[(2S)-2-(methanesulfonamido)-3-methylbutyl] methanesulfonate | 129972-65-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机磺酸及其衍生物
• 英文名称: [(2S)-2-(methanesulfonamido)-3-methylbutyl] methanesulfonate
• CAS: 129972-65-2
• 化学式: C₇H₁₇NO₅S₂
• 分子量: 259.348
• InChiKey: QJNFYVDKXKJNPB-SSDOTTSWSA-N

物化性质

• 沸点：
  417.1±47.0 °C(Predicted)
• 密度：
  1.283±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  15
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  106
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  [(2S)-2-(methanesulfonamido)-3-methylbutyl] methanesulfonate 在 sodium carbonate 作用下， 以 甲醇 为溶剂， 生成 1H-茚-1-酮,2,3-二氢-3-(4-羟基苯基)-3-4-(2,3,5-三-O-苯甲酰-β.-D-呋喃核糖基)氧代苯基-
  参考文献：
  名称：

  C3-symmetric tripodal tetra-amines—preparation from chiral amino alcohols via aziridines

  摘要：

  Enantiopure N-sulfonylaziridines, conveniently obtained from readily available enantiopure amino alcohols, undergo smooth ring opening reactions using ammonia as a nucleophile to yield tripodal tetradentate C-3-symmetric amines. N-alkylation and subsequent removal of the sulfonyl groups provide access to alkyl-substituted analogs. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0957-4166(97)00302-9
• 作为产物：
  描述：

  乙基缬氨酸酯 在 lithium aluminium tetrahydride 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 5.0h， 生成 [(2S)-2-(methanesulfonamido)-3-methylbutyl] methanesulfonate
  参考文献：
  名称：

  Asymmetric Induction Reactions. VII. Palladium-Catalyzed Asymmetric .ALPHA.-Allylations of Carbonyl Compounds Using Chiral Sulfonamides as Chiral Ligands.

  摘要：

  利用来自光活性α-氨基酸的各种手性磺酰胺作为手性配体，研究了铂催化的碳酰化合物的不对称α-烯丙基化反应。讨论了磺酰胺官能团在铂催化中的参与。

  DOI：

  10.1248/cpb.45.769

文献信息

• Synthesis of (.BETA.-N-Sulfonylaminoalkyl)phosphines and Their Use in Palladium-Mediated Asymmetric Synthesis.
  作者：Shunji SAKURABA、Toshimi OKADA、Toshiaki MORIMOTO、Kazuo ACHIWA

  DOI：10.1248/cpb.43.927

  日期：——

  A series of (β-N-sulfonylaminoalkyl)phosphine ligands has been developed and employed for asymmetric palladium-catalyzed hydrosilylation and Heck-type hydroarylation, affording up to 72% ee and 90% yield.

  开发了一系列（β-N-磺酰氨基烷基）膦配体，并用于不对称钯催化的氢硅化和Heck类型的氢芳基化，获得了高达72%的光学纯度和90%的产率。
• A new chiral disulfonamide ligand derived from α-amino acid for catalytic enantioselective cyclopropanation
  作者：Nobuyuki Imai、Katsumasa Sakamoto、Masahiro Maeda、Kazushi Kouge、Kenji Yoshizane、Junzo Nokami

  DOI：10.1016/s0040-4039(97)00038-5

  日期：1997.2

  A new disulfonamide prepared from α-amino acid in five steps catalyzed cyclopropanation of allylic alcohols with Et2Zn and CH2I2 to afford the corresponding cyclopropylmethanols in moderate to good enantioselectivites. In particular, the reaction of cinnamyl alcohol in the presence of a chiral disulfonamide 1 k afforded an excellent enantioselectivity (85% ee).

  由α-氨基酸在五个步骤中制备的新的二磺酰胺催化烯丙基醇与Et 2 Zn和CH 2 I 2的环丙烷化，得到相应的环丙基甲醇，为中等至良好的对映体选择性。特别地，肉桂醇在手性二磺酰胺1k的存在下的反应提供了优异的对映选择性（85％ee）。
• Asymmetric Hydrosilylation of Cyclopentadiene and Styrene with Chlorosilanes Catalyzed by Palladium Complexes of Chiral (β-<i>N</i>-Sulfonylaminoalkyl)phosphines
  作者：Toshimi Okada、Toshiaki Morimoto、Kazuo Achiwa

  DOI：10.1246/cl.1990.999

  日期：1990.6

  It was found that the palladium complexes of newly prepared chiral (β-aminoalkyl)phosphine derivatives bearing N-sulfonyl groups were efficient catalysts for asymmetric hydrosilylations of cyclopentadiene and styrene with chlorosilanes.

  结果表明，新制备的带有 N-磺酰基的手性（β-氨基烷基）膦衍生物的钯配合物是环戊二烯和苯乙烯与氯硅烷不对称氢化硅烷化的有效催化剂。
• Asymmetric Induction Reactions. VII. Palladium-Catalyzed Asymmetric .ALPHA.-Allylations of Carbonyl Compounds Using Chiral Sulfonamides as Chiral Ligands.
  作者：Kunio HIROI、Akira HIDAKA、Rie SEZAKI、Yumiko IMAMURA

  DOI：10.1248/cpb.45.769

  日期：——

  Palladium-catalyzed asymmetric α-allylations of carbonyl compounds were studied using various kinds of chiral sulfonamides derived from optically active α-amino acids as chiral ligands. Participation of the sulfonamide functionality in the palladium catalysis is discussed.

  利用来自光活性α-氨基酸的各种手性磺酰胺作为手性配体，研究了铂催化的碳酰化合物的不对称α-烯丙基化反应。讨论了磺酰胺官能团在铂催化中的参与。
• C3-symmetric tripodal tetra-amines—preparation from chiral amino alcohols via aziridines
  作者：Magnus Cernerud、Hans Adolfsson、Christina Moberg

  DOI：10.1016/s0957-4166(97)00302-9

  日期：1997.8

  Enantiopure N-sulfonylaziridines, conveniently obtained from readily available enantiopure amino alcohols, undergo smooth ring opening reactions using ammonia as a nucleophile to yield tripodal tetradentate C-3-symmetric amines. N-alkylation and subsequent removal of the sulfonyl groups provide access to alkyl-substituted analogs. (C) 1997 Elsevier Science Ltd.