allyl 5-O-benzyl-2,3-O-isopropylidene-β-D-ribofuranoside | 212003-35-5

• 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: allyl 5-O-benzyl-2,3-O-isopropylidene-β-D-ribofuranoside
• 英文别名: (3aR,4R,6R,6aR)-2,2-dimethyl-6-(phenylmethoxymethyl)-4-prop-2-enoxy-3a,4,6,6a-tetrahydrofuro[3,4-d][1,3]dioxole
• CAS: 212003-35-5
• 化学式: C₁₈H₂₄O₅
• 分子量: 320.386
• InChiKey: SOBXEQPQYPUHJC-QBPKDAKJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  23
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  46.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  allyl 5-O-benzyl-2,3-O-isopropylidene-β-D-ribofuranoside 在 palladium dichloride 咪唑 、 甲醇 、 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 22.0h， 生成 1-O-tert-butyldiphenylsilyl-5-O-benzyl-2,3-O-isopropylidene-D-ribitol
  参考文献：
  名称：

  Synthetic studies toward the preparation of (4R,5R)-(−)-3-[(benzyloxy)methyl]-4,5-O-isopropylidene-cyclopenten-2-one: an important synthetic intermediate for carbanucleosides

  摘要：

  The carbocyclic compound (4R,5R)-(-)-3-[(benzyloxy)methyl]-4,5-O-isopropylidene-2-cyclopentenone 1 is an important synthetic intermediate to access a variety of carbanucleosides. Herein, synthetic studies that lead to this valuable compound employing inexpensive D-ribose as the chiral source are presented. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2004.11.069
• 作为产物：
  描述：

  卡培他滨杂质25 在 硫酸 、 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 77.0h， 生成 allyl 5-O-benzyl-2,3-O-isopropylidene-β-D-ribofuranoside
  参考文献：
  名称：

  Synthetic studies toward the preparation of (4R,5R)-(−)-3-[(benzyloxy)methyl]-4,5-O-isopropylidene-cyclopenten-2-one: an important synthetic intermediate for carbanucleosides

  摘要：

  The carbocyclic compound (4R,5R)-(-)-3-[(benzyloxy)methyl]-4,5-O-isopropylidene-2-cyclopentenone 1 is an important synthetic intermediate to access a variety of carbanucleosides. Herein, synthetic studies that lead to this valuable compound employing inexpensive D-ribose as the chiral source are presented. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2004.11.069

文献信息

• Nickel-catalyzed generation of 2-methylhex-5-enyl ethers from allyl ethers with trimethylaluminium
  作者：Takahiko Taniguchi、Kunio Ogasawara

  DOI：10.1039/a802430h

  日期：——

  Allyl ethers have been converted into the corresponding 2-methylhex-5-enyl ethers in one step on treatment with trimethylaluminium in the presence of a catalytic amount of (dppp)NiCl2.

  丙烯醚在催化量的(dppp)NiCl2存在下，与三甲基铝处理后，已一步转化为相应的2-甲基己-5-烯基醚。
• Synthetic studies toward the preparation of (4R,5R)-(−)-3-[(benzyloxy)methyl]-4,5-O-isopropylidene-cyclopenten-2-one: an important synthetic intermediate for carbanucleosides
  作者：Eleonora Elhalem、María J. Comin、Julieta Leitofuter、Guadalupe García-Liñares、Juan B. Rodriguez

  DOI：10.1016/j.tetasy.2004.11.069

  日期：2005.1

  The carbocyclic compound (4R,5R)-(-)-3-[(benzyloxy)methyl]-4,5-O-isopropylidene-2-cyclopentenone 1 is an important synthetic intermediate to access a variety of carbanucleosides. Herein, synthetic studies that lead to this valuable compound employing inexpensive D-ribose as the chiral source are presented. (C) 2004 Elsevier Ltd. All rights reserved.