(2S,3S,4R)-4-(1,3-dithian-2-yl)-2-methyl-1,3,4-tris(phenylmethoxy)butan-2-ol | 592517-04-9

• 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: (2S,3S,4R)-4-(1,3-dithian-2-yl)-2-methyl-1,3,4-tris(phenylmethoxy)butan-2-ol
• CAS: 592517-04-9
• 化学式: C₃₀H₃₆O₄S₂
• 分子量: 524.745
• InChiKey: CCDMZNYJNKZMPI-UNRZKBSHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  36
• 可旋转键数：
  13
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  98.5
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (2S,3S,4R)-4-(1,3-dithian-2-yl)-2-methyl-1,3,4-tris(phenylmethoxy)butan-2-ol 在 palladium dihydroxide 吡啶 、 4-二甲氨基吡啶 、 氢气 、 calcium carbonate 、 碘甲烷 作用下， 以 四氢呋喃 、 溶剂黄146 、 乙酸乙酯 、 乙腈 为溶剂， 生成 [(3R,4S,5S)-3,4-dihydroxy-5-(hydroxymethyl)-5-methyloxolan-2-yl] acetate
  参考文献：
  名称：

  Stereoselective synthesis of 4-C-methyl-2,3,5-tri-O-benzyl-d-ribofuranose and 4-C-methyl-2,3,5-tri-O-benzyl-l-lyxofuranose

  摘要：

  Sugar intermediates 4-C-metliyl-2,3,5-tri-O-benzyl-D-ribofuranose (3b) and 4-C-methyl-2,3,5-tri-O-benzyl-L-lyxofuranose (8a) were synthesized by addition of alkylithium reagents to pentanones 3a,b. The nucleophilic additions proceeded with good stereoselectivity and good yields to give the titled compounds in four steps from perbenzylated methyl D-ribofuranoside and methyl 5'-deoxy-D-ribofuranoside. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(03)00877-3
• 作为产物：
  描述：

  2,3,5-三-O-(苯基甲基)-D-呋喃核糖 在 草酰氯 、 三氟化硼乙醚 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 (2S,3S,4R)-4-(1,3-dithian-2-yl)-2-methyl-1,3,4-tris(phenylmethoxy)butan-2-ol
  参考文献：
  名称：

  Stereoselective synthesis of 4-C-methyl-2,3,5-tri-O-benzyl-d-ribofuranose and 4-C-methyl-2,3,5-tri-O-benzyl-l-lyxofuranose

  摘要：

  Sugar intermediates 4-C-metliyl-2,3,5-tri-O-benzyl-D-ribofuranose (3b) and 4-C-methyl-2,3,5-tri-O-benzyl-L-lyxofuranose (8a) were synthesized by addition of alkylithium reagents to pentanones 3a,b. The nucleophilic additions proceeded with good stereoselectivity and good yields to give the titled compounds in four steps from perbenzylated methyl D-ribofuranoside and methyl 5'-deoxy-D-ribofuranoside. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(03)00877-3

文献信息

• Stereoselective synthesis of 4-C-methyl-2,3,5-tri-O-benzyl-d-ribofuranose and 4-C-methyl-2,3,5-tri-O-benzyl-l-lyxofuranose
  作者：Serge H Boyer、Bheemarao G Ugarkar、Mark D Erion

  DOI：10.1016/s0040-4039(03)00877-3

  日期：2003.5

  Sugar intermediates 4-C-metliyl-2,3,5-tri-O-benzyl-D-ribofuranose (3b) and 4-C-methyl-2,3,5-tri-O-benzyl-L-lyxofuranose (8a) were synthesized by addition of alkylithium reagents to pentanones 3a,b. The nucleophilic additions proceeded with good stereoselectivity and good yields to give the titled compounds in four steps from perbenzylated methyl D-ribofuranoside and methyl 5'-deoxy-D-ribofuranoside. (C) 2003 Elsevier Science Ltd. All rights reserved.