绿假单胞菌在内的多种革兰氏阳性和革兰氏阴性细菌均显示出有效的抗菌活性。在这些新的碳青霉烯类化合物中，（1R，5S，6S）-2-[（3S，5S）-5-氨磺酰氨基甲基吡咯烷-3-基硫基] -6-[（（1R）-1-羟乙基] -1-甲基碳水化合物apen-2 -em-3-羧基酸（S-4661）显示出最有效和最均衡的活性，因此被选作进一步评估的对象。

  DOI：

  10.7164/antibiotics.49.199

文献信息

• Pyrrolidylthiocarbapenem derivative
  申请人：Shionogi Seiyaku Kabushiki Kaisha

  公开号：US05317016A1

  公开（公告）日：1994-05-31

  A pyrrolidylthiocarbapenem derivative represented by Formula I is provided: ##STR1## wherein R.sup.1 is hydrogen or lower alkyl; R.sup.2, R.sup.3 and R.sup.4 are hydrogen, lower alkyl which can be substituted or an amino protecting group independently, or R.sup.2 and R.sup.3 together with a nitrogen atom to which R.sup.2 and R.sup.3 are bonded form a saturated or unsaturated cyclic group, or R.sup.2 and R.sup.4, or R.sup.3 and R.sup.4 together with two nitrogen atoms and one sulfur atom in the sufamide group form a saturated or unsaturated cyclic group; each cyclic group can further include at least one atom selected from the group consisting of oxygen, sulfur and nitrogen, and each cyclic group can be substituted; X.sup.1 is hydrogen or a hydroxy protecting group; X.sup.2 is hydrogen, a carboxy protecting group, an ammonio group, an alkali metal or an alkaline-earth metal; and Y.sup.2 is hydrogen or an amino protecting group.

  提供了一种由公式I表示的吡咯硫代碳青霉烯衍生物：##STR1## 其中R.sup.1是氢或低级烷基；R.sup.2、R.sup.3和R.sup.4是氢、可以独立地被取代的低级烷基或氨基保护基团，或者R.sup.2和R.sup.3与R.sup.2和R.sup.3键合的氮原子一起形成一个饱和或不饱和的环状基团，或者R.sup.2和R.sup.4，或者R.sup.3和R.sup.4与亚磺酰胺组中的两个氮原子和一个硫原子一起形成一个饱和或不饱和的环状基团；每个环状基团可以进一步包括至少一个由氧、硫和氮组成的原子，每个环状基团可以被取代；X.sup.1是氢或羟基保护基团；X.sup.2是氢、羧酸保护基团、铵离子、碱金属或碱土金属；Y.sup.2是氢或氨基保护基团。
• Intermediates for pyrrolidylthiocarbapenem derivative
  申请人：Shionogi Seiyaku Kabushiki Kaisha

  公开号：US05703243A1

  公开（公告）日：1997-12-30

  A pyrrolidylthiocarbapenem derivative represented by Formula I is provided: ##STR1## wherein R.sup.1 is hydrogen or lower alkyl; R.sup.2, R.sup.3 and R.sup.4 are hydrogen, lower alkyl which can be substituted or an amino protecting group independently, or R.sup.2 and R.sup.3 together with a nitrogen atom to which R.sup.2 and R.sup.3 are bonded form a saturated or unsaturated cyclic group, or R.sup.2 and R.sup.4, or R.sup.3 and R.sup.4 together with two nitrogen atoms and one sulfur atom in the sufamide group form a saturated or unsaturated cyclic group; each cyclic group can further include at least one atom selected from the group consisting of oxygen, sulfur and nitrogen, and each cyclic group can be substituted; X.sup.1 is hydrogen or a hydroxy protecting group; X.sup.2 is hydrogen, a carboxy protecting group, an ammonio group, an alkali metal or an alkaline-earth metal; and Y.sup.2 is hydrogen or an amino protecting group.

  提供了一种由式I表示的吡咯烷基硫氨酰青霉烷衍生物：##STR1##其中，R1是氢或低碳基；R2、R3和R4分别是氢、可独立取代或氨基保护基的低碳基，或者R2和R3与R2和R3键合的氮原子一起形成饱和或不饱和的环状基团，或者R2和R4，或者R3和R4与sufamide基团中的两个氮原子和一个硫原子一起形成饱和或不饱和的环状基团；每个环状基团还可以包括来自氧、硫和氮的至少一个原子，并且每个环状基团可以被取代；X1是氢或羟基保护基；X2是氢、羧基保护基、铵基、碱金属或碱土金属；而Y2是氢或氨基保护基。
• A pyrrolidylthiocarbapenem derivative
  申请人：SHIONOGI SEIYAKU KABUSHIKI KAISHA trading under the name of SHIONOGI & CO. LTD.

  公开号：EP0528678A1

  公开（公告）日：1993-02-24

  A pyrrolidylthiocarbapenem derivative represented by Formula I is provided: wherein R¹ is hydrogen or lower alkyl; R², R³ and R⁴ are hydrogen, lower alkyl which can be substituted or an amino protecting group independently, or R² and R³ together with a nitrogen atom to which R² and R³ are bonded form a saturated or unsaturated cyclic group, or R²and R⁴, or R³ and R⁴ together with two nitrogen atoms and one sulfur atom in the sufamide group form a saturated or unsaturated cyclic group; each cyclic group can further include at least one atom selected from the group consisting of oxygen, sulfur and nitrogen, and each cyclic group can be substituted; X¹ is hydrogen or a hydroxy protecting group; X² is hydrogen, a carboxy protecting group, an ammonio group, an alkali metal or an alkaline-earth metal; and Y² is hydrogen or an amino protecting group.

  提供了一种由式 I 代表的吡咯烷基硫代碳青霉烯类衍生物： 其中 R¹ 为氢或低级烷基；R²、R³ 和 R⁴ 分别为氢、可被取代的低级烷基或氨基保护基团，或 R² 和 R³ 与 R² 和 R³ 键合的一个氮原子一起形成饱和或不饱和环状基团，或 R² 和 R⁴，或 R³ 和 R⁴ 与 sufamide 基团中的两个氮原子和一个硫原子一起形成饱和或不饱和环状基团；每个环状基团可进一步包括至少一个选自氧、硫和氮组成的原子，且每个环状基团可被取代；X¹为氢或羟基保护基团；X²为氢、羧基保护基团、氨基、碱金属或碱土金属；Y²为氢或氨基保护基团。
• A pyrrolidylthiocarbapenem derivative with antibacterial activity
  申请人：SHIONOGI SEIYAKU KABUSHIKI KAISHA trading under the name of SHIONOGI & CO. LTD.

  公开号：EP0528678B1

  公开（公告）日：2001-05-23
• US5317016A
  申请人：——

  公开号：US5317016A

  公开（公告）日：1994-05-31