1,3-dioxan-5-one | 87683-81-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二恶烷
• 英文名称: 1,3-dioxan-5-one
• CAS: 87683-81-6
• 化学式: C₄H₆O₃
• 分子量: 102.09
• InChiKey: GYRVFISXYPPJBT-UHFFFAOYSA-N

物化性质

• 沸点：
  186.7±30.0 °C(Predicted)
• 密度：
  1.200±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.3
• 重原子数：
  7
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1,3-dioxan-5-one 、 2,2-Diethyl-1,3-dioxan-5-one 、 1,5-dioxaspiro[5.5]undecan-3-one 以in place of 2,2-dimethyl-1,3-dioxan-5-one, the following compounds were respectively obtained的产率得到2,2-二甲基-1,3-二恶烷-5-酮
  参考文献：
  名称：

  Process for the preparation of 5-amino-1,3-dioxanes

  摘要：

  本文介绍了一种制备式(I)的5-氨基-1,3-二氧杂环己烷的方法，包括催化氢化式(II)的新型肟类化合物。

  公开号：

  US05770773A1
• 作为产物：
  描述：

  甘油缩甲醛 在 Collins reagent 作用下， 以12%的产率得到1,3-dioxan-5-one
  参考文献：
  名称：

  Smithson, Tracy L.; Ibrahim, Nan; Wieser, Hal, Canadian Journal of Chemistry, 1983, vol. 61, p. 1924 - 1932

  摘要：

  DOI：

文献信息

• Dihydroxyacetone Variants in the Organocatalytic Construction of Carbohydrates:  Mimicking Tagatose and Fuculose Aldolases
  作者：Jeff T. Suri、Susumu Mitsumori、Klaus Albertshofer、Fujie Tanaka、Carlos F. Barbas

  DOI：10.1021/jo0602017

  日期：2006.5.1

  Dihydroxyacetone variants have been explored as donors in organocatalytic aldol reactions with various aldehyde and ketone acceptors. The protected form of dihydroxyacetone that was chosen for in-depth study was 2,2-dimethyl-1,3-dioxan-5-one, 1. Among the catalysts surveyed here, proline proved to be superior in terms of yield and stereoselectivities in the construction of various carbohydrate scaffolds. In a fashion analogous to aldolase enzymes, the de novo preparation of L-ribulose, L-lyxose, D-ribose, D-tagatose, 1-amino-1-deoxy-D-lyxitol, and other carbohydrates was accomplished via the use of 1 and proline. In reactions using 2,2-dimethyl-1,3-dioxan-5-one 1 as a donor, (S)-proline can be used as a functional mimic of tagatose aldolase, whereas (R)-proline can be regarded as an organocatalytic mimic of fuculose aldolase.
• Mimicking Dihydroxy Acetone Phosphate-Utilizing Aldolases through Organocatalysis:  A Facile Route to Carbohydrates and Aminosugars
  作者：Jeff T. Suri、Dhevalapally B. Ramachary、Carlos F. Barbas

  DOI：10.1021/ol0502533

  日期：2005.3.1

  A practical and environmentally friendly organocatalytic strategy designed to mimic the DHAP aldolases has been developed and shown to be effective in the preparation of carbohydrates and aminosugars. (S)-Proline and (S)-2-pyrrolidine-tetrazole catalyzed the aldol reaction between dihydroxy acetone variants such as 1,3-dioxan-5-one and 2,2-dimethyl-1,3-dioxan-5-one with aldehydes to give the corresponding polyols in good yields with very high ees.
• DRISCOLL, ROBERT KENNETH;LEUPOLD, ERNST INGO
  作者：DRISCOLL, ROBERT KENNETH、LEUPOLD, ERNST INGO

  DOI：——

  日期：——
• Smithson, Tracy L.; Ibrahim, Nan; Wieser, Hal, Canadian Journal of Chemistry, 1983, vol. 61, p. 1924 - 1932
  作者：Smithson, Tracy L.、Ibrahim, Nan、Wieser, Hal

  DOI：——

  日期：——
• Process for the preparation of 5-amino-1,3-dioxanes
  申请人：Zambon Group S.p.A.

  公开号：US05663372A1

  公开（公告）日：1997-09-02

  Described herein is a process for the preparation of 5-amino-1,3-dioxanes of formula (I), wherein R and R.sub.1 have the meanings reported in the description, comprising the catalytic hydrogenation of the new oximes of formula (II).

  本文描述了一种制备式（I）中的5-氨基-1,3-二氧杂环烷的过程，其中R和R.sub.1在说明中有所描述，包括式（II）的新肟的催化氢化。