1,2,3,4-tetrahydro-1-naphthalenecarboxylic acid phenyl ester | 107424-67-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 1,2,3,4-tetrahydro-1-naphthalenecarboxylic acid phenyl ester
• 英文别名: phenyl tetrahydronaphthylcarboxylate；Phenyl 1,2,3,4-tetrahydronaphthalene-1-carboxylate
• CAS: 107424-67-9
• 化学式: C₁₇H₁₆O₂
• 分子量: 252.313
• InChiKey: XQZLHDLWKUQHNW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.24
• 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：

  methyl 2-(10,16-dimethyl-13-oxo-12,14-dioxa-13λ5-phosphapentacyclo[13.8.0.02,11.03,8.018,23]tricosa-1(15),2(11),3,5,7,9,16,18,20,22-decaen-13-yl)acetate 、 1,2,3,4-tetrahydro-1-naphthalenecarboxylic acid phenyl ester 在 zinc(II) chloride 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 为溶剂， 反应 18.0h， 生成 (aR)-(-)-3-(3,4-dihydro-1(2H)-naphthalenylidene)-2-propenoic acid methyl ester 、 (aR)-(-)-3-(3,4-dihydro-1(2H)-naphthalenylidene)-2-propenoic acid methyl ester
  参考文献：
  名称：

  Enantioselective synthesis of allenecarboxylates from phenyl acetates through CC bond forming reactions

  摘要：

  A variety of optically active 4,4-disubstituted allenecarboxylic acid methyl esters were prepared from simple alpha,alpha -disubstituted phenyl acetate through base treatment of the esters to generate ketenes, followed by successive Horner-Wadsworth-Emmons reaction. The transformation was further developed as a one-pot procedure with satisfactory yields and high enantioselectivity. (C) 2001 EIsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(01)00114-8
• 作为产物：
  描述：

  甲氧基甲基三苯基氯化膦 在 4-二甲氨基吡啶 、 正丁基锂 、 甲酸 、 jones reagent 、 苯基锂 、 N,N'-二环己基碳二亚胺 作用下， 以 乙醚 、 正己烷 、 二氯甲烷 、 丙酮 为溶剂， 反应 12.08h， 生成 1,2,3,4-tetrahydro-1-naphthalenecarboxylic acid phenyl ester
  参考文献：
  名称：

  Enantioselective synthesis of allenecarboxylates from phenyl acetates through CC bond forming reactions

  摘要：

  A variety of optically active 4,4-disubstituted allenecarboxylic acid methyl esters were prepared from simple alpha,alpha -disubstituted phenyl acetate through base treatment of the esters to generate ketenes, followed by successive Horner-Wadsworth-Emmons reaction. The transformation was further developed as a one-pot procedure with satisfactory yields and high enantioselectivity. (C) 2001 EIsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(01)00114-8

文献信息

• Phenyl tetrahydronaphthylcarboxylate derivatives
  申请人：KOWA COMPANY, LTD.

  公开号：EP0128007A2

  公开（公告）日：1984-12-12

  Phenyl tetrahydronaphthylcarboxylate derivatives of the formula (I) and acid addition salts thereof: wherein A is a direct bond, or a lower alkylene, vinylene or imino group; B is a direct bond, a lower alkylene or -NH-lower alkylene group, or an -OCH2CO- residual group; and R is a lower alkyl group, with the proviso that A and Bare not both direct bonds, and A, B and R are not a lower alkylene group, a direct bond and a methyl group, respectively, at the same time, are effectively useful as chymotrypsin inhibitors.

  式(I)的四氢萘甲酸苯酯衍生物及其酸加成盐： 其中，A 是直接键，或低级亚烷基、亚乙烯基或亚氨基；B 是直接键，低级亚烷基或-NH-低级亚烷基，或-OCH2CO-残基；R 是低级亚烷基，但 A 和 Bare 不同时是直接键，且 A、B 和 R 不同时分别是低级亚烷基、直接键和甲基，可有效用作糜蛋白酶抑制剂。
• US4620005A
  申请人：——

  公开号：US4620005A

  公开（公告）日：1986-10-28
• Enantioselective synthesis of allenecarboxylates from phenyl acetates through CC bond forming reactions
  作者：Jiro Yamazaki、Toshiyuki Watanabe、Kiyoshi Tanaka

  DOI：10.1016/s0957-4166(01)00114-8

  日期：2001.3

  A variety of optically active 4,4-disubstituted allenecarboxylic acid methyl esters were prepared from simple alpha,alpha -disubstituted phenyl acetate through base treatment of the esters to generate ketenes, followed by successive Horner-Wadsworth-Emmons reaction. The transformation was further developed as a one-pot procedure with satisfactory yields and high enantioselectivity. (C) 2001 EIsevier Science Ltd. All rights reserved.