β-(3,4,6-tri-O-benzyl-2-deoxy-β-D-galactopyranosyl)-N-tert-butoxycarbonyl-D-alaninol | 230974-65-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: β-(3,4,6-tri-O-benzyl-2-deoxy-β-D-galactopyranosyl)-N-tert-butoxycarbonyl-D-alaninol
• 英文别名: tert-butyl N-[(2R)-1-[(2S,4R,5R,6R)-4,5-bis(phenylmethoxy)-6-(phenylmethoxymethyl)oxan-2-yl]-3-hydroxypropan-2-yl]carbamate
• CAS: 230974-65-9
• 化学式: C₃₅H₄₅NO₇
• 分子量: 591.745
• InChiKey: RRBDPPQJMSTULV-CVCQUZQZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  43
• 可旋转键数：
  16
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  95.5
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  β-(3,4,6-tri-O-benzyl-2-deoxy-β-D-galactopyranosyl)-N-tert-butoxycarbonyl-D-alaninol 在 chromium(VI) oxide 、 硫酸 作用下， 以 甲醇 、 丙酮 为溶剂， 反应 3.5h， 生成 methyl β-(3,4,6-tri-O-benzyl-2-deoxy-β-D-galactopyranosyl)-N-tert-butoxycarbonyl-D-alanine
  参考文献：
  名称：

  Diastereoselective synthesis of β-(3,4,6-tri-O-benzyl-2-deoxy-β-D-galactopyranosyl)-N-tert-butoxycarbonyl-D-alanine

  摘要：

  Key steps in the synthesis of beta-(3,4,6-tri-O-benzyl-2-deoxy-beta-D-galactopyranosyl)-N-tert-butoxycarbonyl-D-alanine are the Wittig reaction of 2-deoxy-galactopyranosylphosphonium salt 2 and Garner aldehyde, as well as the subsequent diastereoselective hydrogenation of the olefinated sugar 3a,b. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(99)00306-3
• 作为产物：
  描述：

  β-(3,4,6-tri-O-benzyl-2-deoxy-β-D-galactopyranosyl)-N-tert-butoxycarbonyl-N,O-isopropylidene-D-alaninol 在 溶剂黄146 作用下， 反应 2.0h， 以95%的产率得到β-(3,4,6-tri-O-benzyl-2-deoxy-β-D-galactopyranosyl)-N-tert-butoxycarbonyl-D-alaninol
  参考文献：
  名称：

  Diastereoselective synthesis of β-(3,4,6-tri-O-benzyl-2-deoxy-β-D-galactopyranosyl)-N-tert-butoxycarbonyl-D-alanine

  摘要：

  Key steps in the synthesis of beta-(3,4,6-tri-O-benzyl-2-deoxy-beta-D-galactopyranosyl)-N-tert-butoxycarbonyl-D-alanine are the Wittig reaction of 2-deoxy-galactopyranosylphosphonium salt 2 and Garner aldehyde, as well as the subsequent diastereoselective hydrogenation of the olefinated sugar 3a,b. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(99)00306-3