2-(methyl-3-tetrahydropyran-2-yloxy)propan-1-al | 53250-12-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧烷类
• 英文名称: 2-(methyl-3-tetrahydropyran-2-yloxy)propan-1-al
• 英文别名: 2-methyl-3-tetrahydropyranyloxypropanal；2-methyl-3-(oxan-2-yloxy)propanal
• CAS: 53250-12-7
• 化学式: C₉H₁₆O₃
• 分子量: 172.224
• InChiKey: QBLWUOXMRZHBGS-UHFFFAOYSA-N

物化性质

• 沸点：
  271.1±30.0 °C(Predicted)
• 密度：
  1.01±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  12
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(methyl-3-tetrahydropyran-2-yloxy)propan-1-al 生成 N-benzyl-2-methyl-3-(oxan-2-yloxy)propan-1-imine oxide
  参考文献：
  名称：

  TERASHIMA, SHIRO;KIMURA, YOSHIKAZU;ITO, YOSHIO;SAKAI, KUNIKAZU;HIYAMA, TA+

  摘要：

  DOI：
• 作为产物：
  描述：

  2-methyl-3-(oxan-2-yloxy)propan-1-ol 在 pyridinium chlorochromate 作用下， 以 二氯甲烷 为溶剂， 生成 2-(methyl-3-tetrahydropyran-2-yloxy)propan-1-al
  参考文献：
  名称：

  Amino acid derivatives, and their production

  摘要：

  一种氨基酸衍生物的化学式：##STR1## 其中 R.sup.1 是羟基的保护基，可用作生产抗微生物剂的中间体。

  公开号：

  US04892961A1

文献信息

• A stereocontrolled synthesis of trans-alkene isosteres of dipeptides
  作者：Andreas Spaltenstein、Philip A Carpino、Fumio Miyake、Paul B Hopkins

  DOI：10.1016/s0040-4039(00)84457-3

  日期：1986.1

  A general synthetic route to trans-alkene isosteres of protected dipeptides is reported. This sequence permits the fullystereocontrolled preparation of these isosteres in optically active form and in quantities sufficient for further biological study. Prepared in this manner were alkene isosteres of TyrAla. PhePhe, and LeuLeu.

  据报道，一般的合成路线是得到保护的二肽的反式链烯异构体。该序列允许以旋光形式和足够用于进一步生物学研究的量完全立体控制这些等位基因的制备。以这种方式制备的是TyrAla的烯烃等排体。PhePhe和LeuLe​​u。
• BICYCLIC COMPOUND, PRODUCTION AND USE THEREOF
  申请人：TOBIRA THERAPEUTICS, INC.

  公开号：US20160008326A1

  公开（公告）日：2016-01-14

  The present invention provides a new cyclic compound having a CCR antagonist activity, especially a CCR5 antagonist activity, and the use thereof. The compound of the present invention is represented by the formula: wherein, R 1 is a 5- to 6-membered ring group which may be substituted; X 1 is a bond or the like; ring A is a 5- to 6-membered ring group which may be substituted; ring B is a 8- to 10-membered ring group which may be substituted; X 2 is a bivalent group of 1 to 4 atom; Z 1 is a bivalent cyclic ring group or the like; Z 2 is a bond or the like; and R 2 is an amino group, a nitrogen-containing heterocyclic group which may be substituted or the like, or a salt thereof.

  本发明提供了一种具有CCR拮抗活性的新环化合物，特别是CCR5拮抗活性，以及其用途。本发明的化合物由以下公式表示：其中，R1是一个可能被取代的5至6成员环基团；X1是键或类似物；环A是一个可能被取代的5至6成员环基团；环B是一个可能被取代的8至10成员环基团；X2是1至4原子的二价基团；Z1是二价环状基团或类似物；Z2是键或类似物；R2是氨基、可能被取代的含氮杂环基团或类似物，或其盐。
• Asymmetric amination of α,α-dialkyl substituted aldehydes catalyzed by a simple chiral primary amino acid and its application to the preparation of a S1P₁ agonist
  作者：Qiong Xiao、Yifan Tang、Ping Xie、Dali Yin

  DOI：10.1039/c9ra06210f

  日期：——

  The chiral catalytic amination of an α,α-dialkyl substituted aldehyde usually proceeds with low enantioselectivity. We selected naphthyl-L-alanine as the catalyst and observed improved enantioselectivity for the amination. Using this method, racemic α-methyl-α-benzyloxypropanal was aminated to give chiral serine derivatives in 74% ee, which was further increased to >99% ee after recrystallization.

  α,α-二烷基取代醛的手性催化胺化通常以低对映选择性进行。我们选择萘基-L-丙氨酸作为催化剂，观察到胺化反应的对映选择性得到改善。使用该方法，将外消旋的α-甲基-α-苄氧基丙醛胺化，得到74% ee的手性丝氨酸衍生物，重结晶后进一步提高到>99% ee。此外，我们还成功合成了一种手性鏻盐9，用于制备一种 α-取代的丙氨醇化合物14作为 S1P 1激动剂，总收率高。
• Further studies on chromium(II)-mediated homoallylic alcohol syntheses
  作者：Michael D. Lewis、Yoshito Kishi

  DOI：10.1016/s0040-4039(00)87337-2

  日期：1982.1

  The stereochemical outcome of chromium(II)-mediated syntheses of homoallylic alcohols has been examined on 11 aldehydes, – .

  铬（II）高烯丙醇的合成介导的立体化学结果已经检查了11种醛，- 。
• Multiple equilibration strategies in synthesis. Stereocontrolled synthesis of polypropionate fragments
  作者：Yun Bo Zhao、Norman E. Pratt、Mary Jane Heeg、Kim F. Albizati

  DOI：10.1021/jo00058a003

  日期：1993.3

  A multiple equilibration strategy as a general approach to asymmetric synthesis has been demonstrated. The generation, multiple equilibration, and manipulation of methyl-substituted 4,10-diketo-1,7-dioxaspiro[5.5]-undecanes has led to the synthesis of polypropionate fragments containing tetrahydropyran rings containing seven contiguous stereocenters in only five steps with complete stereocontrol.