叔-丁基N-仲-丁基氨基甲酸酯 | 134953-64-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 中文名称: 叔-丁基N-仲-丁基氨基甲酸酯
• 英文名称: tert-butyl sec-butylcarbamate
• 英文别名: (R)-tert-Butyl sec-butylcarbamate；tert-butyl N-butan-2-ylcarbamate
• CAS: 134953-64-3
• 化学式: C₉H₁₉NO₂
• 分子量: 173.255
• InChiKey: JOLOYYRHPUVBJM-UHFFFAOYSA-N

物化性质

• 熔点：
  28-30 °C
• 沸点：
  211.4±8.0 °C(Predicted)
• 密度：
  0.912±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  12
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  6-(1-methyl-4-piperidyl)-3H-1,3-benzoxazol-2-one 、 叔-丁基N-仲-丁基氨基甲酸酯 以 乙腈 为溶剂， 反应 1.0h， 以0.029 g的产率得到6-(1-methyl-4-piperidyl)-2-oxo-N-sec-butyl-1,3-benzoxazole-3-carboxamide
  参考文献：
  名称：

  Lead Optimization of Benzoxazolone Carboxamides as Orally Bioavailable and CNS Penetrant Acid Ceramidase Inhibitors

  摘要：

  Sphingolipids (SphLs) are a diverse class of molecules that are regulated by a complex network of enzymatic pathways. A disturbance in these pathways leads to lipid accumulation and initiation of several SphL-related disorders. Acid ceramidase is one of the key enzymes that regulate the metabolism of ceramides and glycosphingolipids, which are important members of the SphL family. Herein, we describe the lead optimization studies of benzoxazolone carboxamides resulting in piperidine 22m, where we demonstrated target engagement in two animal models of neuropathic lysosomal storage diseases (LSDs), Gaucher's and Krabbe's diseases. After daily intraperitoneal administration at 90 mg kg(-1), 22m significantly reduced the brain levels of the toxic lipids glucosylsphingosine (GluSph) in 4L;C* mice and galactosylsphingosine (GalSph) in Twitcher mice. We believe that 22m is a lead molecule that can be further developed for the correction of severe neurological LSDs where GluSph or GalSph play a significant role in disease pathogenesis.

  DOI：

  10.1021/acs.jmedchem.9b02004
• 作为产物：
  描述：

  二碳酸二叔丁酯 在 4-二甲氨基吡啶 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 叔-丁基N-仲-丁基氨基甲酸酯
  参考文献：
  名称：

  N-酰基和N-氨基甲酰基琥珀酰亚胺的合成、X射线晶体学和反应

  摘要：

  摘要 通过琥珀酰亚胺与酰氯的酰化或羧酸的二氯乙烷 (EDC) 偶联制备了一系列 N-酰基和 N-氨基甲酰基琥珀酰亚胺。确定了 N-苯甲酰基和 Np-硝基苯甲酰基琥珀酰亚胺的 X 射线晶体结构。N-酰基琥珀酰亚胺可有效地酰化伯胺、仲胺和芳香胺。补充材料可用于本文。转至出版商的 Synthetic Communications® 在线版以查看免费的补充文件。图形概要

  DOI：

  10.1080/00397911.2012.690061

文献信息

• [EN] COMPOUNDS AND USES THEREOF<br/>[FR] COMPOSÉS ET LEURS UTILISATIONS
  申请人：FOGHORN THERAPEUTICS INC

  公开号：WO2021155320A1

  公开（公告）日：2021-08-05

  The present disclosure features compounds useful for the treatment of BAF complex-related disorders.

  本公开涉及用于治疗BAF复合物相关疾病的化合物。
• [EN] COMPOUNDS AND COMPOSITIONS AS INHIBITORS OF ENDOSOMAL TOLL-LIKE RECEPTORS<br/>[FR] COMPOSÉS ET COMPOSITIONS EN TANT QU'INHIBITEURS DE RÉCEPTEURS DE TYPE TOLL ENDOSOMAL
  申请人：NOVARTIS AG

  公开号：WO2018047081A1

  公开（公告）日：2018-03-15

  The invention disclosed herein relates to 4,5,6,7-tetrahydro-1H-pyrazolo[4,3-c]pyridinyl compounds and 4,5,6,7-tetrahydro-2H-pyrazolo[4,3-c]pyridinyl compounds of Formula (A), pharmaceutical compositions comprising such compounds and the use of such compounds in the treatment of autoimmune diseases.

  本发明涉及4,5,6,7-四氢-1H-吡唑并[4,3-c]吡啶基化合物和4,5,6,7-四氢-2H-吡唑并[4,3-c]吡啶基化合物（A式），包括这些化合物的药物组合物以及在治疗自身免疫疾病中使用这些化合物的用途。
• Electrophilic amination of diorganozinc reagents by oxaziridines
  作者：Mohammed Ghoraf、Joëlle Vidal

  DOI：10.1016/j.tetlet.2008.10.049

  日期：2008.12

  amination of organozinc reagents by oxaziridines has been studied. Diorganozinc reagents R2Zn (R = alkyl or aryl) react with N-Boc oxaziridine to afford N-Boc protected primary amines BocNHR in moderate to good yields. No additives are needed in this reaction, which proceeds at 0 °C. We suggest that the presence of two heteroatoms in oxaziridine allows Lewis base activation of the diorganozinc reagent.

  已经研究了恶唑烷对有机锌试剂的亲电胺化作用。二有机锌试剂R 2 Zn（R =烷基或芳基）与N -Boc恶唑烷反应，以中等至良好的产率提供N- Boc保护的伯胺BocNHR。该反应在0°C进行时无需添加剂。我们建议恶唑烷中两个杂原子的存在可以使二有机锌试剂的路易斯碱活化。
• Electrophilic amination: first direct transfer of NHBoc with Li t-butyl-n-tosyloxycarbamate.
  作者：J.P. Genet、S. Mallart、C. Greck、E. Piveteau

  DOI：10.1016/s0040-4039(00)79923-0

  日期：1991.5

  Lithium t-butyl-N-tosyloxycarbamate (LiBTOC) has been found to be an electrophilic aminating reagent. This species reacts with organometallic reagents, ester enolates and α-cuprophosphonates to provide primary amines as well as α-aminocarboxylic and phosphonic esters in their N-(Boc) protected form. (35–80 % isolated yields).

  已经发现叔丁基-N-甲苯磺酰氧基氨基甲酸锂（LiBTOC）是一种亲电胺化试剂。该物质与有机金属试剂，酯烯酸酯和α-环丙膦酸酯反应，以提供伯胺以及N-（Boc）保护形式的α-氨基羧酸酯和膦酸酯。（孤立产率为35–80％）。
• Nanoceria as an efficient and green catalyst for the chemoselective N-tert-butyloxycarbonylation of amines under the solvent-free conditions
  作者：Ajit P. Ingale、Dattatraya Ukale、Dnyaneshwar N. Garad、Sandeep V. Shinde

  DOI：10.1080/00397911.2021.1900256

  日期：——

  oxide mediated an efficient and green protocol has been described for the chemoselective N-tert-butyloxycarbonylation of amines under the solvent-free conditions at ambient temperature. Various aliphatic, aromatic and heteroaromatic amines were protected using developed protocol and several functional groups such as alcohol, phenol and ester were well tolerated under these conditions. The rapid reaction

  摘要 已经描述了在环境中的无溶剂条件下用于胺的化学选择性N-叔丁氧基羰基化的介导的纳米氧化铈的有效和绿色方案。使用开发的方案可以保护各种脂族，芳族和杂芳族胺，在这些条件下可以很好地耐受醇，酚和酯等几种官能团。快速的反应速率，温和的条件，非常好的官能团耐受性，优异的收率，无溶剂，易于回收的产品以及出色的催化剂可回收性是该方案的优势。这使该协议可行，经济且对环境无害。