D-mannitol-3,4-carbonate | 93117-23-8

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机碳酸及其衍生物
• 英文名称: D-mannitol-3,4-carbonate
• 英文别名: D-Mannit-3.4-carbonat；(4R,5R)-4,5-bis[(1R)-1,2-dihydroxyethyl]-1,3-dioxolan-2-one
• CAS: 93117-23-8
• 化学式: C₇H₁₂O₇
• 分子量: 208.168
• InChiKey: UNQTUMZNFOEYJT-KVTDHHQDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.2
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  116
• 氢给体数：
  4
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  D-mannitol-3,4-carbonate 、 2,4,6-tris[3,4-bis(bromomethyl)phenyl]boroxin 以 甲苯 为溶剂， 反应 3.0h， 以95%的产率得到D-mannitol-1,2:5,6-bis[3,4-bis(bromomethyl)phenylboronate]-3,4-carbonate
  参考文献：
  名称：

  Saccharide Libraries as Potential Templates for Regio- and Chiroselective Introduction of Two Functional Groups into [60]Fullerene

  摘要：

  This paper reports regio- and chiroselective introduction of two boronic acid groups into [60]fullerene controlled by a saccharide used as a template molecule. The double [4+2] cycloadditions between [60]fullerene and 1:2 saccharide-boronic acid complexes 6-9 afforded [60]fullerene-bisadducts 12. Their structures were identified on the basis of H-1 and C-13 NMR, UV-vis, and CD spectroscopy, mass spectrometry, and chiral HPLC analysis. When 3-O-methyl-D-glucose (4) was used as the template molecule, high regioselectivity was achieved which gave trans-4 isomer 12a as a main isomer in 72.5% yield. The chiro- as well as regioselective preparation of e isomer 12c was attained in 81.4% ee from the 55.7% yield racemic mixture by the reaction using the D-mannitol-3,4-carbonate template (3). When the enantiomers, D-threitol(D-2) and L-threitol(L-2) were used as the templates, cis-3 isomers 12b and ent-12b with opposite chirality were yielded in 44.2 and 45.2% ee, respectively. On the other hand, 1-O-methyl-alpha-D-mannopyranoside template (5) featured nonselective cycloaddition.

  DOI：

  10.1021/jo9822277
• 作为产物：
  描述：

  mannitol triacetonide 在 溶剂黄146 作用下， 以 水 为溶剂， 反应 0.5h， 以95%的产率得到D-mannitol-3,4-carbonate
  参考文献：
  名称：

  화합물의 제조방법

  摘要：

  这份申请涉及制备化合物，其化学式分别为2和4。

  公开号：

  KR20210034927A

文献信息

• 화합물의 제조방법
  申请人：LG CHEM, LTD. 주식회사 엘지화학(120010134563) Corp. No ▼ 110111-2207995BRN ▼107-81-98139

  公开号：KR20210034927A

  公开（公告）日：2021-03-31

  본 출원은 화학식 2 및 화학식 4로 표시되는 화합물의 제조방법에 관한 것이다.

  这份申请涉及制备化合物，其化学式分别为2和4。
• Saccharide Libraries as Potential Templates for Regio- and Chiroselective Introduction of Two Functional Groups into [60]Fullerene
  作者：Tsutomu Ishi-i、Kazuaki Nakashima、Seiji Shinkai、Atsushi Ikeda

  DOI：10.1021/jo9822277

  日期：1999.2.1

  This paper reports regio- and chiroselective introduction of two boronic acid groups into [60]fullerene controlled by a saccharide used as a template molecule. The double [4+2] cycloadditions between [60]fullerene and 1:2 saccharide-boronic acid complexes 6-9 afforded [60]fullerene-bisadducts 12. Their structures were identified on the basis of H-1 and C-13 NMR, UV-vis, and CD spectroscopy, mass spectrometry, and chiral HPLC analysis. When 3-O-methyl-D-glucose (4) was used as the template molecule, high regioselectivity was achieved which gave trans-4 isomer 12a as a main isomer in 72.5% yield. The chiro- as well as regioselective preparation of e isomer 12c was attained in 81.4% ee from the 55.7% yield racemic mixture by the reaction using the D-mannitol-3,4-carbonate template (3). When the enantiomers, D-threitol(D-2) and L-threitol(L-2) were used as the templates, cis-3 isomers 12b and ent-12b with opposite chirality were yielded in 44.2 and 45.2% ee, respectively. On the other hand, 1-O-methyl-alpha-D-mannopyranoside template (5) featured nonselective cycloaddition.