(2S,3S)-2,3-di(methanesulfonyloxy)-1,4-butanediol | 193072-13-8

• 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,3S)-2,3-di(methanesulfonyloxy)-1,4-butanediol
• 英文别名: [(2S,3S)-1,4-dihydroxy-3-methylsulfonyloxybutan-2-yl] methanesulfonate
• CAS: 193072-13-8
• 化学式: C₆H₁₄O₈S₂
• 分子量: 278.304
• InChiKey: LDAMJENHFVFPJU-WDSKDSINSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.2
• 重原子数：
  16
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  144
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  (2S,3S)-2,3-di(methanesulfonyloxy)-1,4-butanediol 在 盐酸 、 sodium azide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 336.0h， 以70%的产率得到(2R,3R)-2,3-diazidobutane-1,4-diol
  参考文献：
  名称：

  Palladium(II) and platinum(II) complexes containing dimesyloxy-substituted chiral diamines

  摘要：

  The physically stable but chemically reactive square-planar complex (+)-[(dichloro)((S,S)-1,4-dimesyloxy-2,3-butanediamine)palladium(II)] and its platinum(II) analogue have been prepared from the reactions between the dihydrochloride salt of the diamine and K2MCl4 (where M = Pd, Pt) in water. The palladium complex has been analysed by X-ray crystallography. In contrast to their metal complexes, the free diamine ligand and its dihydrochloride salt are unstable and cannot be isolated. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0957-4166(97)00179-1
• 作为产物：
  描述：

  (2S,3S)-2,3-di(methanesulfonyloxy)-1,4-dibenzyloxybutane 在 palladium dihydroxide 氢气 作用下， 以 乙醇 、 乙酸乙酯 为溶剂， 以98%的产率得到(2S,3S)-2,3-di(methanesulfonyloxy)-1,4-butanediol
  参考文献：
  名称：

  Synthesis of the first water-soluble C 2 -symmetric bis(oxazolidinone) as a potential bifunctional chiral auxiliary

  摘要：

  The first water-soluble C-2-symmetric bis(oxazolidinone) 1, a potential bifunctional chiral auxiliary, has been synthesized via regioselective intramolecular cyclization of a biscarbamate. The sodium enolate derived from N,N'-di(phenylacetyl)bis(oxazolidinone) 7 reacts with methyl iodide with high facial selectivity (95:5). (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(00)00086-0

文献信息

• One-pot synthesis of C2-symmetric N,N′-diaryl bis(oxazolidin-2-ones) as precursors for N,N′-diaryl 2,3-diamino-1,4-butanediols
  作者：Sang-gi Lee、Chung Woo Lim、Jae Kyun Lee、Ok-Sang Jung、Young-A Lee

  DOI：10.1016/s0957-4166(00)00446-8

  日期：2000.12

  A new and general one-pot synthetic method for C-2-symmetric N,N'-aryl-disubstituted bis(oxazolidin-2-ones) has been developed. Highly regioselective intramolecular cyclization reactions of 2,3-di(methanesulfonyloxy)-1,4-dihydroxybutane with arylisocyanates in the presence of sodium hydride afforded the corresponding C-2-symmetric N,N'-aryl-disubstituted bis(oxazolidin-2-ones) in 82-92% yields. Hydrolytic ring opening of the bis(oxazolidin-2-ones) provided a convenient synthetic route for optically pure C-2-symmetric N,N'-aryl-disubstituted 2,3-diamino-1,4-butanediols (58-86% yields). (C) 2001 Elsevier Science Ltd. All rights reserved.
• Synthesis of the first water-soluble C 2 -symmetric bis(oxazolidinone) as a potential bifunctional chiral auxiliary
  作者：Sang-gi Lee、Chung Woo Lim、Dong Chan Kim、Jae Kyun Lee

  DOI：10.1016/s0957-4166(00)00086-0

  日期：2000.4

  The first water-soluble C-2-symmetric bis(oxazolidinone) 1, a potential bifunctional chiral auxiliary, has been synthesized via regioselective intramolecular cyclization of a biscarbamate. The sodium enolate derived from N,N'-di(phenylacetyl)bis(oxazolidinone) 7 reacts with methyl iodide with high facial selectivity (95:5). (C) 2000 Elsevier Science Ltd. All rights reserved.
• Palladium(II) and platinum(II) complexes containing dimesyloxy-substituted chiral diamines
  作者：Chin-Chin Lim、K.F. Mok、K.Y. Sim、Pak-Hing Leung

  DOI：10.1016/s0957-4166(97)00179-1

  日期：1997.6

  The physically stable but chemically reactive square-planar complex (+)-[(dichloro)((S,S)-1,4-dimesyloxy-2,3-butanediamine)palladium(II)] and its platinum(II) analogue have been prepared from the reactions between the dihydrochloride salt of the diamine and K2MCl4 (where M = Pd, Pt) in water. The palladium complex has been analysed by X-ray crystallography. In contrast to their metal complexes, the free diamine ligand and its dihydrochloride salt are unstable and cannot be isolated. (C) 1997 Elsevier Science Ltd.