3-(1-萘基)-D-丙氨酸盐酸盐 | 122745-09-9

• 物质功能分类: 生物化工 - 氨基酸及其衍生物 - 丙氨酸类衍生物
• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 中文名称: 3-(1-萘基)-D-丙氨酸盐酸盐
• 中文别名: (R)-α-氨基-1-萘基-丙酸盐酸盐；(R)-Α-氨基-1-萘丙酸盐酸盐；3-(1-萘)-d-丙氨酸盐酸盐
• 英文名称: (R)-3-(1-naphthyl)-alanine-hydrochloride
• 英文别名: 3-(1-Naphthyl)-D-alanine Hydrochloride；(2R)-2-amino-3-naphthalen-1-ylpropanoic acid;hydrochloride
• CAS: 122745-09-9
• 化学式: C₁₃H₁₃NO₂*ClH
• 分子量: 251.713
• InChiKey: BKQQPCDQZZTLSE-UTONKHPSSA-N

物化性质

• 溶解度：
  溶于甲醇

计算性质

• 辛醇/水分配系数(LogP)：
  2.22
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  63.3
• 氢给体数：
  3
• 氢受体数：
  3

安全信息

• 海关编码：
  2922499990
• 危险性防范说明：
  P261,P280,P301+P312,P302+P352,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335

反应信息

• 作为反应物：
  描述：

  3-(1-萘基)-D-丙氨酸盐酸盐 、 β-环糊精 以 水 、 乙腈 为溶剂， 生成
  参考文献：
  名称：

  A combined physicochemical and computational investigation of the inclusion behaviour of 3-(1-Naphthyl)-D-alanine Hydrochloride insights into β-Cyclodextrin

  摘要：

  DOI：

  10.1016/j.molliq.2023.121583
• 作为产物：
  描述：

  (Z)-2-benzamido-3-(naphthalen-1-yl)acrylic acid 在 盐酸 、 (-)-(R)-cationic rhodium complex of "PROPHAROS" 、 氢气 作用下， 以 甲醇 为溶剂， 25.0 ℃ 、100.0 kPa 条件下， 反应 7.0h， 生成 3-(1-萘基)-D-丙氨酸盐酸盐
  参考文献：
  名称：

  Unusual amino acids III. Asymmetric synthesis of 3-arylalanines

  摘要：

  21 (Z)-alpha-N-benzoylamino-beta-arylacrylic acids and their esters were prepared by known procedures and hydrogenated to the corresponding optically active alpha-benzoyl-beta-arylalanine derivatives with optical yields in the range of 82-95% ee using the cationic rhodium complex of ''PROPRAPHOS'' as the chiral catalyst No electronical influences of the substituents at the aryl moiety on the enantioselectivity were observed but a sterical one, proved by X-ray crystallographic analysis and computer-aided modellings. Deacylation of the hydrogenated spezies produced the hydrochlorides of the 3-arylalanines attended by a partial racemisation In this case the hydrogenation of urethane type protected dehydroaminoacid derivatives seems to be the alternative.

  DOI：

  10.1016/s0957-4166(00)86017-6

文献信息

• Unusual amino acids III. Asymmetric synthesis of 3-arylalanines
  作者：Stefan Taudien、Klaus Schinkowski、Hans-Walter Krause

  DOI：10.1016/s0957-4166(00)86017-6

  日期：1993.1

  21 (Z)-alpha-N-benzoylamino-beta-arylacrylic acids and their esters were prepared by known procedures and hydrogenated to the corresponding optically active alpha-benzoyl-beta-arylalanine derivatives with optical yields in the range of 82-95% ee using the cationic rhodium complex of ''PROPRAPHOS'' as the chiral catalyst No electronical influences of the substituents at the aryl moiety on the enantioselectivity were observed but a sterical one, proved by X-ray crystallographic analysis and computer-aided modellings. Deacylation of the hydrogenated spezies produced the hydrochlorides of the 3-arylalanines attended by a partial racemisation In this case the hydrogenation of urethane type protected dehydroaminoacid derivatives seems to be the alternative.
• A combined physicochemical and computational investigation of the inclusion behaviour of 3-(1-Naphthyl)-D-alanine Hydrochloride insights into β-Cyclodextrin
  作者：Modhusudan Mondal、Shatarupa Basak、Biswajit Ghosh、Salim Ali、Baishali Saha、Kangkan Mallick、Kanak Roy、Mahendra Nath Roy

  DOI：10.1016/j.molliq.2023.121583

  日期：2023.5