(S)-3-methanesulfonyloxypyrrolidine hydrochloride | 197964-07-1

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机磺酸及其衍生物
• 英文名称: (S)-3-methanesulfonyloxypyrrolidine hydrochloride
• 英文别名: [(3S)-pyrrolidin-3-yl] methanesulfonate;hydrochloride
• CAS: 197964-07-1
• 化学式: C₅H₁₁NO₃S*ClH
• 分子量: 201.674
• InChiKey: RYCUILMYNOQRAZ-JEDNCBNOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.25
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  63.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (S)-3-methanesulfonyloxypyrrolidine hydrochloride 在 sodium sulfite 作用下， 以 水 为溶剂， 反应 24.0h， 生成 (S)-3-pyrrolidinesulfonic acid
  参考文献：
  名称：

  Synthesis and activity of endomorphin-2 and morphiceptin analogues with proline surrogates in position 2

  摘要：

  The opioid agonists endomorphins (Tyr-Pro-Trp-Phe-NH(2); EM1 and Tyr-Pro-Phe-Phe-NH(2); EM2) and morphiceptin (Tyr-Pro-Phe-Pro-NH(2)) exhibit an extremely high selectivity for mu-opioid receptor. Here a series of novel EM2 and morphiceptin analogues containing in place of the proline at position 2 the S and R residues of beta-homologues of proline (HPro), of 2-pyrrolidinemethanesulphonic acid (HPrs) and of 3-pyrrolidinesulphonic acid (beta Prs) have been synthesized and their binding affinity and functional activity have been investigated. The highest p-receptor affinity is shown by [(S)beta Prs(2)]EM2 analogue (6e) which represents the first example of a beta-sulphonamido analogue in the field of mold peptides. (C) 2010 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2010.07.022
• 作为产物：
  描述：

  (S)-3-[(甲基磺酰基)氧基]吡咯烷-1-羧酸叔丁酯 在 盐酸 作用下， 以 1,4-二氧六环 为溶剂， 反应 0.5h， 生成 (S)-3-methanesulfonyloxypyrrolidine hydrochloride
  参考文献：
  名称：

  Synthesis and activity of endomorphin-2 and morphiceptin analogues with proline surrogates in position 2

  摘要：

  The opioid agonists endomorphins (Tyr-Pro-Trp-Phe-NH(2); EM1 and Tyr-Pro-Phe-Phe-NH(2); EM2) and morphiceptin (Tyr-Pro-Phe-Pro-NH(2)) exhibit an extremely high selectivity for mu-opioid receptor. Here a series of novel EM2 and morphiceptin analogues containing in place of the proline at position 2 the S and R residues of beta-homologues of proline (HPro), of 2-pyrrolidinemethanesulphonic acid (HPrs) and of 3-pyrrolidinesulphonic acid (beta Prs) have been synthesized and their binding affinity and functional activity have been investigated. The highest p-receptor affinity is shown by [(S)beta Prs(2)]EM2 analogue (6e) which represents the first example of a beta-sulphonamido analogue in the field of mold peptides. (C) 2010 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2010.07.022

文献信息

• Process for preparing pyrrolidine derivatives
  申请人：Kaneka Corporation

  公开号：US06005119A1

  公开（公告）日：1999-12-21

  It is an object of the present invention to provide a process for producing an pyrrolidine derivative of general formula (2) or a salt thereof in a simple and economical manner and with good productivity and high yields. The present invention consists in a process for producing a pyrrolidine derivative of the general formula (2) or a salt thereof which comprises subjecting a compound of the general formula (1) to hydrogenolysis using a metal catalyst in the presence of at least one protic acid selected from the group consisting of hydrochloric acid, sulfuric acid, phosphoric acid, p-toluenesulfonic acid, methanesulfonic acid, acetic acid, n-butyric acid, trifluoroacetic acid and oxalic acid. ##STR1## R represents a 1-cyano-1,1-diphenylmethyl, 1-carbamoyl-1,1-diphenylmethyl, n-butyryloxy, methanesulfonyloxy or p-toluenesulfonyloxy group.

  本发明的目的是以简单经济的方式，高效率高产率地生产通式（2）的吡咯烷衍生物或其盐。本发明涉及一种生产通式（2）的吡咯烷衍生物或其盐的方法，包括将通式（1）的化合物在至少选自氢氯酸、硫酸、磷酸、对甲苯磺酸、甲磺酸、乙酸、正丁酸、三氟乙酸和草酸的脱氢催化剂存在下，经过氢解作用。其中，R代表1-氰基-1,1-二苯甲基、1-氨基甲酰-1,1-二苯甲基、正丁酰氧基、甲磺酰氧基或对甲苯磺酰氧基基团。
• PROCESS FOR PREPARING PYRROLIDINE DERIVATIVES
  申请人：KANEKA CORPORATION

  公开号：EP0900787B1

  公开（公告）日：2002-09-11
• US6005119A
  申请人：——

  公开号：US6005119A

  公开（公告）日：1999-12-21
• Synthesis and activity of endomorphin-2 and morphiceptin analogues with proline surrogates in position 2
  作者：Cesare Giordano、Anna Sansone、Annalisa Masi、Gino Lucente、Pasqualina Punzi、Adriano Mollica、Francesco Pinnen、Federica Feliciani、Ivana Cacciatore、Peg Davis

  DOI：10.1016/j.ejmech.2010.07.022

  日期：2010.10

  The opioid agonists endomorphins (Tyr-Pro-Trp-Phe-NH(2); EM1 and Tyr-Pro-Phe-Phe-NH(2); EM2) and morphiceptin (Tyr-Pro-Phe-Pro-NH(2)) exhibit an extremely high selectivity for mu-opioid receptor. Here a series of novel EM2 and morphiceptin analogues containing in place of the proline at position 2 the S and R residues of beta-homologues of proline (HPro), of 2-pyrrolidinemethanesulphonic acid (HPrs) and of 3-pyrrolidinesulphonic acid (beta Prs) have been synthesized and their binding affinity and functional activity have been investigated. The highest p-receptor affinity is shown by [(S)beta Prs(2)]EM2 analogue (6e) which represents the first example of a beta-sulphonamido analogue in the field of mold peptides. (C) 2010 Elsevier Masson SAS. All rights reserved.