tert-butyl (S)-(4-((tert-butyldimethylsilyl)oxy)-1-hydroxybutan-2-yl)carbamate | 191655-46-6

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: tert-butyl (S)-(4-((tert-butyldimethylsilyl)oxy)-1-hydroxybutan-2-yl)carbamate
• 英文别名: tert-butyl N-[(2S)-4-[tert-butyl(dimethyl)silyl]oxy-1-hydroxybutan-2-yl]carbamate
• CAS: 191655-46-6
• 化学式: C₁₅H₃₃NO₄Si
• 分子量: 319.517
• InChiKey: YLPLUKSMVWLGNB-LBPRGKRZSA-N

物化性质

• 沸点：
  392.1±37.0 °C(Predicted)
• 密度：
  0.972±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.28
• 重原子数：
  21
• 可旋转键数：
  9
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.93
• 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：

  tert-butyl (S)-(4-((tert-butyldimethylsilyl)oxy)-1-hydroxybutan-2-yl)carbamate 在 sodium hypochlorite 、 2,2,6,6-四甲基哌啶氧化物 、 四丁基氟化铵 、 异丙基溴化镁 、 sodium hydride 、 碳酸氢钠 、 三乙胺 、 sodium bromide 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 8.58h， 生成 Boc-(R)-3-氨基-4-(2,4,5-三氟苯基)丁酸
  参考文献：
  名称：

  INTERMEDIATES OF SITAGLIPTIN AND PREPARATION PROCESS THEREOF

  摘要：

  揭示了西他列汀的中间体、其制备过程以及利用这些中间体合成西他列汀的方法。西他列汀是通过使用手性氨基化合物作为原料合成的，无需通过手性不对称催化氢化建立手性中心，并且避免了高压氢化反应。

  公开号：

  US20130281695A1
• 作为产物：
  描述：

  (2S)-2-tert-butoxycarbonylamino-4-(tert-butyldimethyl-silanyloxy)-butyric acid benzyl ester 在 palladium on activated charcoal N-甲基吗啉 、 sodium tetrahydroborate 、 氢气 作用下， 以 乙二醇二甲醚 、 水 为溶剂， 生成 tert-butyl (S)-(4-((tert-butyldimethylsilyl)oxy)-1-hydroxybutan-2-yl)carbamate
  参考文献：
  名称：

  Polyamide based nucleic acid analogs — synthesis of δ-amino acids with nucleic acid bases bearing side chains

  摘要：

  Nucleoamino acids of type I - III have been synthesized, which can serve as building blocks for novel polyamide based nucleic acid analogs. Key steps in the syntheses are the alkylation of serinol I and homoserinol 18 with tert-butyl bromoacetate or tert-butyl bromopropionate under phase transfer conditions and the introduction of thymine or uracil into the amino acid side chains by way of a Mitsunobu reaction. Cytosine derivatives were prepared through uracil --> cytosine base conversion at the stage of N-delta-BOC protected amino acid tert-butyl esters. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(97)00172-8

文献信息

• [EN] COMPOUNDS FOR TREATING FAMILIAL DYSAUTONOMIA<br/>[FR] COMPOSÉS POUR LE TRAITEMENT DE LA DYSAUTONOMIE FAMILIALE
  申请人：PTC THERAPEUTICS INC

  公开号：WO2021118929A1

  公开（公告）日：2021-06-17

  The present description relates to compounds useful for improving pre-mRNA splicing in a cell. In particular, another aspect of the present description relates to substituted thieno [3,2-d]pyrimidine compounds, forms, and pharmaceutical compositions thereof and methods of use for treating or ameliorating familial dysautonomia.

  本说明涉及用于改善细胞中pre-mRNA剪接的化合物。特别是，本说明的另一个方面涉及替代噻吩[3,2-d]嘧啶化合物，其形式和药物组成物，以及用于治疗或改善家族性自主神经功能障碍的使用方法。
• WO2020167628A5
  申请人：——

  公开号：WO2020167628A5

  公开（公告）日：2023-02-17
• Efficient synthesis of sitagliptin phosphate, a novel DPP-IV inhibitor, via a chiral aziridine intermediate
  作者：Xianhua Pan、Xiaojun Li、Qingling Lu、Wansheng Yu、Weijin Li、Qunhui Zhang、Fei Deng、Feng Liu

  DOI：10.1016/j.tetlet.2013.09.136

  日期：2013.12

  Sitagliptin phosphate, a novel DPP-IV inhibitor of T2DM, has been synthesized via 12 linear steps, in an overall yield of 26%. The key step is the coupling reaction of 2,4,5-trifluorophenylmagnesium bromide with a chiral aziridine derivative, which was prepared from L-homo-serine by simple steps. (C) 2013 Elsevier Ltd. All rights reserved.
• INTERMEDIATES OF SITAGLIPTIN AND PREPARATION PROCESS THEREOF
  申请人：Zhejiang Hisoar Pharmaceutical Co., Ltd

  公开号：EP2647624B1

  公开（公告）日：2016-10-12
• Polyamide based nucleic acid analogs — synthesis of δ-amino acids with nucleic acid bases bearing side chains
  作者：Karl-Heinz Altmann、Chantal Schmit Chiesi、Carlos García-Echeverría

  DOI：10.1016/s0960-894x(97)00172-8

  日期：1997.5

  Nucleoamino acids of type I - III have been synthesized, which can serve as building blocks for novel polyamide based nucleic acid analogs. Key steps in the syntheses are the alkylation of serinol I and homoserinol 18 with tert-butyl bromoacetate or tert-butyl bromopropionate under phase transfer conditions and the introduction of thymine or uracil into the amino acid side chains by way of a Mitsunobu reaction. Cytosine derivatives were prepared through uracil --> cytosine base conversion at the stage of N-delta-BOC protected amino acid tert-butyl esters. (C) 1997 Elsevier Science Ltd.