N-CBZ-R-噻唑烷-4-羧酸 | 96402-64-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: N-CBZ-R-噻唑烷-4-羧酸
• 英文名称: (4R)-3-(Phenylmethoxy)carbonyl-1,3-thiazolidine-4-carboxylic acid
• 英文别名: N-(benzyloxycarbonyl)-1,3-thiazolidine-4-carboxylic acid；(R)-(-)-3-benzyloxycarbonylthiazolidine-4-carboxylic acid；(R)-Thiazolidine-3,4-dicarboxylic acid 3-benzyl ester；N-benzyloxycarbonyl-4(R)-thiazolidinecarboxylic acid；(R)-3-((Benzyloxy)carbonyl)thiazolidine-4-carboxylic acid；(4R)-3-phenylmethoxycarbonyl-1,3-thiazolidine-4-carboxylic acid
• CAS: 96402-64-1
• 化学式: C₁₂H₁₃NO₄S
• 分子量: 267.306
• InChiKey: RPYBYBARYRKSIF-JTQLQIEISA-N

物化性质

• 沸点：
  482.4±45.0 °C(Predicted)
• 密度：
  1.408±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  92.1
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  N-CBZ-R-噻唑烷-4-羧酸 在 mercury(II) diacetate 、 溶剂黄146 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 114.17h， 生成 N-glycine benzyl ester
  参考文献：
  名称：

  Synthesis of peptides containing S-(N-alkylcarbamoyl)cysteine residues, metabolites of N-alkylformamides in rodents and in humans

  摘要：

  DOI：

  10.1021/jo00273a031
• 作为产物：
  描述：

  N,N'-二(苄氧羰基)-L-胱氨酸 在 三乙基硅烷 、 camphor-10-sulfonic acid 、 三氟乙酸 作用下， 以 氯仿 、 甲苯 为溶剂， 反应 49.5h， 生成 N-CBZ-R-噻唑烷-4-羧酸
  参考文献：
  名称：

  An Efficient Synthesis of N-Methyl Amino Acids by Way of Intermediate 5-Oxazolidinones

  摘要：

  N-Methyl amino acids occur in many natural products. Experimental strategies are presented for a unified approach to the synthesis of N-methyl derivatives through 5-oxazolidinones of the 20 common L-amino acids. The amino acids with reactive side chains that required protecting groups or devoted syntheses for side chain construction for N-methylation to proceed included serine, threonine, tyrosine, cysteine, methionine, tryptophan, asparagine, histidine, and arginine. The studies have provided improved methods for the preparation of N-methyl serine, threonine, and tyrosine. All 20 of the common L-amino acids are now available in suitable forms for solid or solution-phase peptide synthesis.

  DOI：

  10.1021/jo026722l

文献信息

• N-(5-MEMBERED AROMATIC RING)-AMIDO ANTI-VIRAL COMPOUNDS
  申请人：Schmitz Ulrich Franz

  公开号：US20070265265A1

  公开（公告）日：2007-11-15

  Disclosed are compounds having Formula (I) and the compositions and methods thereof for treating or preventing a viral infection mediated at least in part by a virus in the Flaviviridae family of viruses, wherein A, R 2 , m, R, V, W, T, Z, R 1 , Y, and p are disclosed herein.

  揭示了具有Formula (I)的化合物，以及用于治疗或预防由Flaviviridae病毒家族中的病毒至少部分介导的病毒感染的组合物和方法，其中A、R2、m、R、V、W、T、Z、R1、Y和p在此处被揭示。
• [EN] N-METHYL AMINO ACIDS<br/>[FR] ACIDES N-METHYL AMINES
  申请人：UBIQUITOUS TECHNOLOGIES PTY LT

  公开号：WO2004007427A1

  公开（公告）日：2004-01-22

  The present invention relates to a compound of formula (I) or (II), processes for preparing them, peptides including them and kits involving them.

  这项发明涉及到式(I)或(II)的化合物，制备它们的方法，包括它们的肽和涉及它们的试剂盒。
• Amino acid derivatives
  申请人：Hoffmann-La Roche Inc.

  公开号：US05157041A1

  公开（公告）日：1992-10-20

  Compounds of the formula ##STR1## wherein R.sup.1 is alkoxycarbonyl, aralkoxycarbonyl, alkanoyl, cycloalkylcarbonyl, aralkanoyl, aroyl, heterocyclylcarbonyl, alkylsulphonyl, arylsulphonyl, monoaralkylcarbamoyl, cinnamoyl or .alpha.-aralkoxycarbonylaminoalkanoyl and R.sup.2 is hydrogen or R.sup.1 and R.sup.2 together with the nitrogen atom to which they are attached represent a cyclic imide group of the formula ##STR2## in which P and Q together represent an aromatic system; R.sup.3 is alkyl, cycloalkyl, aryl, aralkyl, heterocyclylalkyl, cyanoalkyl, alkyl- sulphinylalkyl, carbamoylalkyl or alkoxycarbonylalkyl or, when n stands for zero, R.sup.3 can also represent alkylthioalkyl or, when n stands for 1, R.sup.3 can also represent alkylsulphonylalkyl; R.sup.4 is alkyl, cycloalkyl, cycloalkylalkyl, aryl or aralkyl; R.sup.5 is hydrogen and R.sup.6 is hydroxy or R.sup.5 and R.sup.6 together represent oxo; R.sup.7 and R.sup.8 together represent a trimethylene or tetramethylene group which is optionally substituted by hydroxy, alkoxycarbonylamino or acylamino or in which one --CH.sub.2 -- group is replaced by --NH--, --N(alkoxycar- bonyl)--, --N(alkyl)-- or --S-- or which carries a fused cycloalkane, aromatic or heteroaromatic ring; and R.sup.9 is alkoxycarbonyl, monoalkylcarbamoyl, monoaralkylcarbamoyl, monoarylcarbamoyl or a group of the formula ##STR3## in which R.sup.10 and R.sup.11 each represent alkyl; and their pharmaceutically acceptable acid addition salts inhibit proteases of viral origin and can be used as medicaments for the treatment or prophylaxis of viral infections. They can be manufactured according to generally known procedures.

  式##STR1##中的化合物，其中R.sup.1是烷氧羰基，芳基烷氧羰基，烷酰基，环烷基羰基，芳基烷酰基，芳酰基，杂环烷基羰基，烷基磺酰基，芳基磺酰基，单芳基烷基氨基甲酰基，肉桂酰基或α-芳基烷氧羰基氨基烷酰基，R.sup.2是氢或R.sup.1和R.sup.2与它们连接的氮原子一起表示式##STR2##中的环酰亚胺基团，其中P和Q一起表示芳香系统；R.sup.3是烷基，环烷基，芳基，芳基烷基，杂环烷基烷基，氰基烷基，烷基磺酰基烷基，氨基甲酰基烷基或烷氧羰基烷基，或者当n为零时，R.sup.3也可以表示烷基硫代烷基，或者当n为1时，R.sup.3也可以表示烷基磺酰基烷基；R.sup.4是烷基，环烷基，环烷基烷基，芳基或芳基烷基；R.sup.5是氢，R.sup.6是羟基或R.sup.5和R.sup.6一起表示氧代；R.sup.7和R.sup.8一起表示可选地由羟基，烷氧羰基氨基或酰胺基取代的三亚甲基或四亚甲基基团，或其中一个--CH.sub.2--基团被--NH--，--N(烷氧羰基)--，--N(烷基)--或--S--取代，或者带有融合的环烷烃，芳香或杂芳环；R.sup.9是烷氧羰基，单烷基氨基甲酰基，单芳基烷基氨基甲酰基，单芳基氨基甲酰基或式##STR3##中的基团，其中R.sup.10和R.sup.11各自表示烷基；它们的药学上可接受的酸盐抑制病毒起源的蛋白酶，并可用作治疗或预防病毒感染的药物。它们可以根据通常已知的程序制造。
• Thiazolidine compounds and therapeutic method
  申请人：Kissei Pharmaceutical Co., Ltd.

  公开号：US04857524A1

  公开（公告）日：1989-08-15

  In one embodiment this invention provides novel thiazolidine compounds, such as 3-[R-(-)-3-benzyloxycarbonylthiazolidine-4-carbonyl]thiazolidine corresponding to the formula: ##STR1## An invention thiazolidine compound exhibits prolyl endopeplidase inhibitory activity, and has utility as a therapeutic agent for the treatment of dementia and amnesia disorders.

  在一个实施例中，这项发明提供了新型噻唑啉化合物，例如对应于以下结构的3-[R-(-)-3-苯甲氧羰基噻唑啉-4-羰基]噻唑啉：噻唑啉化合物表现出脯氨酸内切肽酶抑制活性，并可用作治疗痴呆和健忘症的治疗剂。
• New thiazolidine derivatives, process for preparing same and
  申请人：Kabushiki Kaisha Yakult Nonsha

  公开号：US05411976A1

  公开（公告）日：1995-05-02

  New thiazolidine derivatives of the general formula: ##STR1## wherein X stands for a proline or thioproline residue and R for --CH.sub.2 OH or --CHO, a process for preparing the same which comprises reacting N-benzyloxycarbonyl-L-proline or --L-thioproline with L-thioprolinol and, if necessary, oxidizing the resultant N-benzyloxycarbonyl-L-prolyl-L-thioprolinol or --L-thioprolyl-L-thioprolinol to the corresponding thioprolinal compound, and an anti-amnestic composition containing at least one of the thiazolidine derivatives together with a conventional excipient. The new thiazolidine derivatives are extremely strong in anti-amnestic activity when compared with known similar anti-amnestic agents.

  新的噻唑啉衍生物具有以下通式：##STR1## 其中X代表脯氨酸或硫代脯氨酸残基，R代表--CH.sub.2 OH或--CHO，制备该衍生物的过程包括将N-苄氧羰基-L-脯氨酸或--L-硫代脯氨酸与L-硫代脯氨醇反应，必要时将所得的N-苄氧羰基-L-脯氨酰-L-硫代脯氨醇或--L-硫代脯氨酰-L-硫代脯氨醇氧化为相应的硫代脯醛化合物，并且一种抗遗忘组合物，包含至少一种噻唑啉衍生物和传统的赋形剂。与已知的类似抗遗忘药物相比，新的噻唑啉衍生物在抗遗忘活性方面极为强效。