(3R,4R)-1-N-tert-butyloxycarbonyl-3-(4,4'-dimethoxytrityloxy)-4-hydroxypyrrolidine | 926912-89-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 英文名称: (3R,4R)-1-N-tert-butyloxycarbonyl-3-(4,4'-dimethoxytrityloxy)-4-hydroxypyrrolidine
• 英文别名: [3R,4R]-1-N-Boc-3-dimethoxytrityloxy-4-hydroxypyrrolidine；tert-butyl (3R,4R)-3-[bis(4-methoxyphenyl)-phenylmethoxy]-4-hydroxypyrrolidine-1-carboxylate
• CAS: 926912-89-2
• 化学式: C₃₀H₃₅NO₆
• 分子量: 505.611
• InChiKey: CVBNBHLLSHTNKI-KAYWLYCHSA-N

物化性质

• 沸点：
  618.9±55.0 °C(Predicted)
• 密度：
  1.22±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  37
• 可旋转键数：
  9
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  77.5
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (3R,4R)-1-N-tert-butyloxycarbonyl-3-(4,4'-dimethoxytrityloxy)-4-hydroxypyrrolidine 在 4-二甲氨基吡啶 、 caesium carbonate 作用下， 以 二氯甲烷 、 二甲基亚砜 为溶剂， 反应 97.0h， 生成 (3R,4S)-4-(adenin-9-yl)-1-N-tert-butyloxycarbonyl-3-(4,4'-dimethoxytrityloxy)pyrrolidine
  参考文献：
  名称：

  Synthesis of diastereomeric 3-hydroxy-4-pyrrolidinyl derivatives of nucleobases

  摘要：

  The work deals with the synthesis of hydroxypyrrolidine analogs of nucleosides. Starting from the optically pure L- or D-tartaric acid, we improved the synthesis of enantiomeric trans-3,4-dihydroxypyrrolidines and elaborated a procedure for the synthesis of all possible diastereoisomers of 3-hydroxy-4-pyrrolidinyl derivatives of both purine and pyrimidine nucleobases. The prepared compounds were tested for cytostatic and antiviral properties but no significant activity was found. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.11.047
• 作为产物：
  描述：

  (3R,4R)-1-(叔丁氧羰基)-3,4-二羟基吡咯烷 、 4,4'-双甲氧基三苯甲基氯 在 吡啶 作用下， 反应 120.0h， 以75%的产率得到(3R,4R)-1-N-tert-butyloxycarbonyl-3-(4,4'-dimethoxytrityloxy)-4-hydroxypyrrolidine
  参考文献：
  名称：

  Synthesis of diastereomeric 3-hydroxy-4-pyrrolidinyl derivatives of nucleobases

  摘要：

  The work deals with the synthesis of hydroxypyrrolidine analogs of nucleosides. Starting from the optically pure L- or D-tartaric acid, we improved the synthesis of enantiomeric trans-3,4-dihydroxypyrrolidines and elaborated a procedure for the synthesis of all possible diastereoisomers of 3-hydroxy-4-pyrrolidinyl derivatives of both purine and pyrimidine nucleobases. The prepared compounds were tested for cytostatic and antiviral properties but no significant activity was found. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.11.047

文献信息

• [EN] 6-OXOPURINE PHOSPHORIBOSYL TRANSFERASE INHIBITORS<br/>[FR] INHIBITEURS DES 6-OXOPURINE PHOSPHORIBOSYLTRANSFÉRASES
  申请人：UNIV QUEENSLAND

  公开号：WO2017100849A1

  公开（公告）日：2017-06-22

  The invention relates to compounds which are useful as inhibitors of 6-oxopurine phosphoribosyltransferases such as hypoxanthine-guanine-(xanthine) phosphoribosyltransferase (HG(X)PRT).

  这项发明涉及作为6-氧杂嘌呤磷酸核糖转移酶抑制剂的化合物，例如次黄嘌呤-鸟嘌呤-(黄嘌呤)磷酸核糖转移酶（HG(X)PRT）。
• Synthesis of diastereomeric 3-hydroxy-4-pyrrolidinyl derivatives of nucleobases
  作者：Dominik Rejman、Petr Kočalka、Miloš Buděšínský、Radek Pohl、Ivan Rosenberg

  DOI：10.1016/j.tet.2006.11.047

  日期：2007.1

  The work deals with the synthesis of hydroxypyrrolidine analogs of nucleosides. Starting from the optically pure L- or D-tartaric acid, we improved the synthesis of enantiomeric trans-3,4-dihydroxypyrrolidines and elaborated a procedure for the synthesis of all possible diastereoisomers of 3-hydroxy-4-pyrrolidinyl derivatives of both purine and pyrimidine nucleobases. The prepared compounds were tested for cytostatic and antiviral properties but no significant activity was found. (c) 2006 Elsevier Ltd. All rights reserved.