(2S,2'S)-di-2-butylamine | 68852-54-0

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: (2S,2'S)-di-2-butylamine
• 英文别名: (S,S)-di-sec-butylamine；(S,S)-disec.butylamine；S,S-Di-sec.-butylamin；(S,s)-di(2-butyl)amine；(2S)-N-[(2S)-butan-2-yl]butan-2-amine
• CAS: 68852-54-0
• 化学式: C₈H₁₉N
• 分子量: 129.246
• InChiKey: OBYVIBDTOCAXSN-YUMQZZPRSA-N

物化性质

• 熔点：
  176 °C
• 沸点：
  137.4±8.0 °C(Predicted)
• 密度：
  0.759±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  9
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  12
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (2S,2'S)-di-2-butylamine 在 sodium tetrahydroborate 作用下， 以 乙醇 、 二甲基亚砜 为溶剂， 反应 6.0h， 生成 (1S)-2-[bis[(2S)-butan-2-yl]amino]-1-[1-[(2-chlorophenyl)methyl]pyrrol-3-yl]ethanol
  参考文献：
  名称：

  Synthesis and pharmacological investigation of the 3-analogs of viminol

  摘要：

  DOI：

  10.1016/0223-5234(88)90093-1
• 作为产物：
  描述：

  (S)-(+)-2-氨基丁烷 、 2-溴丁烷 以 乙醇 为溶剂， 生成 (2S,2'S)-di-2-butylamine
  参考文献：
  名称：

  Chiarino; Della Bella; Jommi, Arzneimittel-Forschung/Drug Research, 1978, vol. 28, # 9, p. 1554 - 1561

  摘要：

  DOI：

文献信息

• Chiral synthesis via organoboranes. 28. Reaction of .alpha.-chiral organyldichloroboranes with organyl azides providing a synthesis of secondary amines with exceptionally high enantiomeric purities
  作者：Herbert C. Brown、Ashok M. Salunkhe、Bakthan Singaram

  DOI：10.1021/jo00003a046

  日期：1991.2

  2-Alkyl-1,3,2-dioxaborinanes R*BO2(CH2)3 of essentially 100% enantiomeric purity were prepared by the asymmetric hydroboration of readily available prochiral olefins with mono- or diisopinocampheylboranes, followed by removal of the chiral auxiliary (alpha-pinene). The intermediate R*BO2(CH2)3 reacts readily with lithium aluminum hydride at 0-degrees-C to give the corresponding lithium monoalkylborohydrides stereospecifically in very good yields and in very high enantiomeric purities. The lithium monoalkylborohydrides, on treatment with hydrogen chloride in dimethyl sulfide, give the corresponding monoalkyldichloroboranes in very high enantiomeric purity. The intermediate monoalkyldichloroboranes react readily with organic azides in 1,2-dichloroethane with evolution of gaseous nitrogen and transfer of the organic group from boron to nitrogen with complete retention of configuration to provide the corresponding secondary amines, either (+)- or (-), in very high yields and exceptionally high enantiomeric purities. The procedure was applied to the synthesis of representative optically active amines of high enantiomeric purities (ee or de greater-than-or-equal-to 99%), including (2S,2'S)-di-2-butylamine, N-[(2S)-2-methyl-1-butyl]-(1S,2R)-trans-2-phenycyclopentylamine, N-[(3S)-3,7-dimethyloct-6-enyl](1S,2S)-trans-2-methylcyclohexylamine, and the meso-di-2-butylamine.
• Compounds with central analgesic activity, process for their preparation and pharmaceutical compositions containing them
  申请人：ZAMBON GROUP S.p.A.

  公开号：EP0342613B1

  公开（公告）日：1992-11-11
• DE, AMICI MARCO;DE, MICHELI CARLO;PLATINI, FABIO;DELLA, BELLA DAVIDE;CARA+, EUR. J. MED. CHEM., 23,(1988) N, C. 511-515
  作者：DE, AMICI MARCO、DE, MICHELI CARLO、PLATINI, FABIO、DELLA, BELLA DAVIDE、CARA+

  DOI：——

  日期：——
• BROWN, HERBERT C.;SALUNKHE, ASHOK M.;SINGARAM, BAKTHAN, J. ORG. CHEM., 56,(1991) N, C. 1170-1175
  作者：BROWN, HERBERT C.、SALUNKHE, ASHOK M.、SINGARAM, BAKTHAN

  DOI：——

  日期：——
• Three Stereoisomers of a Novel and Selective μ-Opioid Analgesic
  作者：S. Ianelli、M. Nardelli、C. Fraire、G. Grancini、M. Napoletano、F. Santangelo

  DOI：10.1107/s0108270195001478

  日期：1995.8.15

  The crystal structures of the following three stereoisomers have been determined: (1S)-2-[(1R,1'R)-, (1S)-2-[(1S,1'S)- and (1S)-2-[(1R,1'S)-bis(l-methylpropyl)amino]-1-[(5S)-1- [(2-chlorophenyl)methyl]-2-oxo-5-pyrrolidinyl]ethanol, C21H33ClN2O2 The configurations at the stereocentres strongly influence both the hydrogen-bonding behaviour of the OH group and the packing. The conformations of the central N-C-C(OH)-C-N chains are particularly relevant to this behaviour and to the pharmacological activity.