(2S,3R)-2-(Benzhydryl-methyl-amino)-3-(tert-butyl-dimethyl-silanyloxy)-3-((3aR,4S,6R,6aR)-6-methoxy-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-propionic acid methyl ester | 566198-54-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (2S,3R)-2-(Benzhydryl-methyl-amino)-3-(tert-butyl-dimethyl-silanyloxy)-3-((3aR,4S,6R,6aR)-6-methoxy-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-propionic acid methyl ester
• CAS: 566198-54-7
• 化学式: C₃₂H₄₇NO₇Si
• 分子量: 585.813
• InChiKey: DNBLXYPDUNKSII-HEBNFACKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.53
• 重原子数：
  41.0
• 可旋转键数：
  10.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  75.69
• 氢给体数：
  0.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  (2S,3R)-2-(Benzhydryl-methyl-amino)-3-(tert-butyl-dimethyl-silanyloxy)-3-((3aR,4S,6R,6aR)-6-methoxy-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-propionic acid methyl ester 在 palladium on activated charcoal 氢气 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 16.0h， 生成
  参考文献：
  名称：

  Diastereoselective syntheses of α-amino-β-hydroxyesters precursors of the ribosyl-diazepanone core of the liposidomycins

  摘要：

  The diastereoselective syntheses of the O-protected ribosyl-beta-hydroxy-alpha-amino esters 3 and 4, precursors of alpha-ribosyl-diazepanone core analogues of the liposidomycins, respectively, from the beta-ketoesters 5 and 6 are described. The anti relationship between the two adjacent aminated and hydroxylated carbons was controlled by sequential hydrogenation of the beta-ketoesters in the presence of chiral ruthenium catalysts and electrophilic amination of the resulting beta-hydroxyesters. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(03)00460-x
• 作为产物：
  描述：

  methyl (2S,3R)-3-[(3aR,4R,6R,6aR)-4-methoxy-2,2-dimethyl-3a,4,6,6a-tetrahydrofuro[3,4-d][1,3]dioxol-6-yl]-2-amino-3-hydroxypropanoate 在 2,6-二甲基吡啶 、 盐酸 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 66.0h， 生成 (2S,3R)-2-(Benzhydryl-methyl-amino)-3-(tert-butyl-dimethyl-silanyloxy)-3-((3aR,4S,6R,6aR)-6-methoxy-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-propionic acid methyl ester
  参考文献：
  名称：

  Diastereoselective syntheses of α-amino-β-hydroxyesters precursors of the ribosyl-diazepanone core of the liposidomycins

  摘要：

  The diastereoselective syntheses of the O-protected ribosyl-beta-hydroxy-alpha-amino esters 3 and 4, precursors of alpha-ribosyl-diazepanone core analogues of the liposidomycins, respectively, from the beta-ketoesters 5 and 6 are described. The anti relationship between the two adjacent aminated and hydroxylated carbons was controlled by sequential hydrogenation of the beta-ketoesters in the presence of chiral ruthenium catalysts and electrophilic amination of the resulting beta-hydroxyesters. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(03)00460-x