tert-butyl (S)-(1-hydroxy-3-(naphthalen-2-yl)propan-2-yl)carbamate | 139428-95-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: tert-butyl (S)-(1-hydroxy-3-(naphthalen-2-yl)propan-2-yl)carbamate
• 英文别名: (2S)-2-[(tert-Butyloxycarbonyl)amino]-3-(2-naphthyl)propanol；(S)-2-(1,1-dimethyl-ethyloxycarbonyl)amino-3(2-naphthyl)propan-1-ol；Boc-Nal-CH2OH；tert-butyl N-[(2S)-1-hydroxy-3-naphthalen-2-ylpropan-2-yl]carbamate
• CAS: 139428-95-8
• 化学式: C₁₈H₂₃NO₃
• 分子量: 301.386
• InChiKey: OCYCPUSQSIFOPK-INIZCTEOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  22
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  58.6
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  tert-butyl (S)-(1-hydroxy-3-(naphthalen-2-yl)propan-2-yl)carbamate 在 四(三苯基膦)钯 、 六甲基二锡 、 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 生成 [(S)-2-(5-Isoquinolin-6-yl-pyridin-3-yloxy)-1-naphthalen-2-ylmethyl-ethyl]-carbamic acid tert-butyl ester
  参考文献：
  名称：

  Identification of a novel 3,5-disubstituted pyridine as a potent, selective, and orally active inhibitor of Akt1 kinase

  摘要：

  Based on lead compounds 2 and 3 a series of 3,5-disubstituted pyridines have been designed and evaluated for inhibition of AKT/PKB. Modifications at the 3 position of the pyridine ring led to a number of potent compounds with improved physical properties, resulting in the identification of 11g as a promising, orally active Akt inhibitor. The synthesis, structure-activity relationship studies, and pharmacokinetic data are presented in this paper. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.04.046
• 作为产物：
  描述：

  Boc-3-(2-萘基)-L-丙氨酸 在 硼烷 作用下， 以 四氢呋喃 为溶剂， 生成 tert-butyl (S)-(1-hydroxy-3-(naphthalen-2-yl)propan-2-yl)carbamate
  参考文献：
  名称：

  Potent and selective inhibitors of an aspartyl protease-like endothelin converting enzyme identified in rat lung

  摘要：

  Two structurally distinct series of potent and selective inhibitors of an aspartyl protease-like endothelin converting enzyme (ECE) activity identified in the rat lung have been developed. Pepstatin A, which potently inhibits the rat lung ECE, served as the basis for the first series. Alternatively, selected renin inhibitors containing the dihydroxyethylene moiety were shown to be inhibitors of rat lung activity. Subsequent modifications improved inhibition of the rat lung ECE while eliminating renin activity. Both series of ECE inhibitors demonstrated a range of selectivity over Cathepsin D. Water-solubilizing moieties were appended onto selected compounds to facilitate in vivo testing. Partial reduction of the pressor response to exogenously administered Big ET-1 was observed with selected rat lung ECE inhibitors.

  DOI：

  10.1021/jm00056a007

文献信息

• SuFEx Chemistry of Thionyl Tetrafluoride (SOF₄ ) with Organolithium Nucleophiles: Synthesis of Sulfonimidoyl Fluorides, Sulfoximines, Sulfonimidamides, and Sulfonimidates
  作者：Bing Gao、Suhua Li、Peng Wu、John E. Moses、K. Barry Sharpless

  DOI：10.1002/anie.201712145

  日期：2018.2.12

  SuFEx chemistry of SOF4 to include organolithium nucleophiles, and demonstrate, for the first time, the controlled projection of sulfur–carbon links at the sulfur center of SOF4‐derived iminosulfur oxydifluorides (R1−N=SOF2). This method provides rapid and modular access to sulfonimidoyl fluorides (R1−N=SOFR2), another array of versatile SuFEx connectors with readily tunable reactivity of the S−F handle

  亚硫酰四氟化物（SOF 4）是用于氟化硫交换（SuFEx）单击化学的有价值的连接气体，可通过硫-氧和硫-氮键建立多维连接。在本文中，我们将SOF 4的可用SuFEx化学方法扩展到包括有机锂亲核试剂，并首次证明了在SOF 4衍生的亚氨基二氟氧化硫的硫中心碳-硫键的受控投影（R 1 -N = SOF 2）。该方法可快速，模块化地获得磺酰亚胺基氟（R 1 -N = SOFR 2），另一种用途广泛的SuFEx连接器阵列，其S-F手柄的反应性易于调节。还证实了衍生自这些有价值的磺酰亚胺基氟化物单元的不同连接，包括合成亚磺酰亚胺，亚磺酰胺和亚磺酰胺。
• Asymmetric [3+2] Cycloadditions of Allenoates and Dual Activated Olefins Catalyzed by Simple Bifunctional N-Acyl Aminophosphines
  作者：Hua Xiao、Zhuo Chai、Chang-Wu Zheng、Ying-Quan Yang、Wen Liu、Jun-Kang Zhang、Gang Zhao

  DOI：10.1002/anie.201000446

  日期：2010.6.14

  Bifunctional catalyst: Simple bifunctional N‐Acyl aminophosphines such as 1 were developed to catalyze the first asymmetric [3+2] cycloaddition between allenoates and dual activated olefins. The cycloaddition reactions afford multifunctional chiral cyclopentenes with exclusive regioselectivity, and good to excellent enantioselectivity and yields.

  双官能催化剂：开发了简单的双官能N酰基氨基膦（如1）来催化脲基酸酯和双活化烯烃之间的首次不对称[3 + 2]环加成反应。环加成反应提供多功能的手性环戊烯，具有独特的区域选择性，并具有良好的对映选择性和良好的收率。
• Asymmetric synthesis of β-amino alcohols and 1,2-diamines through DuPHOS-Rh catalysed hydrogenation
  作者：Mark J. Burk、Nicholas B. Johnson、Jeffrey R. Lee

  DOI：10.1016/s0040-4039(99)01376-3

  日期：1999.9

  A novel enantioselective synthesis of β-amino alcohols and 1,2-diamines is reported which incorporates the first description of the asymmetric hydrogenation of dehydro-β-amino alcohols and dehydro-α-amino aldoximes.

  报道了一种新颖的β-氨基醇和1,2-二胺对映选择性合成方法，该方法结合了对脱氢-β-氨基醇和脱氢-α-氨基醛肟的不对称氢化的首次描述。
• [EN] TACHYKININ ANTAGONISTS<br/>[FR] ANTAGONISTES DE LA TACHYKININE
  申请人：A. MENARINI INDUSTRIE FARMACEUTICHE RIUNITE S.R.L.

  公开号：WO1995015311A1

  公开（公告）日：1995-06-08

  (EN) A description is given of tachykinin receptor antagonists having general formula (I); their preparation and use in pharmaceutical formulations.(FR) L'invention décrit des antagonistes du récepteur de la tachykinine possédant la formule générale (I); elle décrit également leur préparation ainsi que leur utilisation dans des formulations pharmaceutiques.

  （中文）描述了具有一般式（I）的缓激肽受体拮抗剂，以及它们在制药配方中的制备和使用。
• Peptide derivatives of collagenase inhibitor
  申请人：Research Corporation Tech., Inc.

  公开号：US05616605A1

  公开（公告）日：1997-04-01

  This invention is directed to a collagenase inhibitor of the formula: ##STR1##

  这项发明涉及一种公式为：##STR1##的胶原酶抑制剂。