2-Azido-3-(benzylthio)propansaeure-methylester | 88347-75-5

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 2-Azido-3-(benzylthio)propansaeure-methylester
• 英文别名: Methyl 2-azido-3-(benzylsulfanyl)propanoate；methyl 2-azido-3-benzylsulfanylpropanoate
• CAS: 88347-75-5
• 化学式: C₁₁H₁₃N₃O₂S
• 分子量: 251.309
• InChiKey: YDTHQGQNOHQEKX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  17
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  66
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-Azido-3-(benzylthio)propansaeure-methylester 在 吡啶 、 硫化氢 作用下， 以 水 为溶剂， 反应 2.0h， 以80%的产率得到2-Amino-3-(benzylthio)propansaeure-methylester
  参考文献：
  名称：

  Effenberger, Franz; Beisswenger, Thomas; Dannenhauer, Fritz, Chemische Berichte, 1988, vol. 121, p. 2209 - 2224

  摘要：

  DOI：
• 作为产物：
  描述：

  苯甲磺酰氯 在 sodium azide 、 甲基三辛基氯化铵 、 calcium carbonate 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 11.0h， 生成 2-Azido-3-(benzylthio)propansaeure-methylester
  参考文献：
  名称：

  Effenberger, Franz; Beisswenger, Thomas; Dannenhauer, Fritz, Chemische Berichte, 1988, vol. 121, p. 2209 - 2224

  摘要：

  DOI：

文献信息

• PREPARATION OF DIAZO AND DIAZONIUM COMPOUNDS
  申请人：Raines Ronald Thaddeus

  公开号：US20100125132A1

  公开（公告）日：2010-05-20

  A method for making diazo-compounds, diazonium salts thereof and other protected forms of these compounds. Diaz-compounds are prepared by reaction of a tertiary phosphine reagent carrying a reactive carbonyl group with an azide. The reaction can also generate an acyl triazene which can be converted thermally or by addition of base to form the diazo-compound or the acyl triazene can be isolated. The method is particularly useful for conversion of azides carrying one or more electron withdrawing groups to diazo-compounds. The method can be carried out in aqueous medium under mild conditions and is particularly useful for conversion of azido sugars to diazo-compound and diazonium salts thereof under physiological conditions. Tertiary phosphine reagents, particularly those that are water-soluble, and precursors for preparation of the reagents are provided.

  一种制备重氮化合物、其重氮盐和这些化合物的其他保护形式的方法。通过将携带反应性羰基基团的三级膦试剂与偶氮化物反应来制备重氮化合物。该反应还可以生成酰基三氮烯，可以通过热转化或加入碱来形成重氮化合物，或者可以分离出酰基三氮烯。该方法特别适用于将携带一个或多个电子吸引基团的偶氮化物转化为重氮化合物。该方法可以在温和条件下在水性介质中进行，并且特别适用于在生理条件下将偶氮糖转化为重氮化合物和其重氮盐。提供了三级膦试剂，特别是那些水溶性的试剂，以及用于制备这些试剂的前体。
• S-substituted 2-azido-3-mercapto-propionic acid ester and process for
  申请人：Degussa Aktiengesellschaft

  公开号：US04523012A1

  公开（公告）日：1985-06-11

  The subject matter of the invention are S-substituted 2-azido-3-mercapto-propionic acid esters of the general formula ##STR1## in which R.sup.1 is a methyl or ethyl group and R.sup.2 is an unsubstituted or substituted alkyl group, a cycloalkyl group, an unsubstituted or substituted aromatic or heteroaromatic group or a benzyl group, and a process for their production by reaction of a methyl or ethyl ester of 2-chloroacrylic acid with a corresponding thiol to form an S-substituted 2-chloro-3-mercapto-propionic acid ester and subsequently exchanging the chlorine atom with an azido group as well as use of the compounds of formula (I) as intermediate products in the production of D,L-cysteine or derivatives of D,L-cysteine.

  本发明涉及一般式为##STR1##的S-取代的2-叠氮-3-巯基-丙酸酯，其中R.sup.1为甲基或乙基基团，R.sup.2为未取代或取代的烷基基团、环烷基团、未取代或取代的芳香或杂芳基团或苄基团，并提供了一种通过将2-氯丙烯酸的甲基或乙基酯与相应的硫醇反应形成S-取代的2-氯-3-巯基-丙酸酯，然后交换氯原子以得到叠氮基团的方法来制备它们的方法，以及将式(I)化合物用作D，L-半胱氨酸或D，L-半胱氨酸衍生物的中间体的用途。
• Preparation of diazo and diazonium compounds
  申请人：Wisconsin Alumni Research Foundation

  公开号：US08350014B2

  公开（公告）日：2013-01-08

  A method for making diazo-compounds, diazonium salts thereof and other protected forms of these compounds. Diaz-compounds are prepared by reaction of a tertiary phosphine reagent carrying a reactive carbonyl group with an azide. The reaction can also generate an acyl triazene which can be converted thermally or by addition of base to form the diazo-compound or the acyl triazene can be isolated. The method is particularly useful for conversion of azides carrying one or more electron withdrawing groups to diazo-compounds. The method can be carried out in aqueous medium under mild conditions and is particularly useful for conversion of azido sugars to diazo-compound and diazonium salts thereof under physiological conditions. Tertiary phosphine reagents, particularly those that are water-soluble, and precursors for preparation of the reagents are provided.

  一种制备重氮化合物、重氮盐及这些化合物的其他保护形式的方法。通过将带有反应性羰基基团的三级膦试剂与叠氮化合物反应制备重氮化合物。该反应也可以生成酰基三氮烯，可通过热转化或加入碱来形成重氮化合物，或可将酰基三氮烯分离。该方法特别适用于将带有一个或多个电子吸引基团的叠氮化合物转化为重氮化合物。该方法可在温和条件下在水介质中进行，并且特别适用于在生理条件下将叠氮糖转化为重氮化合物和重氮盐。提供了三级膦试剂，特别是水溶性的试剂及其制备前体。
• Diaryl phosphine compounds
  申请人：Raines Ronald Thaddeus

  公开号：US08871916B2

  公开（公告）日：2014-10-28

  A method for making diazo-compounds, diazonium salts thereof and other protected forms of these compounds. Diazo-compounds are prepared by reaction of a tertiary phosphine reagent carrying a reactive carbonyl group with an azide. The reaction can also generate an acyl triazene which can be converted thermally or by addition of base to form the diazo-compound or the acyl triazene can be isolated. The method is particularly useful for conversion of azides carrying one or more electron withdrawing groups to diazo-compounds. The method can be carried out in aqueous medium under mild conditions and is particularly useful for conversion of azido sugars to diazo-compounds and diazonium salts thereof under physiological conditions. Tertiary phosphine reagents, particularly those that are water-soluble, and precursors for preparation of the reagents are provided.

  一种制备重氮化合物、其重氮盐和其他保护形式的方法。通过三级膦试剂带有反应性羰基基团与叠氮化物反应制备重氮化合物。该反应还可以生成酰基三氮烯，可以通过热转化或加入碱来形成重氮化合物，或者可以分离出酰基三氮烯。该方法特别适用于将带有一个或多个电子吸引基团的叠氮化合物转化为重氮化合物。该方法可以在温和条件下在水介质中进行，特别适用于在生理条件下将叠氮糖转化为重氮化合物和其重氮盐。提供了三级膦试剂，特别是水溶性试剂和制备试剂的前体。
• Preparation of Diazo and Diazonium Compounds
  申请人：RAINES Ronald Thaddeus

  公开号：US20130203974A1

  公开（公告）日：2013-08-08

  A method for making diazo-compounds, diazonium salts thereof and other protected forms of these compounds. Diaz-compounds are prepared by reaction of a tertiary phosphine reagent carrying a reactive carbonyl group with an azide. The reaction can also generate an acyl triazene which can be converted thermally or by addition of base to form the diazo-compound or the acyl triazene can be isolated. The method is particularly useful for conversion of azides carrying one or more electron withdrawing groups to diazo-compounds. The method can be carried out in aqueous medium under mild conditions and is particularly useful for conversion of azido sugars to diazo-compound and diazonium salts thereof under physiological conditions. Tertiary phosphine reagents, particularly those that are water-soluble, and precursors for preparation of the reagents are provided.

  一种制备重氮化合物、其重氮盐和这些化合物的其他保护形式的方法。通过将带有反应性羰基基团的三级膦试剂与叠氮化物反应来制备重氮化合物。该反应也可以生成酰基三氮烯，可以通过热转化或加入碱来形成重氮化合物，或者可以分离出酰基三氮烯。该方法特别适用于将带有一个或多个电子提取基团的叠氮化合物转化为重氮化合物。该方法可以在温和条件下在水介质中进行，特别适用于在生理条件下将叠氮糖转化为重氮化合物和其重氮盐。提供了三级膦试剂，特别是那些水溶性的试剂和制备试剂的前体。