(S)-Benzyloxy-((3aR,5S,6S,6aR)-6-benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-acetaldehyde | 115243-95-3

• 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: (S)-Benzyloxy-((3aR,5S,6S,6aR)-6-benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-acetaldehyde
• 英文别名: (2S)-2-[(3aR,5S,6S,6aR)-2,2-dimethyl-6-phenylmethoxy-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl]-2-phenylmethoxyacetaldehyde
• CAS: 115243-95-3
• 化学式: C₂₃H₂₆O₆
• 分子量: 398.456
• InChiKey: AHBVSQBWZKWSIJ-QMCAAQAGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  29
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  63.2
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (S)-Benzyloxy-((3aR,5S,6S,6aR)-6-benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-acetaldehyde 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 生成 三卞糖苷EP杂质B
  参考文献：
  名称：

  Asymmetric induction in acid-catalysed condensations of sugar aldehydes with furan and 2-methylfuran

  摘要：

  DOI：

  10.1016/s0008-6215(00)90422-1
• 作为产物：
  描述：

  三卞糖苷EP杂质B 在 草酰氯 、 二甲基亚砜 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 生成 (S)-Benzyloxy-((3aR,5S,6S,6aR)-6-benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-acetaldehyde
  参考文献：
  名称：

  A convenient route to enantiomerically pure, conjugated dienes from sugar allyltin derivatives

  摘要：

  The transformation of sugar allyltin derivatives into enantiomerically pure dienes (R*w-CH=CH-CH=CH2) is presented. The internal double bond with the trans-configuration is formed regardless of the configuration of the starting sugar allyltin, (C) 2000 Elsevier Science Ltd, All rights reserved.

  DOI：

  10.1016/s0957-4166(00)00135-x

文献信息

• Stereospecific addition of formaldehyde dialkylhydrazones to sugar aldehydes. Synthesis of cyanohydrins and α-hydroxy aldehydes
  作者：JoséM Lassaletta、Rosario Fernández、Eloísa Martín-Zamora、Carmen Pareja

  DOI：10.1016/0040-4039(96)01226-9

  日期：1996.8

  Formaldehyde dialkylhydrazones smoothly add to sugar aldehydes without any need of promoter or catalyst. α-Hydroxy dialkylhydrazones, which are obtained in good yields and high stereoselectivities, have been successfully transformed in cyanohydrins by treatment with magnesium monoperoxyphtalate (MMPP) and in O-protected α-hydroxy aldehydes by ozonolysis or HCl mediated hydrolysis. No racemization was

  甲醛二烷基hydr可平稳地添加到糖醛中，而无需促进剂或催化剂。以高收率和高立体选择性获得的α-羟基二烷基hydr，已通过单过氧邻苯二甲酸镁（MMPP）处理成功地转化为氰醇，并通过臭氧分解或HCl介导的水解成功转化为O保护的α-羟基醛。在二烷基hydr基团的裂解中未观察到外消旋化。
• Synthesis of new meso-tetrakis (glycosylated) porphyrins
  作者：Ph. Maillard、C. Huel、M. Momenteau

  DOI：10.1016/s0040-4039(00)74723-x

  日期：1992.12

  The synthesis of a new family of meso-tetrakis (glycosylated) porphyrins is reported. Unfortunately, the porphyrins 4 and 5 bearing glycosyloxymethylene substituents are unstable.
• Stereospecific homologation of -xylo and -galacto dialdoses by 2-trimethylsilylthiazole
  作者：Alessandro Dondoni、Giancarlo Fantin、Marco Fogagnolo、Alessandro Medici

  DOI：10.1016/s0040-4020(01)81646-x

  日期：1987.1
• DONDONI, ALESSANDRO;FANTIN, GIANCARLO;FOGAGNOLO, MARCO;MEDICI, ALESSANDRO, TETRAHEDRON, 43,(1987) N 15, 3533-3539
  作者：DONDONI, ALESSANDRO、FANTIN, GIANCARLO、FOGAGNOLO, MARCO、MEDICI, ALESSANDRO

  DOI：——

  日期：——
• A convenient route to enantiomerically pure, conjugated dienes from sugar allyltin derivatives
  作者：Sławomir Jarosz、Stanislaw Skóra、Katarzyna Szewczyk

  DOI：10.1016/s0957-4166(00)00135-x

  日期：2000.5

  The transformation of sugar allyltin derivatives into enantiomerically pure dienes (R*w-CH=CH-CH=CH2) is presented. The internal double bond with the trans-configuration is formed regardless of the configuration of the starting sugar allyltin, (C) 2000 Elsevier Science Ltd, All rights reserved.