(R)-1-decyn-4-ol | 134108-46-6

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (R)-1-decyn-4-ol
• 英文别名: (4r)-1-Decyn-4-ol；(4R)-dec-1-yn-4-ol
• CAS: 134108-46-6
• 化学式: C₁₀H₁₈O
• 分子量: 154.252
• InChiKey: KBUOIXPROFWBTA-JTQLQIEISA-N

物化性质

• 沸点：
  243.5±13.0 °C(Predicted)
• 密度：
  0.880±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  11
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (R)-1-decyn-4-ol 在 (diethylamido)sulfur trifluoride 作用下， 以 二氯甲烷 为溶剂， 生成 (S)-4-Fluoro-1-decyne
  参考文献：
  名称：

  Synthesis of a new family of chiral fluorinated synthons: (R)- and (S)-4-fluoro-1-alkynes

  摘要：

  DOI：

  10.1021/jo00010a051
• 作为产物：
  描述：

  (4R)-1-trimethylsilyldec-1-yn-4-ol 在 甲醇 、 potassium fluoride 作用下， 生成 (R)-1-decyn-4-ol
  参考文献：
  名称：

  Synthesis and Electro-Optical Properties of Dihydrobenzofurans and Dihydrofuropyridines as Chiral Dopants for Ferroelectric Liquid Crystals

  摘要：

  合成了具有光学活性的二氢苯并呋喃和二氢呋喃吡啶，并证明它们是铁电液晶的良好手性掺杂剂。

  DOI：

  10.1246/cl.1995.537

文献信息

• Catalytic Asymmetric Allenylation: Regulation of the Equilibrium between Propargyl- and Allenylstannanes during the Catalytic Process
  作者：Chan-Mo Yu、Sook-Kyung Yoon、Kwangwoo Baek、Jae-Young Lee

  DOI：10.1002/(sici)1521-3773(19980918)37:17<2392::aid-anie2392>3.0.co;2-d

  日期：1998.9.18

  substrates 1 and 2 can be regioselectively converted into chiral allenyl alcohols 3 through the title reaction [Eq. (1)] with the synergetic reagent iPrSBEt2 and a chiral TiIV catalyst. The dramatic regioselectivity originates from the regulation of the equilibrium between propargyl- and allenylstannanes during the catalytic process.

  非手性底物1和2可以通过标题反应[等式1]区域选择性地转化为手性烯丙醇3。（1）]与协同试剂iPrSBEt 2和手性Ti IV催化剂。显着的区域选择性源自在催化过程中炔丙基-和烯丙基锡之间的平衡调节。
• Effects of Subjoin Lewis Acid on the Catalytic Asymmetric Allylic Transfer Reactions of Aldehydes Promoted by BINOL-Ti(IV) Complex
  作者：Chan-Mo Yu、Ha-Soon Choi、Sook-Kyung Yoon、Won-Hyuk Jung

  DOI：10.1055/s-1997-963

  日期：1997.8

  Practical and efficient catalytic asymmetric allylic transfer reactions of achiral aldehydes with tin reagents promoted by BINOL-Ti(IV) complex are achieved with high enantioselectivity by the utilization of subjoined Lewis acid, B(OMe)3.

  在 BINOL-Ti(IV)络合物的促进下，利用亚连接路易斯酸 B(OMe)3 实现了不对称醛与锡试剂的实用高效催化不对称烯丙基转移反应，并具有很高的对映选择性。
• Catalytic asymmetric prop-2-ynylation involving the use of the bifunctional synergetic reagent Et2BSPri
  作者：Chan-Mo Yu、Sook-Kyung Yoon、Ha-Soon Choi、Kwangwoo Baek

  DOI：10.1039/a700540g

  日期：——

  Efficient catalytic asymmetric prop-2-ynylation of achiral aldehydes with allenyltributylstannane promoted by a BINOL–Ti IV complex (10 mol%) is achieved with high enantioselectivity by the use of Et 2 BSPr i .

  通过使用 Et 2 BSPr i，在 BINOL-Ti IV 复合物（10 mol%）的促进下，以高对映选择性实现了不对称丙-2-炔基与全烯基三丁基锡烷的高效催化。
• Process for producing (2r)-2-propyloctanoic acid and intermediate therefor
  申请人：Hamada Yasumasa

  公开号：US20060135802A1

  公开（公告）日：2006-06-22

  The present invention relates to a process for producing (2R)-2-propyloctanoic acid, which comprises subjecting (2R)-2-hexyloxirane to a two-carbon adding reaction with ring-opening reaction, followed by a protecting reaction of a hydroxyl group to convert it to a compound represented by formula (I): (wherein X represents an optionally protected hydroxyl group) and then subjecting the compound to a one-carbon adding reaction to convert it to (2R)-2-propyloctanamide, followed by recrystallization and hydrolysis. According to the process of the present invention, (2R)-2-propyloctanoic acid can be produced by less steps as compared with the conventional method without a dangerous reaction.

  本发明涉及一种制备(2R)-2-丙基辛酸的方法，包括将(2R)-2-己氧环烷经过两碳加成反应和环开启反应，然后进行羟基保护反应将其转化为式(I)所表示的化合物（其中X表示可选的羟基保护基），然后将该化合物进行一碳加成反应，转化为(2R)-2-丙基辛酰胺，随后进行重结晶和水解。根据本发明的方法，与传统方法相比，可以通过较少的步骤生产(2R)-2-丙基辛酸，而且不会发生危险反应。
• Process for producing (2R)-2-propyloctanoic acid and intermediate therefor
  申请人：Ono Pharmaceutical Co., Ltd.

  公开号：US07589221B2

  公开（公告）日：2009-09-15

  The present invention relates to a process for producing (2R)-2-propyloctanoic acid, which comprises subjecting (2R)-2-hexyloxirane to a two-carbon adding reaction with ring-opening reaction, followed by a protecting reaction of a hydroxyl group to convert it to a compound represented by formula (I): (wherein X represents an optionally protected hydroxyl group) and then subjecting the compound to a one-carbon adding reaction to convert it to (2R)-2-propyloctanamide, followed by recrystallization and hydrolysis. According to the process of the present invention, (2R)-2-propyloctanoic acid can be produced by less steps as compared with the conventional method without a dangerous reaction.

  本发明涉及一种制备(2R)-2-丙氧基癸酸的方法，包括将(2R)-2-己氧杂环丙烷进行两碳加成反应和环开启反应，然后进行羟基保护反应将其转化为式(I)所表示的化合物（其中X表示可选择保护的羟基），然后将该化合物进行一碳加成反应，转化为(2R)-2-丙氧基癸酰胺，随后进行重结晶和水解。根据本发明的方法，与传统方法相比，可以通过较少的步骤制备(2R)-2-丙氧基癸酸，而且不会发生危险反应。