methyl (1S,2R,3S,4R)-4-amino-2,3-dihydroxycyclopentane-1-carboxylate hydrochloride | 79200-54-7

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: methyl (1S,2R,3S,4R)-4-amino-2,3-dihydroxycyclopentane-1-carboxylate hydrochloride
• 英文别名: (1S,2R,3S,4R)-methyl 4-amino-2,3-dihydroxycyclopentanecarboxylate hydrochloride；[1S-(1α,2β,3β,4α)]-4-amino-2,3-dihydroxycyclopentanecarboxylic acid, methyl ester, hydrochloride salt；(1S,2R,3S,4R)-4-amino-2,3-dihydroxy-cyclopentanecarboxylic acid methyl ester hydrochloride；methyl (1S,2R,3S,4R)-4-amino-2,3-dihydroxy-cyclopentanecarboxylate hydrochloride；methyl (1S,2R,3S,4R)-4-amino-2,3-dihydroxycyclopentane-1-carboxylate;hydrochloride
• CAS: 79200-54-7
• 化学式: C₇H₁₃NO₄*ClH
• 分子量: 211.645
• InChiKey: CWZJUHXDRSZPPA-NQZVPSPJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.35
• 重原子数：
  13.0
• 可旋转键数：
  1.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  92.78
• 氢给体数：
  3.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  methyl (1S,2R,3S,4R)-4-amino-2,3-dihydroxycyclopentane-1-carboxylate hydrochloride 在 锂硼氢 作用下， 以 四氢呋喃 为溶剂， 生成 (1S,2R,3S,4R)-4-Amino-2,3-dihydroxy-cyclopentanecarboxylic acid; hydrochloride
  参考文献：
  名称：

  碳环吡唑并[3,4-d]嘧啶核苷类似物的实用和发散合成

  摘要：

  前所未有的碱构建策略已应用于碳环吡唑并[3,4-d]嘧啶核苷类似物的合成。类似物是在最后阶段合成的，以便快速获得一组简洁的化合物。甲氧基取代的类似物对布氏锥虫和罗得西亚锥虫表现出低微摩尔活性。

  DOI：

  10.1002/ejoc.202400181
• 作为产物：
  描述：

  (-)-文斯内酯 在 盐酸 、 四氧化锇 、 N-甲基吗啉氧化物 作用下， 以 异戊醇 、 水 、 叔丁醇 为溶剂， 反应 18.0h， 生成 methyl (1S,2R,3S,4R)-4-amino-2,3-dihydroxycyclopentane-1-carboxylate hydrochloride
  参考文献：
  名称：

  Synthesis of Carba-NAD and the Structures of Its Ternary Complexes with SIRT3 and SIRT5

  摘要：

  Carba-NAD is a synthetic compound identical to NAD except for one substitution, where an oxygen atom adjacent to the anomeric linkage bearing nicotinamide is replaced with a methylene group. Because it is inert in nicotinamide displacement reactions, carba-NAD is an unreactive substrate analogue for NAD-consuming enzymes. SIRT3 and SIRT5 are NAD-consuming enzymes that are potential therapeutic targets for the treatment of metabolic diseases and cancers. We report an improved carba-NAD synthesis, including a pyrophosphate coupling method that proceeds in approximately 60% yield. We also disclose the Xray crystal structures of the ternary complexes of SIRT3 and SIRT5 bound to a peptide substrate and carba-NAD. These X-ray crystal structures provide critical snapshots of the mechanism by which human sirtuins function as protein deacylation catalysts.

  DOI：

  10.1021/jo301067e

文献信息

• Anti-HCV nucleoside derivatives
  申请人：——

  公开号：US20030008841A1

  公开（公告）日：2003-01-09

  The present invention comprises novel and known purine and pyrimidine nucleoside derivatives which have been discovered to be active against hepatitis C virus (HCV). The use of these derivatives for the treatment of HCV infection is claimed as are the novel nucleoside derivatives disclosed herein.

  本发明涉及新颖和已知的嘌呤和嘧啶核苷衍生物，已发现这些衍生物对丙型肝炎病毒（HCV）具有活性。本发明声明利用这些衍生物治疗HCV感染，以及本文所披露的新颖核苷衍生物。
• Substituted carbonucleoside derivatives useful as anticancer agents
  申请人：Pfizer Inc.

  公开号：US10220037B2

  公开（公告）日：2019-03-05

  Compounds of the general formula): processes for the preparation of these compounds, compositions containing these compounds, and the uses of these compounds.

  通式）的化合物： 这些化合物的制备工艺、含有这些化合物的组合物以及这些化合物的用途。
• [EN] 2,3-DIHYDROXY CYCLOPENTANE DERIVATIVES OF PURINES<br/>[FR] DERIVES 2,3-DIHYDROXYCYCLOPENTANE DE PURINES
  申请人：GLAXO GROUP LIMITED

  公开号：WO1996002543A1

  公开（公告）日：1996-02-01

  (EN) 2,3-dihydroxy cyclopentane derivatives are described having general formula (I) and salts and solvates thereof, wherein: R1 is hydrogen, C3-8cycloalkyl or C1-6alkyl; R2 is C3-8 cycloalkyl, C3-8cycloalkylC1-6alkyl, Alk1Y, -(CHR5)m(Alk2)nZ or appropriately substituted C3-8cycloalkyl, C3-8cycloalkylC1-6alkyl, pyrrolidin-3-yl, 2-oxopyrrolidin-4-yl, 2-oxopyrrolidin-5-yl, piperidin-3-yl or piperidin-4-yl, and Q is oxygen or sulphur. Compounds of formula (I) and their salts and solvates have use in medicine as anti-inflammatory agents, particularly in the treatment of patients with inflammatory conditions who are susceptible to leukocyte-induced tissue damage.(FR) Des dérivés de 2,3-dihydroxycyclopentane ont la formule générale (I), dans laquelle R1 représente hydrogène, cycloalcoyle C3-8 ou alcoyle C1-6; R2 représente cycloalcoyle C3-8, alcoyle C1-6 de cycloalcoyle C3-8; Alk1Y, -(CHR5)m(Alk2)nZ ou cycloalcoyle C3-8, alcoyle C1-6 de cycloalcoyle C3-8, pyrrolidin-3-yle, 2-oxopyrrolidin-4-yle, 2-oxopyrrolidin-5-yle, pipéridin-3-yle ou pipéridin-4-yle substitués de manière appropriée, et Q représente oxygène ou soufre. Les composés ayant la formule (I), ainsi que leurs sels et solvates, sont utiles en médecine comme agents anti-inflammatoires, notamment pour traiter des patients souffrant d'états inflammatoires et susceptibles de présenter des lésions tissulaires induites par des leucocytes.

  具有通用式（I）的2,3-双羟基环戊烷衍生物及其盐和结晶水合物被描述为：其中R1代表氢、C3-8环烷基或C1-6烷基；R2代表C3-8环烷基、C3-8环烷基-C1-6烷基、Alk1Y、-(CHR5)m(Alk2)nZ或其他适当取代的C3-8环烷基、C3-8环烷基-C1-6烷基、吡啶-3-yl、2-氧吡啶-4-yl、2-氧吡啶-5-yl或吡啶-4-yl，并且Q代表氧或硫。根据通用式（I）及其盐和结晶水合物的化合物在医学上用于抗炎药物，尤其是在治疗由于白细胞诱导的组织损伤的病人中。
• TW2018/2074
  申请人：——

  公开号：——

  公开（公告）日：——
• [EN] CARBOCYCLIC NUCLEOSIDE ANALOGS AS RNA-ANTIVIRALS<br/>[FR] DERIVES DE NUCLEOSIDES CARBOCYCLIQUES UTILISES COMME INHIBITEURS DE L'ARN POLYMERASE ARN-DEPENDANTE VIRALE
  申请人：——

  公开号：WO2003105770A3

  公开（公告）日：2004-10-07