(2S,3S)-1-(4-(苄氧基)苯基)-4-氯-3-羟基丁烷-2-氨基甲酸叔丁酯 | 174801-33-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: (2S,3S)-1-(4-(苄氧基)苯基)-4-氯-3-羟基丁烷-2-氨基甲酸叔丁酯
• 英文名称: (2S,3S)-N-tert-butoxycarbonyl-3-amino-4-(4-benzyloxyphenyl)-1-chloro-2-hydroxybutane
• 英文别名: tert-Butyl ((2S,3S)-1-(4-(benzyloxy)phenyl)-4-chloro-3-hydroxybutan-2-yl)carbamate；tert-butyl N-[(2S,3S)-4-chloro-3-hydroxy-1-(4-phenylmethoxyphenyl)butan-2-yl]carbamate
• CAS: 174801-33-3
• 化学式: C₂₂H₂₈ClNO₄
• 分子量: 405.922
• InChiKey: ANUFXNUKGPALOJ-VQTJNVASSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  28
• 可旋转键数：
  10
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  67.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (2S,3S)-1-(4-(苄氧基)苯基)-4-氯-3-羟基丁烷-2-氨基甲酸叔丁酯 在 palladium on activated charcoal 氢氧化钾 、 偶氮二甲酸二叔丁酯 、 氢气 、 N,N-二异丙基乙胺 、 三苯基膦 、 三氟乙酸 作用下， 以 四氢呋喃 、 乙醇 、 二氯甲烷 、 异丙醇 、 乙腈 为溶剂， 生成 (3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-yl (1S,2R)-1-[4-(2-aminoethoxy)benzyl]-3-[(1,3-benzodioxol-5-ylsulfonyl)(isobutyl)amino]-2-hydroxypropylcarbamate
  参考文献：
  名称：

  Novel P1 chain-extended HIV protease inhibitors possessing potent anti-HIV activity and remarkable inverse antiviral resistance profiles

  摘要：

  A novel series of tyro si ne-derived HIV protease inhibitors was synthesized and evaluated for in vitro antiviral activity against wild-type virus and two protease inhibitor-resistant viruses. All of the compounds had wild-type antiviral activities that were similar to or greater than several currently marketed HIV protease inhibitors. In addition, a number of compounds in this series were more potent against the drug-resistant mutant viruses than they were against wild-type virus. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.05.129
• 作为产物：
  描述：

  ethyl N-{[(1,1-dimethylethyl)oxy]carbonyl}-O-(phenylmethyl)-L-tyrosinate 在 sodium tetrahydroborate 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 生成 (2S,3S)-1-(4-(苄氧基)苯基)-4-氯-3-羟基丁烷-2-氨基甲酸叔丁酯
  参考文献：
  名称：

  Novel P1 chain-extended HIV protease inhibitors possessing potent anti-HIV activity and remarkable inverse antiviral resistance profiles

  摘要：

  A novel series of tyro si ne-derived HIV protease inhibitors was synthesized and evaluated for in vitro antiviral activity against wild-type virus and two protease inhibitor-resistant viruses. All of the compounds had wild-type antiviral activities that were similar to or greater than several currently marketed HIV protease inhibitors. In addition, a number of compounds in this series were more potent against the drug-resistant mutant viruses than they were against wild-type virus. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.05.129

文献信息

• Process for producing aminoepoxide
  申请人：Otake Yasuyuki

  公开号：US20050137408A1

  公开（公告）日：2005-06-23

  N-carbamate protected-3-amino-1,2-epoxy-4-(hydroxy substituted phenyl)butane may be produced in high optical purity and in high yield, by hydrogenating N-carbamate protected-3-amino-1-chloro-2-hydroxy-4-(benzyloxy substituted phenyl)butane in the presence of a metal catalyst to give N-carbamate protected-3-amino-1-chloro-2-hydroxy-4-(hydroxy substituted phenyl)butane and treating this compound with a base.

  通过在金属催化剂的存在下，将N-氨基甲酸酯保护的3-氨基-1-氯-2-羟基-4-(苄氧取代的苯基)丁烷氢化，可以高产高光学纯度地制备N-氨基甲酸酯保护的3-氨基-1,2-环氧-4-(羟基取代的苯基)丁烷，并用碱处理该化合物。
• Cellular accumulation of phosphonate analogs of hiv protease inhibitor compounds
  申请人：Arimilli N. Murty

  公开号：US20070010489A1

  公开（公告）日：2007-01-11

  Phosphonate substituted compounds with HIV protease inhibitory properties having use as therapeutics and for other industrial purposes are disclosed. The compositions inhibit 5 HIV protease activity and/or are useful therapeutically for the treatment of AIDS and other antiviral infections, as well as in assays for the detection of HIV protease.

  本发明揭示了具有HIV蛋白酶抑制剂性质的膦酸酯取代化合物，其具有作为治疗剂和其他工业用途的用途。该组合物抑制5型HIV蛋白酶活性和/或在治疗艾滋病和其他抗病毒感染方面具有治疗作用，以及在检测HIV蛋白酶方面的检测中有用。
• Method and compositions for identifying anti-hiv therapeutic compounds
  申请人：Birkus Gabriel

  公开号：US20070190523A1

  公开（公告）日：2007-08-16

  The invention relates to methods and compositions for identifying compounds having therapeutic activity against human immunodeficiency virus (HIV).

  本发明涉及用于鉴定具有治疗人类免疫缺陷病毒（HIV）活性的化合物的方法和组合物。
• PROCESS FOR PRODUCING AMINOEPOXIDE
  申请人：Ajinomoto Co., Inc.

  公开号：EP1505065A1

  公开（公告）日：2005-02-09

  The present invention relates to a method of producing N-carbamate protected-3-amino-1,2-epoxy-4-(hydroxy substituted phenyl)butane at a high optical purity in a high yield, by hydrogenating N-carbamate protected-3-amino-1-chloro-2-hydroxy-4-(benzyloxy substituted phenyl)butane in the presence of a metal catalyst to give N-carbamate protected-3-amino-1-chloro-2-hydroxy-4-(hydroxy substituted phenyl)butane and treating this compound with a base.

  本发明涉及一种生产高光学纯度、高收率的 N-氨基甲酸酯保护-3-氨基-1,2-环氧-4-(羟基取代苯基)丁烷的方法，该方法是在金属催化剂存在下氢化 N-氨基甲酸酯保护-3-氨基-1-氯-2-羟基-4-(苄氧基取代苯基)丁烷，得到 N-氨基甲酸酯保护-3-氨基-1-氯-2-羟基-4-(羟基取代苯基)丁烷，并用碱处理该化合物。
• EP1505065
  申请人：——

  公开号：——

  公开（公告）日：——