(1S)-(-)-camphanic acid chloride | 93800-81-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 内酯类
• 英文名称: (1S)-(-)-camphanic acid chloride
• 英文别名: chlorure d'acide camphanique；(-)-camphanic acid chloride；(S)-(-)-camphanic chloride
• CAS: 93800-81-8
• 化学式: C₁₀H₁₃ClO₃
• 分子量: 216.664
• InChiKey: PBMBOBZCWPUUFO-ZJUUUORDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.87
• 重原子数：
  14.0
• 可旋转键数：
  1.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  43.37
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  (1S)-(-)-camphanic acid chloride 在 吡啶 、 盐酸 、 4-二甲氨基吡啶 作用下， 反应 24.0h， 生成
  参考文献：
  名称：

  Synthèse stéréosélective de la girolline

  摘要：

  Desaminogirollines syn 2'S,3'S and 2'R,3'R have been prepared from N1-camphosulfonamide 4-carboxaldehyde imidazole and their diastereoisomeric derivatives have been separated. The stereoselective synthesis of chiral natural girolline has been achieved from D(-)arabinose: this ose is condensed with formamidine acetate to obtain a 4(5)-[1',2',3'-trihydroxypropyl]-imidazole; the side-chain is chlorinated before being aminated via an azido compound and the 2-amino group of girolline is obtained by rhodium catalytic reduction of the 2-diazo derivative.

  DOI：

  10.1016/s0040-4020(01)80443-9

文献信息

• PREPARATION OF ENANTIOMERICALLY PURE 1-HYDROXY-NEOCEMBRENES TO DETERMINE THE UNSOLVED ABSOLUTE CONFIGURATION OF CEMBRENOIDS
  作者：Mario Aoki、Tadao Uyehara、Tadahiro Kato、Kuninobu Kabuto、Shozo Yamaguchi

  DOI：10.1246/cl.1983.1121

  日期：1983.7.5

  prepared in an enantiomerically pure form by reduction of dl-ketone with respective (+)- and (−)-Darvon-LiAlH4 complex followed by purification with the aids of esterification with d- and l-menthoxyacetyl chlorides and (−)-camphanic acid chloride, respectively. Absolute configuration of naturally occurring (+)-mayol and (+)-cembrenene was determined by correlation with enantiomerically pure compounds

  通过用相应的 (+)- 和 (-)-Darvon-LiAlH4 复合物还原 dl-酮，然后借助 d- 和 l- 的酯化进行纯化，以对映体纯形式制备顺式和反式 1-羟基-neocembrenes分别为薄荷氧基乙酰氯和 (-)-莰酰氯。天然存在的 (+)-mayol 和 (+)-cembrenene 的绝对构型通过与对映体纯化合物的相关性确定。
• General Scope of 1,4-Diastereoselective Additions to a 2(3<i>H</i>)-Quinazolinone:  Practical Preparation of HIV Therapeutics
  作者：Nicholas A. Magnus、Pat N. Confalone、Louis Storace、Mona Patel、Christopher C. Wood、Wayne P. Davis、Rodney L. Parsons

  DOI：10.1021/jo0263162

  日期：2003.2.1

  The practical and highly diastereoselective syntheses of CF3-substituted dihydroquinazolinones via 1,4-additions of nucleophiles to chiral auxiliary substituted 2(3H)-quinazolinones is described. This methodology is applied to the syntheses of the NNRTIs (nonnucleoside reverse transcriptase inhibitors) DPC 961 (1) and DPC 083 (2), which are useful for the treatment of HIV (human immunodeficiency virus). The synthesis of DPC 961 (1) requires three steps, proceeds in >55% overall yield from the keto-aniline 9, and gives synthetic access to DPC 083 (2). In addition, the scope of the new diastereoselective 1,4-addition chemistry is investigated. The first preparation of DPC 961 (1) described in this paper is a derivatization fractional crystallization protocol.
• Glycosyl-inositol derivatives I. Synthesis of 1-substituted chiro-inositol derivatives
  作者：Frank Tagliaferri、Wang Sho-Nong、William K Berlin、Robert A Outten、T.Y Shen

  DOI：10.1016/s0040-4039(00)88737-7

  日期：1990.1