allyl ((2S,3S)-1,3-dihydroxybutan-2-yl)carbamate | 1057657-29-0

• 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
• 英文名称: allyl ((2S,3S)-1,3-dihydroxybutan-2-yl)carbamate
• 英文别名: prop-2-enyl N-[(2S,3S)-1,3-dihydroxybutan-2-yl]carbamate
• CAS: 1057657-29-0
• 化学式: C₈H₁₅NO₄
• 分子量: 189.211
• InChiKey: OXFJVFYMBVPEEZ-BQBZGAKWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.3
• 重原子数：
  13
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  78.8
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  allyl ((2S,3S)-1,3-dihydroxybutan-2-yl)carbamate 、 4,4'-双甲氧基三苯甲基氯 在 吡啶 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 4.5h， 以79%的产率得到prop-2-enyl N-[(2S,3S)-1-[bis(4-methoxyphenyl)-phenylmethoxy]-3-hydroxybutan-2-yl]carbamate
  参考文献：
  名称：

  Postsynthetic modification of DNA via threoninol on a solid support by means of allylic protection

  摘要：

  We have developed a facile but versatile method to introduce functional molecules into DNA on a CPG support. Threoninol, whose amino group was protected with an (allyloxy)carbonyl (Alloc) group, was introduced into DNA via the corresponding phosphoramidite monomer. After selective deprotection of the Alloc group by treatment with palladium(0), a dye with a carboxyl group could be introduced into the DNA on the CPG Support through an amide bond. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.06.090
• 作为产物：
  描述：

  D-苏氨醇 、 氯甲酸烯丙酯 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 1.75h， 以97%的产率得到allyl ((2S,3S)-1,3-dihydroxybutan-2-yl)carbamate
  参考文献：
  名称：

  Postsynthetic modification of DNA via threoninol on a solid support by means of allylic protection

  摘要：

  We have developed a facile but versatile method to introduce functional molecules into DNA on a CPG support. Threoninol, whose amino group was protected with an (allyloxy)carbonyl (Alloc) group, was introduced into DNA via the corresponding phosphoramidite monomer. After selective deprotection of the Alloc group by treatment with palladium(0), a dye with a carboxyl group could be introduced into the DNA on the CPG Support through an amide bond. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.06.090

文献信息

• OLIGONUCLEOTIDE PROBE AND USE THEREOF
  申请人：ASANUMA Hiroyuki

  公开号：US20110229980A1

  公开（公告）日：2011-09-22

  The present teaching provides a fluorescent oligonucleotide probe having a high degree of design flexibility and wide applicability, as well as the use thereof. This is an oligonucleotide probe capable of forming a stem and loop, comprising at least one fluorophore located between adjacent nucleotides in the stem and is linked to a unit represented by Formula (1) and at least one quencher located at a site capable of pairing up with the at least one fluorophore located between the adjacent nucleotides in the stem and is linked to a unit represented by Formula (2). (In the formulae, X represents the fluorophore, Y represents the quencher, R1 represents an optionally substituted C 2 or C 3 alkylene chain, R2 represents an optionally substituted C 0-2 alkylene chain, and Z represents a direct bond or linker.)

  本教学提供了一种具有高度设计灵活性和广泛适用性的荧光寡核苷酸探针及其使用。这是一种能够形成茎环的寡核苷酸探针，包括至少一个荧光物质位于茎中相邻核苷酸之间，并与由式（1）表示的单元连接，以及至少一个淬灭剂位于能够与茎中相邻核苷酸之间的至少一个荧光物质配对的位置，并与由式（2）表示的单元连接。（在公式中，X代表荧光物质，Y代表淬灭剂，R1代表可选择地取代的C2或C3烷基链，R2代表可选择地取代的C0-2烷基链，Z代表直接键或连接物。）
• Postsynthetic modification of DNA via threoninol on a solid support by means of allylic protection
  作者：Hiroyuki Asanuma、Yuichi Hara、Akira Noguchi、Kanae Sano、Hiromu Kashida

  DOI：10.1016/j.tetlet.2008.06.090

  日期：2008.8

  We have developed a facile but versatile method to introduce functional molecules into DNA on a CPG support. Threoninol, whose amino group was protected with an (allyloxy)carbonyl (Alloc) group, was introduced into DNA via the corresponding phosphoramidite monomer. After selective deprotection of the Alloc group by treatment with palladium(0), a dye with a carboxyl group could be introduced into the DNA on the CPG Support through an amide bond. (C) 2008 Elsevier Ltd. All rights reserved.