2,3-Di-O-methyl-D-galactose | 4060-10-0

• 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: 2,3-Di-O-methyl-D-galactose
• 英文别名: 2,3-Di-o-methylgalactose；(2R,3S,4S,5R)-4,5,6-trihydroxy-2,3-dimethoxyhexanal
• CAS: 4060-10-0
• 化学式: C₈H₁₆O₆
• 分子量: 208.211
• InChiKey: CPALRJNELRTQTO-VGRMVHKJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.4
• 重原子数：
  14
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  96.2
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2,3-Di-O-methyl-D-galactose 在 硝酸 作用下， 生成 O2,O3-dimethyl-D-galactaric acid-1=>4-lactone-6-methyl ester
  参考文献：
  名称：

  204.果胶酸的组成。第二部分 2：3：5-三甲基β-甲基半乳糖醛糖苷甲酯的合成

  摘要：

  DOI：

  10.1039/jr9400001114
• 作为产物：
  描述：

  O⁵,O⁶-isopropylidene-D-galactose-dibenzyldithioacetal 在 乙醇 、 mercury dichloride 、 mercury(II) oxide 、 silver(l) oxide 作用下， 生成 2,3-Di-O-methyl-D-galactose
  参考文献：
  名称：

  The Acetone Derivatives of the Mercaptals of Some Monosaccharides. V. The 5,6-Monoacetone Derivative of d-Galactosedibenzylmercaptal and the 6-Methyl Derivative of d-Galactose

  摘要：

  DOI：

  10.1021/ja01866a013

文献信息

• Studies on the Chemical Constitution of Agar-agar. XIX. Pyruvic Acid as a Constituent of Agar-agar (Part 3). Structure of the Pyruvic Acid-linking Disaccharide Derivative Isolated from the Methanolysis Products of Agar
  作者：Susumu Hirase

  DOI：10.1246/bcsj.30.75

  日期：1957.1

  1. The structure of the acidic compound, isolated from the partial metha-nolysis products of agar in the previous work, has been investigated.2. Methylation data have indicated that the structure of the compound is 4-O-4′, 6′-O-1″-carboxyethylidene-β-d-galactopyranosyl-3,6-anhydro-l-galactose dimethyl-acetal, the β-linkage being suggested on the basis of the optical rotatory behavior.3. The structure assigned is also supported by the result of partial hydrolysis and periodate oxidation of the compound.4. No information has been obtained as to the configuration of the carbon atom C1 of the ethylidene group in the molecule.

  1. 在之前的研究中，从琼脂的部分甲醇解离产物中分离得到的酸性化合物的结构已经被研究。 2. 甲基化数据表明该化合物的结构为4-O-4′, 6′-O-1″-羧乙烯基-β-d-半乳糖吡喃糖-3,6-脱水-l-半乳糖二甲基缩醛，β-连接基因据光学旋转行为推测。 3. 所赋予的结构也得到了该化合物的部分水解和期亚硫酸盐氧化的结果支持。 4. 目前尚未获得关于分子中乙烯基团C1碳原子构型的信息。
• ACETONATION OF ALDOSE DIETHYL THIOACETALS
  作者：P. A. J. Gorin

  DOI：10.1139/v65-278

  日期：1965.7.1

  Acetonation of hexose diethyl thioacetals using copper sulphate catalyst gave rise to 5,6-O-substituted products. The exception was D-galactose diethyl thioacetal, which underwent some 4,5-O-substitution. D-Threose and 2,3-di-O-methyl-D-galactose diethyl thioacetals also underwent predominant α-terminal substitution although some β-terminal substitution took place, particularly with the latter thioacetal. Acetone – sulphuric acid caused preferential α-T acetonation of D-threose and 2,3-di-O-methyl-D-galactose diethyl thioacetals. The product from D-threose diethyl thioacetal contained 90% of the 2,3-O-isopropylidene and 10% of the 3,4-O-isopropylidene derivatives.D-Glucurono-δ-lactone diethyl thioacetal in acetone – sulphuric acid acetonated mainly on the 2,4- positions although a smaller proportion of 4,5-O-isopropylidene derivative was present.

  使用硫酸酸化剂对己糖二乙基硫代乙醛进行乙酮化反应，产生了5,6-O-取代产物。唯一的例外是D-半乳糖二乙基硫代乙醛，它发生了一些4,5-O-取代反应。D-三糖和2,3-二-O-甲基-D-半乳糖二乙基硫代乙醛也主要发生α-末端取代，尽管部分β-末端取代也发生，尤其是后者的硫代乙醛。丙酮-硫酸导致D-三糖和2,3-二-O-甲基-D-半乳糖二乙基硫代乙醛的α-末端乙酮化。D-三糖二乙基硫代乙醛的产物含有90%的2,3-O-异丙基亚甲基和10%的3,4-O-异丙基亚甲基衍生物。在丙酮-硫酸中，D-葡萄糖醛-δ-内酯二乙基硫代乙醛主要在2,4-位置发生乙酮化，尽管还存在一小部分4,5-O-异丙基亚甲基衍生物。
• 4,5,6-Tribenzoyl-<scp>D</scp>-galaktose-diäthylmercaptal
  作者：H. R. Bolliger、M. D. Schmid

  DOI：10.1002/hlca.19540370332

  日期：——

  Benzoylierung von D-Galaktose-diäthylmercaptal in wässeriger Lösung liefert 4,5,6-Tribenzoyl-D-galaktose-diäthylmercaptal.

  D-半乳糖二乙基巯基在水溶液中的苯甲酰化得到4,5,6-三苯甲酰基-D-半乳糖二乙基巯基。
• Macrolide antibiotics, process for their preparation, inter alia by fermentation, and pharmaceutical compositions containing them
  申请人：SCHERING CORPORATION

  公开号：EP0033433A1

  公开（公告）日：1981-08-12

  Disclosed are novel macrolide antibiotics of the general formula wherein R is H or OH; M is 0 or (H,OH); Z is the group of formula II, -CH7OH or groups which may be derived therefrom; A represents a double bond between carbon atoms of positions 12 and 13 or, together with the carbon atoms of positions 12 and 13, an oxirane ring. B represents a double bond between the carbon atoms of positions 10 and 11 or together with the carbon atoms of positions 10 and 11 the group -CH2-CH(O')-or-CH2-CH(O2)- and the non-toxic pharmaceutically acceptable ester and acid addition salts thereof. The novel antibiotic complex designated antibiotic AR-5 of the formula (falling within the scope of formula I), wherein R is hydrogen or hydroxy, and A represents a double bond or together with the carbon atoms of positions 12 and 13 an oxirane ring, can be produced by fermentation of a new species of the genus Micromonospora. which is Micromonospora Polytrota (e.g. NRRL 12066) The other compounds of formula I can be derived from the compounds of antibiotic AR-5 complex The compounds shown antibacterial activity. The gentamycine C complex is also produced by mic- romonospora polytrota NRRL 12066

  公开了通式如下的新型大环内酯类抗生素 其中 R 是 H 或 OH；M 是 0 或 (H，OH)；Z 是式 II 的基团、 -A 代表位置 12 和 13 的碳原子之间的双键，或与位置 12 和 13 的碳原子一起构成环氧乙烷环。B 代表位置 10 和 11 的碳原子之间的双键，或与位置 10 和 11 的碳原子一起代表基团-CH2-CH(O')-或- -CH(O2)-及其无毒的药学上可接受的酯和酸加成盐。 新型抗生素复合物命名为抗生素 AR-5，其式为 (属于式 I 的范围)，其中 R 是氢或羟基，A 代表双键或与第 12 位和第 13 位的碳原子一起代表环氧乙烷环，可通过小孢子菌属的一个新物种发酵制得，该新物种是 Polytrota 小孢子菌(例如 NRRL 12066)。 显示出抗菌活性的化合物。NRRL 12066 也能产生庆大霉素 C 复合物。
• 2-Methyl- and 2,6-Dimethylgalactose
  作者：John Walter Hyde Oldham、David James Bell

  DOI：10.1021/ja01269a026

  日期：1938.2