2-(tert-butyldimethylsilyl)-4-furaldehyde | 130493-23-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-(tert-butyldimethylsilyl)-4-furaldehyde
• 英文别名: 3-(5-tert-butyldimethylsilyl)furaldehyde；5-(tert-Butyldimethylsilyl)-3-furaldehyde；2-(tert-Butyldimethylsilyl) 4-furaldehyde；5-[tert-butyl(dimethyl)silyl]furan-3-carbaldehyde
• CAS: 130493-23-1
• 化学式: C₁₁H₁₈O₂Si
• 分子量: 210.348
• InChiKey: AZTMOPQTEYFAKZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.81
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  30.2
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-(tert-butyldimethylsilyl)-4-furaldehyde 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 反应 0.17h， 以894 mg的产率得到3-(5-tert-butyldimethylsilyl)furylmethanol
  参考文献：
  名称：

  Development of new Wittig reagent, silylfuranmethylid, and its reactivity

  摘要：

  New Wittig reagents, furanmethylids b-e were successfully developed. Their preparation, reactivity, and application toward the natural products synthesis are described in detail. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(03)00763-4
• 作为产物：
  描述：

  3-糠醛 、 叔丁基二甲基氯硅烷 在 吗啉 、 正丁基锂 、 仲丁基锂 作用下， 以 四氢呋喃 、 正己烷 、 环己烷 为溶剂， 反应 7.83h， 生成 2-(tert-butyldimethylsilyl)-4-furaldehyde
  参考文献：
  名称：

  Development of new Wittig reagent, silylfuranmethylid, and its reactivity

  摘要：

  New Wittig reagents, furanmethylids b-e were successfully developed. Their preparation, reactivity, and application toward the natural products synthesis are described in detail. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(03)00763-4

文献信息

• Intermediates and processes for preparing 4-substituted 2-5(H)-furanones
  申请人：Allergan, Inc.

  公开号：US05082954A1

  公开（公告）日：1992-01-21

  Anti-inflammatory 4-substituted 2-furanones are made from intermediates having the formulas: ##STR1## in which R.sub.1, R.sub.2 and R.sub.3 independently are n-alkyl of 1 to 6 carbons, or branched chain alkyl of 1 to 6 carbons; X is H, OH, NH.sub.2, I or Br; R.sub.4 is H, alkyl of 1-20 carbons, phenyl[C.sub.1 -C.sub.20 alkyl], naphthyl[C.sub.1 -C.sub.20 alkyl], CH.sub.2 OH, CH.sub.2 NH.sub.2, CH.sub.2 CH.sub.2 OH, CH.sub.2 --CHO, CH.sub.2 --COOH or CH.sub.2 --COOR.sub.5, and R.sub.5 is alkyl of 1 to 6 carbons, with the proviso that when X is hydrogen then R.sub.4 is selected from the group consisting of CH.sub.2 OH, CH.sub.2 NH.sub.2, CH.sub.2 CH.sub.2 OH, CH.sub.2 --CHO, or CH.sub.2 --COOR.sub.5 ; ##STR2## in which R.sub.1, R.sub.2 and R.sub.3 independently are n-alkyl of 1 to 6 carbons, or branched chain alkyl or 1 to 6 carbons, and R.sub.5 is alkyl or 1 to 6 carbons; ##STR3## in which R.sub.1, R.sub.2 and R.sub.3 independently are n-alkyl of 1 to 6 carbons, or branched chain alkyl of 1 to 6 carbons, and R.sub.6 is phenyl, or alkyl of 1 to 6 carbons, and ##STR4## in which R.sub.1, R.sub.2 and R.sub.3 independently are n-alkyl of 1 to 6 carbons, or branched chain alkyl of 1 to 6 carbons.

  抗炎症的4-取代的2-呋喃酮是由具有以下结构的中间体制备的：##STR1## 其中R.sub.1，R.sub.2和R.sub.3独立地是1到6个碳原子的n-烷基，或者1到6个碳原子的支链烷基；X是H，OH，NH.sub.2，I或Br；R.sub.4是H，1-20个碳原子的烷基，苯基[C.sub.1-C.sub.20烷基]，萘基[C.sub.1-C.sub.20烷基]，CH.sub.2 OH，CH.sub.2 NH.sub.2，CH.sub.2 CH.sub.2 OH，CH.sub.2 --CHO，CH.sub.2 --COOH或CH.sub.2 --COOR.sub.5，而R.sub.5是1到6个碳原子的烷基，但当X为氢时，R.sub.4从CH.sub.2 OH，CH.sub.2 NH.sub.2，CH.sub.2 CH.sub.2 OH，CH.sub.2 --CHO或CH.sub.2 --COOR.sub.5的组中选择；##STR2## 其中R.sub.1，R.sub.2和R.sub.3独立地是1到6个碳原子的n-烷基，或者1到6个碳原子的支链烷基，而R.sub.5是1到6个碳原子的烷基；##STR3## 其中R.sub.1，R.sub.2和R.sub.3独立地是1到6个碳原子的n-烷基，或者1到6个碳原子的支链烷基，而R.sub.6是苯基，或者1到6个碳原子的烷基，以及##STR4## 其中R.sub.1，R.sub.2和R.sub.3独立地是1到6个碳原子的n-烷基，或者1到6个碳原子的支链烷基。
• Pharmaceutical compositions and method for administering 3 and
  申请人：Allergan, Inc.

  公开号：US05268387A1

  公开（公告）日：1993-12-07

  3 and 4-substituted 2(5H)-furanone compounds influence the balance between bone production and bone resorption in mammals, including humans. The active compounds are administered to mammals, including humans, in an effective dose which ranges between 0.05 to 100 mg per kilogram, body weight, per day, for the purpose of influencing the balance between bone production and bone resorption, and particularly for treating osteoporosis.

  3和4-取代的2(5H)-呋喃酮化合物影响哺乳动物，包括人类的骨生成和骨吸收之间的平衡。这些活性化合物以有效剂量（每公斤体重范围在0.05至100毫克之间）被用于哺乳动物，包括人类，旨在影响骨生成和骨吸收之间的平衡，特别用于治疗骨质疏松症。
• 4-ethyl and 4-ethenyl-5-hydroxy-2(5H)-furanones substituted on alpha
  申请人：Allergan, Inc.

  公开号：US05013850A1

  公开（公告）日：1991-05-07

  Compounds of Formula 1, and of Formula 2, ##STR1## in which R.sub.1 is H or alkyl of 1 to 20 carbon, CO--R.sub.1 * CO--O--R.sub.1 * CO--NH--R.sub.1 * or PO(OR.sub.1 *).sub.2 or PO(OR.sub.1 *)R.sub.1 * where R.sub.1 * independently is alkyl of 1 to 20 carbons, phenyl, or substituted phenyl; X is long chain alkyl having at least 5 carbon atoms, long chain alkyl of at least 5 carbons substituted with an aryl group, or long chain alkyl of at least 5 carbons substituted with a substituted aryl group; Y is COOH, COOR.sub.2, CONH.sub.2, CONHR.sub.2, CON(R.sub.2).sub.2, CHO, COR.sub.2 ; COCF.sub.3, COCHF.sub.2, CH.dbd.NR.sub.2, CR.sub.2 .dbd.N--R.sub.2, CH.dbd.N--NHR.sub.2, CH.dbd.N--N(R.sub.2).sub.2, CH.dbd.NOH, CR.sub.2 .dbd.N--OH, CH.dbd.NOR.sub.2, CR.sub.2 .dbd.NOR.sub.2, CH.sub.2 OH, CHR.sub.2 OH, C(R.sub.2).sub.2 OH, CH.sub.2 OR.sub.2 * CHR.sub.2 OR.sub.2 * C(R.sub.2).sub.2 OR.sub.2 * SO.sub.2 R.sub.2, PO(OR.sub.3).sub.2, and PS(OR.sub.3).sub.2, where R.sub.2 independently is alkyl, phenyl, or substituted phenyl, R.sub.2 * is alkyl, phenyl, substituted phenyl, alkanoyl, or aroyl, and R.sub.3 is H, alkyl, phenyl or substituted phenyl; W is H, alkyl, phenyl, COOH, COOR.sub.4, CONHR.sub.4, CON(R.sub.4).sub.2, and Z is H or alkyl, are disclosed. The compounds possess anti-inflammatory activity.

  化合物的化学式1和化学式2如下：##STR1## 其中R.sub.1为H或含有1至20个碳原子的烷基，CO--R.sub.1 * CO--O--R.sub.1 * CO--NH--R.sub.1 *或PO(OR.sub.1 *).sub.2或PO(OR.sub.1 *)R.sub.1 *，其中R.sub.1 *独立地为含有1至20个碳原子的烷基、苯基或取代苯基；X为至少含有5个碳原子的长链烷基、至少含有5个碳原子的长链烷基取代的芳基、或至少含有5个碳原子的长链烷基取代的取代芳基；Y为COOH、COOR.sub.2、CONH.sub.2、CONHR.sub.2、CON(R.sub.2).sub.2、CHO、COR.sub.2、COCF.sub.3、COCHF.sub.2、CH.dbd.NR.sub.2、CR.sub.2.dbd.N--R.sub.2、CH.dbd.N--NHR.sub.2、CH.dbd.N--N(R.sub.2).sub.2、CH.dbd.NOH、CR.sub.2.dbd.N--OH、CH.dbd.NOR.sub.2、CR.sub.2.dbd.NOR.sub.2、CH.sub.2OH、CHR.sub.2OH、C(R.sub.2).sub.2OH、CH.sub.2OR.sub.2*CHR.sub.2OR.sub.2*C(R.sub.2).sub.2OR.sub.2*SO.sub.2R.sub.2、PO(OR.sub.3).sub.2和PS(OR.sub.3).sub.2，其中R.sub.2独立地为烷基、苯基或取代苯基，R.sub.2 *为烷基、苯基、取代苯基、烷酰基或芳酰基，R.sub.3为H、烷基、苯基或取代苯基；W为H、烷基、苯基、COOH、COOR.sub.4、CONHR.sub.4、CON(R.sub.4).sub.2；Z为H或烷基。这些化合物具有抗炎活性。
• Process for preparing 5-substituted-3-furaldehydes
  申请人：Allergan, Inc.

  公开号：US04935530A1

  公开（公告）日：1990-06-19

  A process for preparing 5-substituted-3-furaldehydes which comprises reacting 3-furaldehyde with lithium morpholide, followed by sec-butyl lithium, followed by an electrophile.

  一种制备5-取代-3-呋喃醛的方法，包括将3-呋喃醛与吗啉锂反应，然后加入丁基锂，最后加入亲电试剂。
• Intermediates for preparing 4-substituted 2-5(H)-furanones as
  申请人：Allergan, Inc.

  公开号：US05171863A1

  公开（公告）日：1992-12-15

  Anti-inflammatory 4-substituted 2-furanones are made from intermediates having the formulas: ##STR1## in which R.sub.1, R.sub.2 and R.sub.3 independently are n-alkyl of 1 to 6 carbons, or branched chain alkyl of 1 to 6 carbons; X is H, OH, NH.sub.2, I or Br; R.sub.4 is H, alkyl of 1-20 carbons, phenyl[C.sub.1 -C.sub.20 alkyl], naphthyl[C.sub.1 -C.sub.20 alkyl], CH.sub.2 OH, CH.sub.2 NH.sub.2, CH.sub.2 CH.sub.2 OH, CH.sub.2 --CHO, CH.sub.2 --COOH or CH.sub.2 --COOR.sub.5, and R.sub.5 is alkyl of 1 to 6 carbons, with the proviso that when X is hydrogen then R.sub.4 is selected from the group consisting of CH.sub.2 OH, CH.sub.2 NH.sub.2, CH.sub.2 CH.sub.2 OH, CH.sub.2 --CHO, or CH.sub.2 --COOR.sub.5 ; ##STR2## in which R.sub.1, R.sub.2 R.sub.3 independently are n-alkyl of 1 to 6 carbons, or branched chain alkyl of 1 to 6 carbons, and R.sub.5 is alkyl of 1 to 6 carbons; ##STR3## in which R.sub.1, R.sub.2 and R.sub.3 independently are n-alkyl of 1 to 6 carbons, or branched chain alkyl of 1 to 6 carbons, and R.sub.6 is phenyl, or alkyl of 1 to 6 carbons, and ##STR4## in which R.sub.1, R.sub.2 and R.sub.3 independently are n-alkyl of 1 to 6 carbons, or branched chain alkyl of 1 to 6 carbons.

  抗炎4-取代2-呋喃酮是由中间体制备而成，其化学式如下：##STR1## 其中，R.sub.1、R.sub.2和R.sub.3独立地是1到6个碳的n-烷基，或者是1到6个碳的支链烷基；X是H、OH、NH.sub.2、I或Br；R.sub.4是H、1-20个碳的烷基、苯基[C.sub.1-C.sub.20烷基]、萘基[C.sub.1-C.sub.20烷基]、CH.sub.2 OH、CH.sub.2 NH.sub.2、CH.sub.2 CH.sub.2 OH、CH.sub.2 --CHO、CH.sub.2 --COOH或CH.sub.2 --COOR.sub.5，其中R.sub.5是1到6个碳的烷基，但是当X是氢时，R.sub.4的选择范围包括CH.sub.2 OH、CH.sub.2 NH.sub.2、CH.sub.2 CH.sub.2 OH、CH.sub.2 --CHO或CH.sub.2 --COOR.sub.5；##STR2## 其中，R.sub.1、R.sub.2和R.sub.3独立地是1到6个碳的n-烷基，或者是1到6个碳的支链烷基，而R.sub.5是1到6个碳的烷基；##STR3## 其中，R.sub.1、R.sub.2和R.sub.3独立地是1到6个碳的n-烷基，或者是1到6个碳的支链烷基，而R.sub.6是苯基或1到6个碳的烷基；##STR4## 其中，R.sub.1、R.sub.2和R.sub.3独立地是1到6个碳的n-烷基，或者是1到6个碳的支链烷基。