tert-butyl [(1S,2S)-2-(benzyloxy)cyclohexyl]carbamate | 764659-69-0

• 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: tert-butyl [(1S,2S)-2-(benzyloxy)cyclohexyl]carbamate
• 英文别名: (1S,2S)-2-benzyloxy-cyclohexyl-carbamic acid tert-butyl ester；tert-butyl N-[(1S,2S)-2-phenylmethoxycyclohexyl]carbamate
• CAS: 764659-69-0
• 化学式: C₁₈H₂₇NO₃
• 分子量: 305.417
• InChiKey: MOYILOWCZPYTQW-HOTGVXAUSA-N

物化性质

• 沸点：
  421.4±34.0 °C(Predicted)
• 密度：
  1.06±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  22
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  47.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  tert-butyl [(1S,2S)-2-(benzyloxy)cyclohexyl]carbamate 在 palladium(II) hydroxide/carbon 氢气 作用下， 以 甲醇 为溶剂， 以99%的产率得到N-((2S,1S)-2-羟基环己基)氨基甲酸叔丁酯
  参考文献：
  名称：

  [EN] SULFUR COMPOUNDS AS INHIBITORS OF HEPATITIS C VIRUS NS3 SERINE PROTEASE
  [FR] COMPOSES SOUFRES EN TANT QU'INHIBITEURS DE LA PROTEASE SERINE NS3 DU VIRUS DE L'HEPATITE C

  摘要：

  本发明揭示了具有HCV蛋白酶抑制活性的新化合物，以及制备这些化合物的方法。在另一实施例中，本发明揭示了包含这些化合物的药物组合物，以及使用它们治疗与HCV蛋白酶相关的疾病的方法。

  公开号：

  WO2005087731A1
• 作为产物：
  描述：

  (+/-)-trans-2-benzyloxycyclohexan-1-ol 在 sodium hypochlorite 、 2-azaadamantane-N-oxyl 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 25.0h， 生成 tert-butyl [(1S,2S)-2-(benzyloxy)cyclohexyl]carbamate
  参考文献：
  名称：

  Hybrid Organo- and Biocatalytic Process for the Asymmetric Transformation of Alcohols into Amines in Aqueous Medium

  摘要：

  A hybrid organo- and biocatalytic system for the asymmetric conversion of racemic alcohols into amines was developed. Combining an organocatalyst, AZADO, an oxidant, NaOCl, and an enzyme, omega-transaminase, we implemented a one-pot oxidation-transamination sequential process in aqueous medium. The method showed broad substrate scope and was successfully applied to conventional secondary alcohols and sterically hindered beta-substituted cycloalkanols, where a highly stereoselective dynamic asymmetric bioamination enabled us to set up both contiguous stereocenters with very high enantio- and diastereomeric ratio (>90% yield, >99% ee, and up to 49:1 dr).

  DOI：

  10.1021/acscatal.7b01543

文献信息

• [EN] SULFUR COMPOUNDS AS INHIBITORS OF HEPATITIS C VIRUS NS3 SERINE PROTEASE<br/>[FR] COMPOSES SOUFRES EN TANT QU'INHIBITEURS DE LA PROTEASE SERINE NS3 DU VIRUS DE L'HEPATITE C
  申请人：SCHERING CORP

  公开号：WO2005087731A1

  公开（公告）日：2005-09-22

  The present invention discloses novel compounds which have HCV protease inhibitory activity as well as methods for preparing such compounds. In another embodiment, the invention discloses pharmaceutical compositions comprising such compounds as well as methods of using them to treat disorders associated with the HCV protease.

  本发明揭示了具有HCV蛋白酶抑制活性的新化合物，以及制备这些化合物的方法。在另一实施例中，本发明揭示了包含这些化合物的药物组合物，以及使用它们治疗与HCV蛋白酶相关的疾病的方法。
• SAR and X-ray structures of enantiopure 1,2-cis-(1R,2S)-cyclopentyldiamine and cyclohexyldiamine derivatives as inhibitors of coagulation Factor Xa
  作者：Jennifer X. Qiao、Chong-Hwan Chang、Daniel L. Cheney、Paul E. Morin、Gren Z. Wang、Sarah R. King、Tammy C. Wang、Alan R. Rendina、Joseph M. Luettgen、Robert M. Knabb、Ruth R. Wexler、Patrick Y.S. Lam

  DOI：10.1016/j.bmcl.2007.06.029

  日期：2007.8

  In the search of Factor Xa (FXa) inhibitors structurally different from the pyrazole-based series, we identified a viable series of enantiopure cis-(1R,2S)-cycloalkyldiamine derivatives as potent and selective inhibitors of FXa. Among them, cyclohexyldiamide 7 and cyclopentyldiamide 9 were the most potent neutral compounds, and had good anticoagulant activity comparable to the pyrazole-based analogs. Crystal structures of 7-FXa and 9-FXa illustrate binding similarities and differences between the five-and the six-membered core systems, and provide rationales for the observed SAR of PI and linker moieties. (c) 2007 Elsevier Ltd. All rights reserved.
• Discovery and structure–activity relationships of 4-aminoquinazoline derivatives, a novel class of opioid receptor like-1 (ORL1) antagonists
  作者：Masahiko Okano、Jun Mito、Yasufumi Maruyama、Hirofumi Masuda、Tomoko Niwa、Shin-ichiro Nakagawa、Yoshitaka Nakamura、Akira Matsuura

  DOI：10.1016/j.bmc.2008.11.012

  日期：2009.1

  Synthesis and structure-activity relationship studies of a series of 4-aminoquinazoline derivatives led to the identification of (1R, 2S)-17, N-[(1R, 2S)-2-(2-[(4-chlorophenyl) carbonyl] amino-6-methylquinazolin-4-yl} amino) cyclohexyl] guanidine dihydrochloride, as a highly potent ORL1 antagonist with up to 3000-fold selectivity over the mu, delta, and kappa opioid receptors. Molecular modeling clarified the structural factors contributing to the high affinity and selectivity of (1R, 2S)-17. (c) 2008 Elsevier Ltd. All rights reserved.
• [EN] SULFONYL-AMIDINO CONTAINING AND TETRAHYDROPYRIMIDINO CONTAINING COMPOUNDS AS FACTOR XA INHIBITORS<br/>[FR] COMPOSES CONTENANT UN GROUPE SULFONYL-AMIDINO ET UN GROUPE TETRAHYDROPYRIMIDINO UTILISES COMME INHIBITEURS DE FACTEUR XA
  申请人：BRISTOL MYERS SQUIBB CO

  公开号：WO2004083174A3

  公开（公告）日：2004-11-25
• SULFUR COMPOUNDS AS INHIBITORS OF HEPATITIS C VIRUS NS3 SERINE PROTEASE
  申请人：Schering Corporation

  公开号：EP1730110B1

  公开（公告）日：2010-06-09