(2-Oxopropyl)-2,3,4,6-tetra-O-acetyl-β-D-glucopyranosid | 72605-70-0

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (2-Oxopropyl)-2,3,4,6-tetra-O-acetyl-β-D-glucopyranosid
• 英文别名: [(2R,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-(2-oxopropoxy)oxan-2-yl]methyl acetate
• CAS: 72605-70-0
• 化学式: C₁₇H₂₄O₁₁
• 分子量: 404.371
• InChiKey: LVXMWOWMRUYREQ-NQNKBUKLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  28
• 可旋转键数：
  12
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  141
• 氢给体数：
  0
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  (2-Oxopropyl)-2,3,4,6-tetra-O-acetyl-β-D-glucopyranosid 生成 2,3,4,6-四-O-乙酰基-D-葡萄糖酸-1,5-内酯
  参考文献：
  名称：

  Descotes, G., Bulletin des Societes Chimiques Belges, 1982, vol. 91, # 12, p. 973 - 984

  摘要：

  DOI：
• 作为产物：
  描述：

  Acetic acid (2R,3R,4S,5R,6R)-3,5-diacetoxy-2-acetoxymethyl-6-allyloxy-tetrahydro-pyran-4-yl ester 在 lithium tetrachloropalladate 、 mercury(II) diacetate 作用下， 生成 (2-Oxopropyl)-2,3,4,6-tetra-O-acetyl-β-D-glucopyranosid
  参考文献：
  名称：

  烯丙基糖苷裂解的新方法

  摘要：

  烯丙基糖苷可通过Wacker氧化裂解，然后在三乙胺存在下进行光解。

  DOI：

  10.1016/s0040-4039(00)73801-9

文献信息

• A sugar–pyrene-based fluorescent gelator: nanotubular architecture and interaction with SWCNTs
  作者：Subbiah Nagarajan、Thangamuthu Mohan Das

  DOI：10.1039/b9nj00395a

  日期：——

  A sugar–pyrene-based fluorescent gelator was synthesised and characterized based on different spectral techniques. The weak interactions that exist between the pyrene moieties are responsible for gelation, which is absent in case of functionalised SWCNTs.

  根据不同的光谱技术，合成并鉴定了一种基于糖芘的荧光凝胶剂。芘分子之间存在的微弱相互作用是凝胶化的原因，而功能化的 SWCNT 则不存在这种作用。
• A study of catalysed Wacker reaction for the deprotection of prop-2-enyl and prop-1-enyl ethers
  作者：Hari Babu Mereyala、Sarita Reddy Lingannagaru

  DOI：10.1016/s0040-4020(97)10198-3

  日期：1997.12

  Pd(II)Cl-2 (1 mole equivalent)/CuCl/DMF-H2O/O-2/2h catalysed oxidation of various prop-2-enyl ethers 1a-12a is reported to result in the formation of Wacker ketones 1b,3b,5b,6b,9b,11b,12b (12-51%), hydrolysis products 2c,4c-7c,9c-12c (12-43%) and eta(2)-vinyl complexes of palladium chloride 2d,4d,7d,8d (52-94%) respectively. The corresponding prop-1-enyl ethers 2e,4e-12e under similar conditions react with a catalytic amount of Pd(II)Cl-2 (0.2 mole equivalent) rapidly (15-20 min.) to give exclusively hydroxy compounds 2c,4c-12c respectively in good yields (75-97%). (C) 1997 Elsevier Science Ltd.
• Chemoenzymatic syntheses of naturally occurring β-glucosides
  作者：Hiroyuki Akita、Katsumi Kurashima、Takuya Nakamura、Keisuke Kato

  DOI：10.1016/s0957-4166(99)00228-1

  日期：1999.6

  Enzymatic glycosidation of the various kinds of primary alcohols 5, 7, 9, 11, 13 and 15 and 4-nitrophenyl-beta-D-glucopyranoside 4 using beta-glucosidase from almonds gave stereoselectively beta-D-glucosides 6, 8, 10, 12, 14 and 16 including the naturally occurring beta-glucosides in moderate yield. Among them, the beta-glucosides 6, 8 and 10 were converted to the cyanoglycosides, rhodiocyanoside A 20a, osmaronin 24a and sutherlandin 29, respectively. (C) 1999 Elsevier Science Ltd. All rights reserved.