rac-3-(benzylsulfanyl)propane-1,2-diol | 5149-49-5

• 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: rac-3-(benzylsulfanyl)propane-1,2-diol
• 英文别名: 1-benzylthiopropan-2,3-diol；1-BENZYLTHIO-2,3-PROPYLENE GLYCOL；rac-3-benzylthiopropane-1,2-diol；3-(benzylthio)propane-1,2-diol；1-S-Benzyl-1-monothio-glycerin；1,2-Propanediol, 3-[(phenylmethyl)thio]-；3-benzylsulfanylpropane-1,2-diol
• CAS: 5149-49-5
• 化学式: C₁₀H₁₄O₂S
• mdl: MFCD03167482
• 分子量: 198.286
• InChiKey: YSATXIMUWIWYDM-UHFFFAOYSA-N

物化性质

• 沸点：
  162-165 °C(Press: 2 Torr)
• 密度：
  1.204±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  13
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  65.8
• 氢给体数：
  2
• 氢受体数：
  3

安全信息

• 海关编码：
  2930909090

反应信息

• 作为反应物：
  描述：

  rac-3-(benzylsulfanyl)propane-1,2-diol 在 咪唑 、 偶氮二甲酸二异丙酯 、 1-羟基苯并三唑 、 一水合肼 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 N,N-二异丙基乙胺 、 三苯基膦 作用下， 以 四氢呋喃 、 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 192.0h， 生成 1-(benzylthio)-3-(tert-butyldiphenylsilyloxy)propan-2-biotinylamide
  参考文献：
  名称：

  Synthesis of novel amphiphilic conjugates with a biological recognition function for developing targeted triggered liposomal delivery systems

  摘要：

  Several novel amphiphilic lipid derivatives were synthesized consisting of a lipid anchor connected to the hydrophilic moiety via a disulfide or glycoside bond and biotin linked to the hydrophilic part. Disulfide bonds were established by the help of 4-phenyltriazol-3,5-dione. Dansyl or fluorescein was covalently linked as fluorescent marker to some of the conjugates, allowing spectroscopic and microscopic detection. The conjugates represent first amphiphilic lipids carrying all four functions, i.e., lipophilic, hydrophilic, recognition, and disulfide cleavage group in one molecule, which are necessary for targeted, triggered drug delivery from phospholipid liposomes on demand. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.07.089
• 作为产物：
  描述：

  愈创甘油醚 、 苄硫醇 在 sodium hydroxide 作用下， 生成 rac-3-(benzylsulfanyl)propane-1,2-diol
  参考文献：
  名称：

  Gierer,J.; Wallin,N.-H., Acta Chemica Scandinavica (1947), 1965, vol. 19, p. 1502 - 1503

  摘要：

  DOI：

文献信息

• Gold(III) catalyzed oxidation of sulfides to sulfoxides by nitric acid under phase-transfer conditions: a new synthesis of sulfoxides
  作者：F. Gasparrini、M. Giovannoli、D. Misiti、G. Natile、G. Palmieri

  DOI：10.1016/s0040-4020(01)91563-7

  日期：1983.1

  Gold(III) halides catalyze the oxidation of sulfides to sulfoxides in a phase-transfer process. The organic sulfides, dissolved in nitromethane, are treated with (Bu4N+AuCl4−) in catalytic amount and aqueous nitric acid which acts as oxidant. The oxidation of the thio-group is selective and can be carried out also in the presence of other oxidizable groups, such as vinyl, tertiary amino, hydroxy, diol

  卤化金（III）在相转移过程中催化硫化物氧化为亚砜。所述有机硫化物，溶解在硝基甲烷，都与（BU处理4 Ñ + AUCL 4 -在催化量的硝酸水溶液用作氧化剂）。硫基的氧化是选择性的，并且也可以在其他可氧化基团如乙烯基，叔氨基，羟基，二醇等保持不变的情况下进行。此外，在不对称的二硫化物的情况下，该反应是区域特异性的，导致形成单个单亚砜。
• Facile Synthesis of Thiolariat Ethers or Crown Ethers Containing a Mercapto Group as a Side Arm
  作者：Tatsuya Nabeshima、Naoko Tsukada、Tsutomu Haruyama、Yumihiko Yano

  DOI：10.1246/bcsj.68.227

  日期：1995.1

  Cyclization reaction of S-substituted thioglycerol and oligoethylene glycol ditosylate gave thiolariat ethers in moderate yields. Mercaptomethyl crown ethers were obtained easily from benzylthiomethyl crown ethers by Na in liq. NH3–BuOH.

  S-取代的硫代甘油和低聚乙二醇二甲苯磺酸酯的环化反应以中等产率得到硫茚醚。巯基甲基冠醚很容易从苄基硫甲基冠醚中通过 Na 溶液得到。NH3-BuOH。
• Polyamine compounds and compositions containing them useful for the transfer of active substances into a cell
  申请人：TRANSGENE S.A.

  公开号：EP0965583A1

  公开（公告）日：1999-12-22

  The application relates to polyamine telomer compounds comprising the group of the formula I wherein: A is H or an alkyl of 1 to 4 carbon atoms or an aryl of 5 to 7 carbon atoms, the degree of polymerization n ranges from 1 to 100, R1 is selected, independently of one another in each [CH2-CA] n repeat, from -H, -CH3, -C2H5 and - (CH2)u-B, x and u are integers from 2 to 4, B being wherein: y is an integer from 2 to 4, z is an integer from 0 to 6, R3, R4, R5, R6 and R7 are selected, independently of one another, from H, alkyl or hydroxyalkyl of 1 to 4 carbon atoms.

  该申请涉及聚胺基寡聚物化合物，其包括以下式I的基团：其中：A为H或1至4个碳原子的烷基或5至7个碳原子的芳基，聚合度n范围为1至100，R1在每个[CH2-CA] n重复中独立选择为-H、-CH3、-C2H5和-(CH2)u-B，x和u为2至4的整数，B为其中：y为2至4的整数，z为0至6的整数，R3、R4、R5、R6和R7在彼此独立选择为H、1至4个碳原子的烷基或羟基烷基。
• Compositions and methods for separating amines and amino acids from their counter-enantiomers
  申请人：——

  公开号：US20040132998A1

  公开（公告）日：2004-07-08

  Diketo- and pyridine-containing chiral crown ligands having at least two chiral bulky groups attached to two different chiral carbon atoms of the crown that are covalently bonded to or coated on suitable solid supports, and further coated by hydrophobic organic solvents are disclosed. These compositions and associated methods are characterized by selectivity of several target amine or amino acid enantiomers over their counter-enantiomers and derivatives. The composition preferably has an &agr;-value greater than or equal to 4. This allows for the separation of such enantiomers with non-chromatographic resin bed separations of three separation stages or less.

  本发明揭示了至少具有两个手性笨重基团附着在皇冠的两个不同手性碳原子上的含二酮和吡啶的手性冠配体，这些基团与适当的固体支持体共价键合或涂覆，并进一步被疏水有机溶剂涂覆。这些组合物和相关方法的特征是在它们的对映异构体和衍生物中选择性地选择几个目标胺或氨基酸对映异构体。该组合物的α值最好大于或等于4。这允许通过三个或更少的非色谱树脂床分离阶段分离这些对映异构体。
• Phosphatidylinositol analogues, inhibitors of phosphatidyl-inositol-specific phospholipase C
  申请人：MEDIOLANUM FARMACEUTICI S.P.A.

  公开号：EP0497234A3

  公开（公告）日：1993-06-02

  Phosphatidylinositol analogues, inhibitors of phosphatidylinositol - specific phospholipase C of general formula (I) wherein X and R have the meanings specified in the description, suitable for preparing pharmaceutical compositions for the treatment of tumoral, thrombotic and inflammatory type patholgies.

  磷脂酰肌醇类似物是一种特异性抑制磷脂酰肌醇特定磷脂酶C的化合物，其通式为（I），其中X和R的含义在说明中指定，适用于制备用于治疗肿瘤、血栓和炎症类型病理的药物组合物。