2-甲基-2-丙基[(1R,2S)-2-羟基环己基]氨基甲酸酯 | 291533-28-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 2-甲基-2-丙基[(1R,2S)-2-羟基环己基]氨基甲酸酯
• 中文别名: 脲,N-羟基-N'-[2-(1H-咪唑-5-基)乙基]-；1R,2S-N-BOC-环己氨基醇
• 英文名称: tert-butyl ((1R,2S)-2-hydroxycyclohexyl)carbamate
• 英文别名: tert-butyl N-[(1R,2S)-2-hydroxycyclohexyl]carbamate
• CAS: 291533-28-3
• 化学式: C₁₁H₂₁NO₃
• 分子量: 215.293
• InChiKey: XVROWZPERFUOCE-BDAKNGLRSA-N

物化性质

• 沸点：
  337.7±31.0 °C(Predicted)
• 密度：
  1.06±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.91
• 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：

  2-甲基-2-丙基[(1R,2S)-2-羟基环己基]氨基甲酸酯 在 盐酸 作用下， 生成 1-(4-三氟甲基嘧啶-2-基)哌嗪
  参考文献：
  名称：

  PARP7抑制剂及其应用

  摘要：

  本公开涉及一种如式(I)所示的具有PARP7抑制作用的化合物，其用途及制备方法。

  公开号：

  CN115745971A
• 作为产物：
  描述：

  tert-butyl (3aR,7aS)-2-oxo-3a,4,5,6,7,7a-hexahydro-1,3-benzoxazole-3-carboxylate 在 caesium carbonate 作用下， 以 甲醇 为溶剂， 生成 2-甲基-2-丙基[(1R,2S)-2-羟基环己基]氨基甲酸酯
  参考文献：
  名称：

  Facile inversion of configuration of N-Boc-β-aminoalcohols via SN2 cyclization to oxazolidinones

  摘要：

  Oxazolidinones are obtained by the cyclization of mesylates derived from N-Boc-beta -aminoalcohols. Hydrolysis of the N-Boc-oxazolidinones regenerates the protected aminoalcohols with inverted configuration at the hydroxy group. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)01753-6

文献信息

• [EN] COMPOUNDS, COMPOSITIONS AND METHODS FOR SYNTHESIS<br/>[FR] COMPOSÉS, COMPOSITIONS ET PROCÉDÉS DE SYNTHÈSE
  申请人：WAVE LIFE SCIENCES LTD

  公开号：WO2018237194A1

  公开（公告）日：2018-12-27

  The present disclosure, among other things, provides technologies for synthesis, including reagents and methods for stereoselective synthesis. In some embodiments, the present disclosure provides compounds useful as chiral auxiliaries. In some embodiments, the present disclosure provides reagents and methods for oligonucleotide synthesis. In some embodiments, the present disclosure provides reagents and methods for chirally controlled preparation of oligonucleotides. In some embodiments, technologies of the present disclosure are particularly useful for constructing challenging internucleotidic linkages, providing high yields and stereoselectivity.

  本公开内容提供了合成技术，包括用于立体选择性合成的试剂和方法。在某些实施例中，本公开内容提供了作为手性辅助剂有用的化合物。在某些实施例中，本公开内容提供了用于寡核苷酸合成的试剂和方法。在某些实施例中，本公开内容提供了用于手性控制寡核苷酸制备的试剂和方法。在某些实施例中，本公开内容的技术特别适用于构建具有挑战性的核苷酸间连接，提供高产率和立体选择性。
• Effective chiral pool synthesis of both enantiomers of the TRPML inhibitor <i>trans</i> ‐ML‐SI3
  作者：Katharina Kriegler、Charlotte Leser、Peter Mayer、Franz Bracher

  DOI：10.1002/ardp.202100362

  日期：2022.2

  Two independent chiral pool syntheses of both enantiomers of the TRPML inhibitor, trans-ML-SI3, were developed, starting from commercially available (1S,2R)- and (1R,2S)-configured cis-2-aminocyclohexanols. Both routes lead to the target compounds in excellent enantiomeric purity and good overall yields. For the most attractive (−)-trans-enantiomer, the R,R-configuration was identified by these unambiguous

  从市售的 (1 S ,2 R )- 和 (1 R ,2 S )-配置的顺式-2-氨基环己醇开始，开发了 TRPML 抑制剂的两种对映异构体trans - ML-SI3的两种独立的手性池合成。两种途径都导致目标化合物具有出色的对映体纯度和良好的总产率。对于最具吸引力的 (-)-反式- 对映异构体，通过这些明确的合成确定了R，R - 构型，并通过单晶 X 射线结构分析证实了结果。这些有效的合成方法进一步允许灵活变化ML-SI3中的突出残基用于将来深入分析结构-活性关系，因为哌嗪和N-磺酰基残基在合成的后期都被引入分子中。
• Synthesis of Chiral Aminophosphines from Chiral Aminoalcohols via Cyclic Sulfamidates
  作者：Rongwei Guo、Shuiming Lu、Xuanhua Chen、Chi-Wing Tsang、Wenli Jia、Christine Sui-Seng、Dino Amoroso、Kamaluddin Abdur-Rashid

  DOI：10.1021/jo902302c

  日期：2010.2.5

  Protic aminophosphines with multiple chiral centers were synthesized in good yields and high purity by the nucleophilic ring-opening of N-protected cyclic sulfamidates with metal phosphides, followed by hydrolysis and deprotection. This synthetic approach is clean, scalable, and high yielding. The method provides an efficient alternative route for the synthesis of chiral aminophosphines.
• Strategic and Tactical Approaches to the Synthesis of 5,6-Dihydro-[1,2,4]oxadiazines
  作者：Johan J. N. Veerman、Matthew G. Bursavich、Yorik B. Bruseker、Bart C. J. van Esseveldt、Rebecca Glen、Bryce A. Harrison、Erik H. Heijne、Andrew J. McRiner、Tommi M. Meulemans、Peter van Rijnsbergen、Wim Zonneveld、Duane A. Burnett

  DOI：10.3987/com-16-13570

  日期：——

  Three methods were developed for the synthesis of substituted 5,6-dihydro-4H-[1,2,4]oxadiazines. The desired oxadiazine rings were synthesised via reductive amination, addition to an iminium ion intermediate and by condensation of a diamine with an imidate. For all methods the scope with respect to the substituents that could be introduced was explored. It was found that the imidate condensation route was the most versatile and the products could be isolated in yields up to 91%. This route is also suitable for the introduction of chirality on the C5 and C6 position of the oxadiazine rings.
• Asymmetric Hydrogenation of Amino Ketones Using Chiral RuCl₂(diphophine)(1,2-diamine) Complexes
  作者：Takeshi Ohkuma、Dai Ishii、Hiroshi Takeno、Ryoji Noyori

  DOI：10.1021/ja001098k

  日期：2000.7.1