(1R,4'S,5'S)-1-<4'-hydroxymethyl-2'-phenyl-4',5'-dihydrooxazol-5'-yl>pentadecan-1-ol | 220869-75-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (1R,4'S,5'S)-1-<4'-hydroxymethyl-2'-phenyl-4',5'-dihydrooxazol-5'-yl>pentadecan-1-ol
• 英文别名: (1R)-1-[(4S,5S)-4-(hydroxymethyl)-2-phenyl-4,5-dihydro-1,3-oxazol-5-yl]pentadecan-1-ol
• CAS: 220869-75-0
• 化学式: C₂₅H₄₁NO₃
• 分子量: 403.605
• InChiKey: USNOOUDFFWTJCN-VXNXHJTFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.5
• 重原子数：
  29
• 可旋转键数：
  16
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.72
• 拓扑面积：
  62
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (1R,4'S,5'S)-1-<4'-hydroxymethyl-2'-phenyl-4',5'-dihydrooxazol-5'-yl>pentadecan-1-ol 在 盐酸 、 4 A molecular sieve 、 silver trifluoromethanesulfonate 作用下， 以 四氢呋喃 、 水 、 1,2-二氯乙烷 为溶剂， 反应 3.0h， 生成
  参考文献：
  名称：

  Stereocontrolled synthesis of novel phytosphingosine-type glucosaminocerebrosides

  摘要：

  D-ribo-Phytosphingosine 1 was conveniently synthesized from N-benzoyl-D-glucosamine 3 by an improved route in which regioselective O-methanesulfonation and diastereoselective Grignard addition are involved as key steps. Using a synthetic intermediate of 1, novel D-ribo-phytosphingosinetype glycolipids 2a and 2b, unnatural homologues of antifungal cerebrosides Halicylindrosides, were efficiently synthesized in a stereocontrolled manner. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(98)01104-1
• 作为产物：
  描述：

  (4R,5R)-4-[(4S,5S)-4-(tert-Butyl-diphenyl-silanyloxymethyl)-2-phenyl-4,5-dihydro-oxazol-5-yl]-2-methyl-[1,3]dioxan-5-ol 在 sodium periodate 、 四丁基氟化铵 、 四氯化钛 、 苯硫酚 、 n-tetradecylmagnesium chloride 、 zinc(II) chloride 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 水 为溶剂， 反应 4.0h， 生成 (1R,4'S,5'S)-1-<4'-hydroxymethyl-2'-phenyl-4',5'-dihydrooxazol-5'-yl>pentadecan-1-ol
  参考文献：
  名称：

  Stereocontrolled synthesis of novel phytosphingosine-type glucosaminocerebrosides

  摘要：

  D-ribo-Phytosphingosine 1 was conveniently synthesized from N-benzoyl-D-glucosamine 3 by an improved route in which regioselective O-methanesulfonation and diastereoselective Grignard addition are involved as key steps. Using a synthetic intermediate of 1, novel D-ribo-phytosphingosinetype glycolipids 2a and 2b, unnatural homologues of antifungal cerebrosides Halicylindrosides, were efficiently synthesized in a stereocontrolled manner. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(98)01104-1