D-cystine dimethyl ester | 444996-03-6

• 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
• 英文名称: D-cystine dimethyl ester
• 英文别名: methyl (2S)-2-amino-3-[[(2S)-2-amino-3-methoxy-3-oxopropyl]disulfanyl]propanoate
• CAS: 444996-03-6
• 化学式: C₈H₁₆N₂O₄S₂
• 分子量: 268.358
• InChiKey: NXPNPYNCKSWEHA-PHDIDXHHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.1
• 重原子数：
  16
• 可旋转键数：
  9
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  155
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  D-cystine dimethyl ester 生成 N-<(tert-Butyloxy)carbonyl>-S-oxo-S-(chloromethyl)-L-cysteinol
  参考文献：
  名称：

  KANATOMO, SHOICHI;HASE, TETSUKO;WADA, AKIMORI;OHKI, KAZUHIRO;NAGAI, SOTOO+, CHEM. AND PHARM. BULL., 37,(1989) N, C. 688-691

  摘要：

  DOI：
• 作为产物：
  描述：

  D-胱氨酸 生成 D-cystine dimethyl ester
  参考文献：
  名称：

  KANATOMO, SHOICHI;HASE, TETSUKO;WADA, AKIMORI;OHKI, KAZUHIRO;NAGAI, SOTOO+, CHEM. AND PHARM. BULL., 37,(1989) N, C. 688-691

  摘要：

  DOI：

文献信息

• [EN] COMPOUNDS AS L-CYSTINE CRYSTALLIZATION INHIBITORS AND USES THEREOF<br/>[FR] COMPOSÉS COMME INHIBITEURS DE LA CRISTALLISATION DE LA L-CYSTINE ET UTILISATIONS ASSOCIÉES
  申请人：UNIV NEW YORK

  公开号：WO2011062640A1

  公开（公告）日：2011-05-26

  A method of preventing or inhibiting L-cystine crystallization using the compounds of formula (I) is disclosed, wherein A, L, R1a, R1b, and m are as described herein. The compounds may be prepared as pharmaceutical compositions, and may be used for the prevention and treatment of conditions that are causally related to L-cystine crystallization, such as comprising (but not limited to) kidney stones.

  揭示了一种使用式(I)化合物预防或抑制L-半胱氨酸结晶的方法，其中A、L、R1a、R1b和m如本文所述。这些化合物可以制备为药物组合物，并可用于预防和治疗与L-半胱氨酸结晶有因果关系的病症，例如包括（但不限于）肾结石。
• Diphenic Acid as a General Conformational Lock in the Design of Bihelical Structures
  作者：Isabella L. Karle、Punna Venkateshwarlu、Ramakrishnan Nagaraj、Akella V. S. Sarma、Dolly Vijay、Narahari G. Sastry、Subramania Ranganathan

  DOI：10.1002/chem.200601393

  日期：2007.5.18

  flexibility in the torsional angles around this critical region, promoting flexible alternatives. The CD analysis of 4, confirmed to be bihelical by X-ray crystallography, showed a typical negative band at about 210 A attributed to the beta-turn-like motif, and in the positive-band region a peak at about 227 A, generally related to the twist of the biphenyl unit. The cystamine analogue 8, which showed

  从设计，晶体结构，手性，圆二色性（CD）研究和分子轨道计算等方面的优势检查了双螺旋（无穷大图）拓扑。简约的设计设想了胱氨酸与锚二苯甲酸的顺序连接，这被证明是一种一般的构象锁。双螺旋化合物4是从二苯酐1和胱氨酸di-OMe分两步获得的。4的手性主要来自L-胱氨酸。通过X射线晶体学，CD研究和旋光性，发现从D-胱氨酸二OMe获得的双螺旋化合物5是从L-胱氨酸制备的4的完美镜像。通过用于非手性胱氨酸类似物胱胺的4的方案制备的原型8的晶体结构具有“ U” 分子内的氢键将其构型保持在一起。对4和5的分析表明，通过与DMSO氢键键合而紧凑的成对的九元β-turn-like构造对是双螺旋构象的关键。另一个因素是在Calpha位置需要配体的存在。如第8个中所述，如果没有此功能，则可以在此关键区域周围的扭转角度上具有较大的灵活性，从而可以提供灵活的替代方案。通过X射线晶体学确定为4的CD分析表明，在大约210
• Synthesis of Disulfide-Derivatised Metallodeuteroporphyrins as Novel Catalysts to Imitate Cytochrome P₄₅₀ in the Selective Oxidation of Cyclohexane
  作者：Cheng-guo Sun、Bing-cheng Hu、Wei-you Zhou、Shi-chao Xu、Zu-liang Liu

  DOI：10.3184/174751911x13220426712536

  日期：2011.12

  Metallodeuteroporphyrins with two side chains linked by a terminal cystine dimethyl ester [M(PDTEP), where M = ClFe(III), ClMn(III), Co(II)], have been synthesised. These metalloporpyirn complexes were found to act as efficient catalysts in the oxidation of cyclohexane to cyclohexanol and cyclohexanone using air as the oxygen source and in the absence of additives and solvents. The influence of the central metal, reaction temperature and pressure on the catalytic behavior of M(PDTEP) were evaluated. The high conversion and selectivity of M(PDTEP) was ascribed to the existence of intramolecular coordination by the M(PDTEP).

  我们合成了具有两条侧链的金属氘代卟啉，侧链由末端的胱氨酸二甲酯连接[M(PDTEP)，其中 M = ClFe(III)、ClMn(III)、Co(II)]。研究发现，在以空气为氧源、无添加剂和无溶剂的条件下，这些金属硼吡喃配合物可作为环己烷氧化成环己醇和环己酮的高效催化剂。评估了中心金属、反应温度和压力对 M(PDTEP) 催化行为的影响。M(PDTEP) 的高转化率和高选择性归因于 M(PDTEP) 分子内配位的存在。
• Spontaneous formation of diastereoisomeric 2-methylthiazolidine-2,4-dicarboxylates from cystine esters and related compounds
  作者：Roger R. Hill、Stephen J. Robinson

  DOI：10.1039/cc9960000843

  日期：——

  Dialkyl esters of cystine and lanthionine undergo conversion to cis- and trans-2-methylthiazolidine-2,4-dicarboxylates at 25–80 °C in protic solvents.

  胱氨酸和兰硫宁的二烷基酯在 25-80 °C 的原生溶剂中会转化为顺式和反式-2-甲基噻唑烷-2,4-二羧酸盐。
• Convenient total synthesis of Bistratamides H and J
  作者：Ziqiang Sun、Yuxin Feng、Shuqi Liu、Xiaoxue Li、Sihan Qiang、Guoying Zhang、Huili Liu、Hongbo Wang、Yi Liu

  DOI：10.1016/j.tetlet.2024.154916

  日期：2024.2

  Scalable total syntheses of Bistratamides H and J with remarkable yields of 22.9 % and 24.2 % over 9 steps, respectively, have been accomplished. The key step features a PPh3-promoted cascade reaction (disulfide cleavage/thiocarbonylation/intramolecular Staudinger-aza-Wittig reaction/dehydrogenation) to construct the key Boc-l-Val-thiazole fragment, DAST-promoted oxazoline synthesis, and a PyBOP-assisted

  Bistratamides H 和 J 的可扩展全合成已经完成，经过 9 个步骤，产率分别达到 22.9% 和 24.2%。关键步骤包括 PPh 3促进的级联反应（二硫键裂解/硫代羰基化/分子内 Staudinger-aza-Wittig 反应/脱氢）以构建关键的 Boc- l -Val-噻唑片段、DAST 促进的恶唑啉合成和 PyBOP-辅助大环内酰胺化。