2,5-二氢苯丙氨酸 | 16055-12-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 中文名称: 2,5-二氢苯丙氨酸
• 英文名称: L-2,5-dihydrophenylalanine
• 英文别名: 2,5-Dihydrophenylalanine；(2S)-2-amino-3-cyclohexa-1,4-dien-1-ylpropanoic acid
• CAS: 16055-12-2
• 化学式: C₉H₁₃NO₂
• 分子量: 167.208
• InChiKey: FSZMHEMPLAVBQZ-QMMMGPOBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.6
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  63.3
• 氢给体数：
  2
• 氢受体数：
  3

安全信息

• 海关编码：
  2922499990

反应信息

• 作为反应物：
  描述：

  2,5-二氢苯丙氨酸 在 sodium hydroxide 、 1-羟基苯并三唑一水物 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 8.75h， 生成 N-benzoyl-N'-(D-α-methylbenzyl)-(cyclohexa-1,4-dienyl)-L-alaninamide
  参考文献：
  名称：

  Ozonolysis of (cyclohexa-1,4-dienyl)-L-alanine. An approach to the synthesis of new unnatural amino acids. X-Ray molecular structure of 2-hydroxy-7-methyl-3-phenylpyrazolo[1,5-a]pyrimidine

  摘要：

  The aromatic ring in L-phenylalanine was transformed into isoxazolyl, N-phenylpyrazolyl, and the bicyclic pyrazolo[1,5-a]pyrimidinyl groups, by a combination of Birch reduction and ozonolysis, followed by condensation with the relevant binucleophiles. The ozonolysis was carried out on the N-acylated esters of cyclohexa-1,4-dienylalanine. The resulting N-acylated esters of heterocyclic alanine derivatives were obtained without isolation of the ozonolysis products. 4-Phenylpyrazolidine-3,5-dione was used as a 'hydrazine donor' in the construction of a pyrazolyl group, as direct condensation with hydrazine was successful.

  DOI：

  10.1039/p19950002509
• 作为产物：
  描述：

  L-苯丙氨酸 在 氨 、 lithium 作用下， 以 叔丁醇 为溶剂， 生成 2,5-二氢苯丙氨酸
  参考文献：
  名称：

  Ozonolysis of (cyclohexa-1,4-dienyl)-L-alanine. An approach to the synthesis of new unnatural amino acids. X-Ray molecular structure of 2-hydroxy-7-methyl-3-phenylpyrazolo[1,5-a]pyrimidine

  摘要：

  The aromatic ring in L-phenylalanine was transformed into isoxazolyl, N-phenylpyrazolyl, and the bicyclic pyrazolo[1,5-a]pyrimidinyl groups, by a combination of Birch reduction and ozonolysis, followed by condensation with the relevant binucleophiles. The ozonolysis was carried out on the N-acylated esters of cyclohexa-1,4-dienylalanine. The resulting N-acylated esters of heterocyclic alanine derivatives were obtained without isolation of the ozonolysis products. 4-Phenylpyrazolidine-3,5-dione was used as a 'hydrazine donor' in the construction of a pyrazolyl group, as direct condensation with hydrazine was successful.

  DOI：

  10.1039/p19950002509

文献信息

• Phenylalanine – a biogenic ligand with flexible η6- and η6:κ1-coordination at ruthenium(ii) centres
  作者：Thomas Reiner、Dominik Jantke、Xiao-He Miao、Alexander N. Marziale、Florian J. Kiefer、Jörg Eppinger

  DOI：10.1039/c3dt50589h

  日期：——

  The reaction of (S)-2,5-dihydrophenylalanine 1 with ruthenium(III) chloride yields the μ-chloro-bridged dimeric η6-phenylalanine ethyl ester complex 3, which can be converted into the monomeric analogue, η6:κ1-phenylalanine ethyl ester complex 12, under basic conditions. Studies were carried out to determine the stability and reactivity of complexes bearing η6- and η6:κ1-chelating phenylalanine ligands under various conditions. Reaction of 3 with ethylenediamine derivatives N-p-tosylethylenediamine or 1,4-di-N-p-tosylethylenediamine results in the formation of monomeric η6:κ1-phenylalanine ethyl ester complexes 14 and 15, which could be saponified yielding complexes 16 and 17 without changing the inner coordination sphere of the metal centre. The structure of η6:κ1-phenylalanine complex 17 and an N-κ1-phenylalanine complex 13 resulting from the reaction of 3 with an excess of pyridine were confirmed by X-ray crystallography.

  (S)-2,5-二氢苯丙氨酸1与氯化钌(III)的反应生成γ-氯桥联二聚体Γ6-苯丙氨酸乙酯络合物3，后者在碱性条件下可转化为单体类似物Γ6:Γ1-苯丙氨酸乙酯络合物12。研究人员对Γ6-和Γ6:Γ1-螯合苯丙氨酸配体在各种条件下的稳定性和反应性进行了研究。3与乙二胺衍生物N-对甲苯磺酰乙二胺或1,4-二-N-对甲苯磺酰乙二胺的反应生成单体Γ6:Γ1-苯丙氨酸乙酯络合物14和15，后者可皂化生成络合物16和17，而不会改变金属中心的内配位层。Γ6:Γ1-苯丙氨酸络合物17和N-Γ1-苯丙氨酸络合物13的结构通过X射线晶体学得到了证实，它们是由3与过量吡啶反应生成的。
• L-Aspartyl dipeptides as sweetening agents
  申请人：E. R. Squibb & Sons, Inc.

  公开号：US03978034A1

  公开（公告）日：1976-08-31

  Dipeptides of the formula: ##EQU1## wherein n is an integer from 0 to 5, R.sub.1 is an alkyl, alkylaryl or alicyclic radical, and R.sub.2 is a cycloalkenyl radical, and, in addition, may be phenyl when n is 0. The carbon marked with an asterisk is always of the L-configuration. These compounds have a sweet taste and are useful as sweetening agents.

  化学式为：##EQU1## 其中n为0到5的整数，R1为烷基、烷基芳基或脂环基，R2为环烯基基团，此外，当n为0时，R2可以为苯基。标有星号的碳原子始终为L-构型。这些化合物具有甜味并可用作甜味剂。
• Novel complex amido and imido derivatives of carboxyalkyl peptides and thioethers and ethers of peptides
  申请人：Ryan, James Walter

  公开号：EP0073143A2

  公开（公告）日：1983-03-02

  Novel inhibitors of angiotensin converting enzyme are disclosed which have the general formula wherein R, and/or R3 form complex amides and imides thereof, X = S, O or NR3, R4 and Rs form with -N-C- a 4-6 membered ring structure as described and the other R substituents are selected from a variety of disclosed groups.

  已公开的新型血管紧张素转换酶抑制剂具有通式 其中 R 和/或 R3 形成其复合酰胺和亚胺，X = S、O 或 NR3，R4 和 Rs 与 -N-C- 形成所述的 4-6 分子环结构，其他 R 取代基选自各种已公开的基团。
• Consistent chew texture gum composition
  申请人：WARNER-LAMBERT COMPANY

  公开号：EP0314617A1

  公开（公告）日：1989-05-03

  A gum composition is disclosed which has a substantially uniform soft chew from the initial chew, through the intermediate chew and on through the final chew. The gum composition can be a sugar or sugarless chewing gum composition or bubble gum composition. The gum compositions comprise a gum base, at least one sweetener, an acetylated monoglyceride, glycerin, and optionally, at least one additional conventional gum additive.

  本发明公开了一种口香糖组合物，从最初的咀嚼，到中间的咀嚼，再到最后的咀嚼，这种组合物具有基本均匀的软嚼感。口香糖组合物可以是含糖或无糖口香糖组合物，也可以是泡泡糖组合物。口香糖组合物包括口香糖基料、至少一种甜味剂、乙酰化单甘酯、甘油和可选的至少一种额外的常规口香糖添加剂。
• Synergistic sweetening compositions containing chlorodeoxysugar and compositions containing same
  申请人：WARNER-LAMBERT COMPANY

  公开号：EP0354680A1

  公开（公告）日：1990-02-14

  Synergistic sweetening effect is produced by combination of a chlorodeoxysucrose sweetener such as sucralose with non-bitter intense dipeptide sweetener such as aspartame in the ratio of about 65:35 to about 91.7:8.3. The synergistic sweetening composition may be utilized in a wide variety of ingestible compositions.

  将氯代蔗糖甜味剂（如三氯蔗糖）与非苦味的强二肽甜味剂（如阿斯巴甜）按约 65:35 至约 91.7:8.3 的比例混合使用，可产生协同增甜效果。这种增效甜味剂组合物可用于多种可食用组合物中。