3-(2-benzyloxy-phenyl)-propionaldehyde | 75677-03-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 3-(2-benzyloxy-phenyl)-propionaldehyde
• 英文别名: 3-(2-(benzyloxy)phenyl)propanal；3-(2-Benzyloxyphenyl)propanal；3-(2-phenylmethoxyphenyl)propanal
• CAS: 75677-03-1
• 化学式: C₁₆H₁₆O₂
• 分子量: 240.302
• InChiKey: ZCVFCBHKERWGRT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  18
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-(2-benzyloxy-phenyl)-propionaldehyde 在 碘代三甲硅烷 作用下， 以 四氢呋喃 为溶剂， 生成 [(E)-4-(2-Benzyloxy-phenyl)-1-fluoro-but-1-enyl]-phosphonic acid
  参考文献：
  名称：

  Synthesis of arylalkylmonofluorophosphonates as myo-inositol monophosphatase ligands

  摘要：

  Arylalkylmonofluorophosphonates were prepared by condensation of arylalkylaldehydes with the lithium salt of diethyl 1-fluoro-1-(trimethylsilyl)-methylphosphonate. Reduction and hydrolysis sequences gave the final products. These compounds do not inhibit the myo-inositol monophosphatase. (C) 1998 Published by Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(98)00674-1
• 作为产物：
  描述：

  2-(3-羟基-丙基)-苯酚 在 草酰氯 、 sodium hydride 、 二甲基亚砜 、 三乙胺 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 3.25h， 生成 3-(2-benzyloxy-phenyl)-propionaldehyde
  参考文献：
  名称：

  Synthesis of arylalkylmonofluorophosphonates as myo-inositol monophosphatase ligands

  摘要：

  Arylalkylmonofluorophosphonates were prepared by condensation of arylalkylaldehydes with the lithium salt of diethyl 1-fluoro-1-(trimethylsilyl)-methylphosphonate. Reduction and hydrolysis sequences gave the final products. These compounds do not inhibit the myo-inositol monophosphatase. (C) 1998 Published by Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(98)00674-1

文献信息

• β-Hydroxy-α-tosyloxy esters as chiral building blocks for the enantioselective synthesis of benzo-annulated oxa-heterocycles: scope and limitations
  作者：Sajal Kumar Das、Gautam Panda

  DOI：10.1016/j.tet.2008.03.001

  日期：2008.5

  The enantioselective synthesis of benzo-annulated oxa-heterocycles 2,3-dihydrobenzofuran and 1-benzopyran derivatives is described using β-hydroxy-α-tosyloxy esters as chiral building blocks, which are easily accessible through the regioselective α-tosylation of Sharpless asymmetric dihydroxylation-derived syn-2,3-dihydroxy esters.

  使用β-羟基-α-甲苯磺酰氧基酯作为手性结构单元描述了苯并环的氧杂杂环2,3-二氢苯并呋喃和1-苯并吡喃衍生物的对映选择性合成，可通过Sharpless不对称二羟基化的区域选择性α-甲苯磺酸化轻松实现衍生的顺-2,3-二羟基酯。
• Application of Phenolate Ion Mediated Intramolecular Epoxide Ring Opening in the Enantioselective Synthesis of Functionalized 2,3-Dihydrobenzofurans and 1-Benzopyrans¹
  作者：Gautam Panda、Subal Dinda、Sajal Das

  DOI：10.1055/s-0028-1088077

  日期：2009.6

  The enantioselective synthesis of 2-isopropenyl-2,3-dihydrobenzofurans, 4-(2,3-dihydrobenzofuran-2-yl)-2-methylbut-3-en-2-ols, 2-hydroxymethyl chromans, and 4-chroman-2-yl-2-methylbut-3-en-2-ols has been achieved using Sharpless asymmetric epoxidation-derived enantiomerically enriched epoxy alcohols as chiral building blocks. A phenolate ion mediated intramolecular epoxide ring-opening reaction was

  对映选择性合成2-异丙烯基-2,3-二氢苯并呋喃，4-（2,3-二氢苯并呋喃-2-基）-2-甲基丁-3-烯-2-醇，2-羟甲基苯并二氢吡喃和4-苯并二氢吡喃-使用Sharpless不对称环氧化衍生的对映异构体富集的环氧醇作为手性结构单元，可以实现2-yl-2-甲基but-3-en-2-ols。酚盐离子介导的分子内环氧化物开环反应是每个环化反应的关键步骤。 2-异丙烯基-2,3-二氢苯并呋喃-2-羟甲基苯并二氢吡喃-环氧化-环氧化物-多环化合物-开环 CDRI通信号码7184。
• Enantioselective Synthesis of Functionalized 1-Benzoxepines by Phenoxide Ion Mediated 7-<i>endo</i>-<i>tet</i>Carbocyclization of Cyclic Sulfates
  作者：Sajal Kumar Das、Subal Kumar Dinda、Gautam Panda

  DOI：10.1002/ejoc.200800661

  日期：2009.1

  A new asymmetric synthesis of 2,3-disubstituted 1-benzoxepines is described. Key steps include Sharpless asymmetricdihydroxylation of trans-α,β-unsaturated esters and phenoxide ion mediated intramolecular 7-endo-tet carbocyclization of syn-2,3-dihydroxy ester derived cyclic sulfates. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)

  描述了一种新的 2,3-二取代 1-苯并氧杂环庚烷的不对称合成。关键步骤包括反式-α,β-不饱和酯的 Sharpless 不对称二羟基化和苯氧离子介导的分子内 7-endo-tet 碳环化 Syn-2,3-二羟基酯衍生的环状硫酸盐。(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)
• Mevalonolactone derivatives as inhibitors of 3-hydroxy-3-methylglutaryl coenzyme A reductase.
  作者：AIYA SATO、HIROSHI NOGUCHI、SEIJI MITSUI、ISAO KANEKO、YOKO SHIMADA

  DOI：10.1248/cpb.28.1509

  日期：——

  Mevalonolactone derivatives were prepared via stereo-and regioselective bromolactonization of γ, δ-unsaturated acids and their structure-activity relationship in connection with their inhibitory activity in vitro against 3-hydroxy-3-methylglutaryl coenzyme A (HMG CoA) reductase, a rate-limiting enzyme in cholesterol biosynthesis, was investigated.

  通过对γ, δ-不饱和酸进行立体选择性和区域选择性的溴内酯化反应制备了美瓦龙内酯衍生物，并研究了它们在体外对3-羟基-3-甲基谷氨酰辅酶A（HMG CoA）还原酶的抑制活性与其结构-活性关系，该酶是胆固醇生物合成中的限速酶。
• Phenoxyalkylamines, -pyrrolidines and -piperidines for the treatment and prevention of circulatory diseases and psychosis
  申请人：SANKYO COMPANY LIMITED

  公开号：EP0600717A1

  公开（公告）日：1994-06-08

  Compounds of formula (I): [wherein: R¹ is aryl; R² is hydrogen, alkyl, alkoxy, halogen or cyano; R³ is a group of formula -B-NR⁴R⁵, where R⁴ and R⁵ are independently hydrogen, alkyl or substituted alkyl or R⁴ and R⁵, together with the nitrogen to which they are attached, form a heterocycle, and B is alkylene or a group of formula -CH₂CH(OR⁶ )CH₂-, where R⁶ is hydrogen, alkanoyl, substituted alkanoyl or arylcarbonyl, or a group of formula -D-R⁷, where D is a single bond or alkylene and R⁷ is a heterocycle; and A is alkylene; and pharmaceutically acceptable salts and esters thereof] are useful for the treatment and prevention of circulatory diseases and psychosis.

  式(I)的化合物：[其中：R¹为芳基；R²为氢、烷基、烷氧基、卤素或氰基；R³为式-B-NR⁴R⁵的基团，其中R⁴和R⁵独立地为氢、烷基或取代烷基，或者R⁴和R⁵与它们所连接的氮一起形成杂环，B为烷基或式-CH₂CH(OR⁶)CH₂-的基团，其中R⁶为氢、烷酰基、取代烷酰基或芳基羰基，或式-D-R⁷的基团，其中D为单键或烷基烯丙基，R⁷为杂环；且A为烷基；以及其药学上可接受的盐和酯]可用于治疗和预防循环系统疾病和精神病。