2,6-dideoxy-D-xylo-hexose | 2053-00-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2,6-dideoxy-D-xylo-hexose
• 英文别名: D-boivinose；D-xylo-2,6-dideoxy-hexose；D-boivinose；(4S,5R,6R)-6-methyloxane-2,4,5-triol
• CAS: 2053-00-1；17050-70-3；22899-74-7；25029-50-9；45742-39-0；45742-40-3；49871-87-6；51020-42-9；62413-93-8；71328-50-2；74112-04-2；74112-05-3；74112-09-7；74112-10-0；74112-11-1；74112-14-4；78185-01-0；78185-02-1；89253-95-2；89253-96-3；89253-97-4；97276-35-2；102850-49-7；102850-50-0；110043-58-8；138458-66-9；138458-67-0；139630-51-6；139683-22-0
• 化学式: C₆H₁₂O₄
• 分子量: 148.159
• InChiKey: FDWRIIDFYSUTDP-JTSAIASGSA-N

物化性质

• 沸点：
  320.1±42.0 °C(Predicted)
• 密度：
  1.366±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -1.1
• 重原子数：
  10
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  69.9
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2,6-dideoxy-D-xylo-hexose 生成 D-ribo-4.5-dihydroxy-3-methoxy-caproic acid
  参考文献：
  名称：

  KRISHNA, G.;SHINDE, G. V.;SHINGARE, M. S.;KHARE, A.;KHARE, M. P., J. NATUR. PROD. , 53,(1990) N, C. 1399-1405

  摘要：

  DOI：
• 作为产物：
  描述：

  passicapsin 生成 2,6-dideoxy-D-xylo-hexose
  参考文献：
  名称：

  SCHULZE, KLAUS;HAUFE, GUNTER;KOHLER, GUNTHER, Z. CHEM., 29,(1989) N, C. 167-168

  摘要：

  DOI：

文献信息

• Synthesis of All Diastereomers of the 2-Deoxypentoses and the 2,6-Dideoxyhexoses from 2-Phenyl-1,3-dioxan-5-one Hydrate
  作者：Trond Ulven、Per H. J. Carlsen

  DOI：10.1002/1099-0690(200109)2001:17<3367::aid-ejoc3367>3.0.co;2-h

  日期：2001.9

  All diastereomers of the 2-deoxypentoses and the 2,6-dideoxyhexoses were synthesized from 2-phenyl-1,3-dioxan-5-one hydrate (1), by alkylation via the RAMP-hydrazone (2). Some of the diastereomers were synthesized in the racemic form via the dimethylhydrazone (28). The 2-deoxypentoses were synthesized by alkylation with allyl bromide, followed by stereoselective reduction, ozonolysis, and deprotection

  2-脱氧戊糖和 2,6-二脱氧己糖的所有非对映异构体均由 2-苯基-1,3-二恶烷-5-酮水合物 (1) 通过 RAMP-腙 (2) 烷基化合成。一些非对映异构体通过二甲基腙 (28) 以外消旋形式合成。2-脱氧戊糖是通过用烯丙基溴进行烷基化，然后进行立体选择性还原、臭氧分解和脱保护来合成的。2,6-二脱氧戊糖是通过烯丙基溴和甲基碘二烷基化合成的。
• Cyclopentenoid Cyanohydrin Glycosides with Unusual Sugar Residues.
  作者：Elin S. Olafsdottir、Claus Cornett、Jerzy W. Jaroszewski、Jon Songstad、Harri Lönnberg、Enrique Colacio、A. M. Mulichak、Tomas Alminger、Magnus Erickson、Inger Grundevik、Inger Hagin、Kurt-Jürgen Hoffman、Svante Johansson、Sam Larsson、Ingalil Löfberg、Kristina Ohlson、Björn Persson、Inger Skånberg、Lija Tekenbergs-Hjelte

  DOI：10.3891/acta.chem.scand.43-0051

  日期：——

  The cyclopentenoid cyanohydrin glycosides passicapsin and passibiflorin have been identified as (1S, 4R)-1-(beta-D-glucopyranosyloxy)-4-(2,6-dideoxy-beta-D-xylo-hex o pyranosyloxy)-2-cyclopentene-1-carbonitrile and (1S, 4R)-1-(beta-D-glucopyranosyloxy)-4-(6-deoxy-beta-D-gulopyranosy loxy)-2- cyclopentene-1-carbonitrile, respectively, using one- and two-dimensional NMR spectroscopy, selective acid-catalysed

  环戊烯基氰醇糖苷Passicapsin和Passibiflorin已被鉴定为（1S，4R）-1-（β-D-吡喃葡糖基氧基）-4-（2,6-二脱氧-β-D-木糖基己氧基吡喃糖基氧基）-2-环戊烯分别使用-1-腈和（1S，4R）-1-（β-D-吡喃葡萄糖氧基）-4-（6-脱氧-β-D-戊吡喃氧基）-2-环戊烯-1-腈二维NMR光谱，脱氧糖的糖苷键的选择性酸催化裂解以及旋光数据。
• Indium-mediated allylation of aldehydes: A convenient route to 2-deoxy and 2,6-dideoxy carbohydrates
  作者：Wolfgang H. Binder、Reinhard H. Prenner、Walther Schmid

  DOI：10.1016/s0040-4020(01)80790-0

  日期：1994.1

  The allylation of protected polyhydroxy aldehydes 1 and 14 has been achieved by indium metal with ultrasound promotion generating the diastereomeric pair of homoallylic polyols 3, 4 and 16, 17 respectively with moderate to good stereoselectivity. Pursuing this allylation strategy with the corresponding deprotected polyhydroxy aldehydes led to the same pair of homoallylic polyols but with a quite different ratio of the diastereomers generated. The polyols were further transformed to 2-deoxy (5 and 6) and 2,6-dideoxy (18 and 19) carbohydrates by ozonolysis.
• Corchorusosides A, B, C, D, and E, New Cardiotonic Oligoglycosides from the Seed of Corchorus olitorius L. (Moroheiya)
  作者：Masayuki Yoshikawa、Toshiyuki Murakami、Hiromi Shimada、Nobuyuki Fukada、Hisashi Matsuda、Yutaka Sashida、Johji Yamahara

  DOI：10.3987/com-98-8146

  日期：——

  The methanolic extract of the seeds of Corchorus olitorius L. (Moroheiya) was found to show inhibitory effect against Na+-K+-ATPase and positive inotropic activity in the guinea pig isolated atria. Through bioassay-guided separation from the methanolic extract, new cardenolide oligoglycosides called corchorusosides A, B, C, D, and E were isolated together with six known cardenolide oligoglycosides. The structures of new corchorusosides were determined on the basis of chemical and physicochemical evidence. All cardenolide oligoglycosides from the seeds showed potent inhibitory activity against Na+,K+-ATPase, which was equivalent to those of digitoxin and ouabain. The methanolic extract, glycoside fraction, and principal glycoside showed potent acute toxicity by intraperitoneal administration, whereas they showed little acute toxicity by oral administration. Furthermore, by means of HPLC quantitative analysis of the cardiotonic oligoglycosides, it was found that the glycosides mainly distributed in the seeds, while the edible parts such as fresh young leaves and stems contained only trace amount.
• PRAKASH, KAMAL;SETHI, ARUN;DEEPAK, DESH;KHARE, ANAKSHI;KHARE, M. P., PHYTOCHEMISTRY, 30,(1991) N, C. 297-299
  作者：PRAKASH, KAMAL、SETHI, ARUN、DEEPAK, DESH、KHARE, ANAKSHI、KHARE, M. P.

  DOI：——

  日期：——