benzyl ((R)-1,2-isopropylidene-sn-glycerol-3-yl) diisopropyl phosphoroamidite | 934559-23-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: benzyl ((R)-1,2-isopropylidene-sn-glycerol-3-yl) diisopropyl phosphoroamidite
• 英文别名: N-[[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]methoxy-phenylmethoxyphosphanyl]-N-propan-2-ylpropan-2-amine
• CAS: 934559-23-6
• 化学式: C₁₉H₃₂NO₄P
• 分子量: 369.441
• InChiKey: ABMIPRUNIQULSC-YDONVPIESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  25
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.68
• 拓扑面积：
  40.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  benzyl ((R)-1,2-isopropylidene-sn-glycerol-3-yl) diisopropyl phosphoroamidite 、 N-苄氧羰基-L-丝氨酸苯醚 在 四氮唑 作用下， 生成
  参考文献：
  名称：

  Optimized synthesis of phosphatidylserine

  摘要：

  The synthesis of phosphatidyl serine containing saturated fatty acids was thoroughly studied and optimized in order to establish a protocol amenable to large-scale synthesis. The key step was a one-pot multicomponent reaction involving an O-benzyl phosphorodiamidite, protected serine and diacylglycerol, followed by in situ oxidation of the resulting phosphite. In order to replace expensive and poorly stable tetrazole, a screening of substitutes was carried out and imidazolium chloride was selected as the best suited one.

  DOI：

  10.1007/s00726-009-0447-0
• 作为产物：
  描述：

  (S)-(+)-1,2-异亚丙基甘油 、 苄基N,N,N',N'-四异丙基亚磷酰二胺 在 四氮唑 作用下， 以84%的产率得到benzyl ((R)-1,2-isopropylidene-sn-glycerol-3-yl) diisopropyl phosphoroamidite
  参考文献：
  名称：

  Optimized synthesis of phosphatidylserine

  摘要：

  The synthesis of phosphatidyl serine containing saturated fatty acids was thoroughly studied and optimized in order to establish a protocol amenable to large-scale synthesis. The key step was a one-pot multicomponent reaction involving an O-benzyl phosphorodiamidite, protected serine and diacylglycerol, followed by in situ oxidation of the resulting phosphite. In order to replace expensive and poorly stable tetrazole, a screening of substitutes was carried out and imidazolium chloride was selected as the best suited one.

  DOI：

  10.1007/s00726-009-0447-0

文献信息

• WO2007/50668
  申请人：——

  公开号：——

  公开（公告）日：——
• Glycerophosphoinositols: Total Synthesis of the First Fluorescent Probe Derivative
  作者：Graziella Greco、Nicola D’Antona、Giovanni Gambera、Giovanni Nicolosi

  DOI：10.1055/s-0034-1378537

  日期：——
• Analogs of Alpha Galactosyceramide and Uses thereof
  申请人：Cerundolo Vincenzo

  公开号：US20090239813A1

  公开（公告）日：2009-09-24

  There are disclosed compound of formula I, in which R 1 represents a hydrophobic moiety adapted to occupy the C′ channel of human CDId, R 2 represents a hydrophobic moiety adapted to occupy the A′ channel of human CDId, such that R 1 fills at least at least 30% of the occupied volume of the C′ channel compared to the volume occupied by the terminal nC 14 H 29 of the sphingosine chain of α-galactosylceramide when bound to human CDId and R 2 fills at least 30% of the occupied volume of the A′ channel compared to the volume occupied by the terminal nC 25 H 51 of the acyl chain of α-galactosylceramide when bound to human CDId R 3 represents hydrogen or OH, R a and R b each represent hydrogen and in addition, when R 3 represents hydrogen, R a and R b together may form a single bond, X represents or —CHA(CHOH) n Y or —P(═0)(0 − )0CH 2 (CH0H) m Y, in which Y represents CHB 1 B 2 , n represents an integer from 1 to 4, m represents 0 or 1, A årepresents hydrogen, one of B 1 and B 2 represents H, OH or phenyl, and the other represents hydrogen or one of B 1 and B 2 represents hydroxyl and the other represents phenyl, in addition, when n represents 4, then A together with one of B 1 and B 2 together forms a single bond and the other of B 1 and B 2 represents H, OH or OSO 3 H and pharmaceutically acceptable salts thereof; the compounds of formula I are indicted for use in the treatment of a virus, microbial infection, parasite, an autoimmune disease, cancer, allergy or asthma
• ANALOGS OF ALPHA GALACTOSYLCERAMIDE AND USES THEREOF
  申请人：Cerundolo Vincenzo

  公开号：US20120034269A1

  公开（公告）日：2012-02-09

  Compounds of formula wherein the variable are defined in the specification, are used in compositions which stimulate T cell responses.
• US8039670B2
  申请人：——

  公开号：US8039670B2

  公开（公告）日：2011-10-18