CAS: 84520-67-2; (2S,4R)-1-Tert-Butyl 2-Methyl 4-((Methylsulfonyl)Oxy)Pyrrolidine-1,2-Dicarboxylate

该化合物是有机合成的多种化合物. 它具有一个手性中心,在制造复杂分子的过程中提供立体控制. Boc 保护小组便于处理和随后的去防护,而 mmso 组则增强了稳定性. 该化合物非常适合准备抗生素纯净皮片和消毒器,在实验室应用中提供高纯度和可靠性能.

英文名称(2S,4R)-1-Tert-Butyl 2-Methyl 4-((Methylsulfonyl)Oxy)Pyrrolidine-1,2-Dicarboxylate
中文名称(2S,4R)-BOC-Γ-甲磺酰基氧甲基脯氨酸甲酯
IUPAC名称1-(tert-butyl) 2-methyl (2S,4R)-4-((methylsulfonyl)oxy)pyrrolidine-1,2-dicarboxylate
其它别名Methyl(2S,4R)-1-Boc-4-[(Methylsulfonyl)Oxy]Pyrrolidin-2-Carboxylate; (3R,5S)-1-(Tert-Butoxycarbonyl)-5-(Methoxycarbonyl)Pyrrolidin-3-Yl Methanesulfonate; (2S,4R)-1-Boc-2-Methyl 4-((Methylsulfon
CAS编号84520-67-2
MFCD编号:MFCD04115796
分子式:C12H21NO7S分子量:323.37
产品CID: 1833836
产品分类生物化工 → 氨基酸及其衍生物 → 脯氨酸类衍生物

相似结构搜索
InChIKey: QXGDJXLJHBZELB-BDAKNGLRSA-N
InChI=1S/C12H21NO7S/c1-12(2,3)19-11(15)13-7-8(20-21(5,16)17)6-9(13)10(14)18-4/h8-9H,6-7H2,1-5H3/t8-,9+/m1/s1
计算化学: 氢键受体数7.0氢键供体数*可旋转键数6.0

MSDS等安全信息

GHS符号GHS07
警示词Warning
危险描述H302
防范说明P280-P305+P351+P338

上下游产品

合成工艺路线路线简述

24424-99-5 + 40216-83-9 = 84520-67-2
反应条件:1.1 Reagents: Triethylamine Solvents: Dichloromethane; Rt -> 0 °C; 5 Min,0 °C1.2 Solvents: Dichloromethane; 0 °C; 1 H,0 °C1.3 Reagents: Hydrogen; 0 °C; 2 H,8 - 10 °C
标题:Synthesis Of Doripenem
作者:Zhang,Aiyan; Et Al
参考文献:Zhongguo Yiyao Gongye Zazhi 日期:2006 卷标:37(6) 页码:361-363]

24424-99-5 + 51-35-4 = 84520-67-2
反应条件:1.1 Reagents: Thionyl Chloride Solvents: Methanol1.2 Reagents: Triethylamine Solvents: Dichloromethane1.3 Reagents: Triethylamine Solvents: Dichloromethane
标题:Synthesis And Biological Activity Of 1-Phenylsulfonyl-4-Phenylsulfonylaminopyrrolidine Derivatives As Thromboxane A2 Receptor Antagonists
作者:Marusawa,Hiroshi; Et Al
参考文献:Bioorganic & Medicinal Chemistry 日期:2002 卷标:10(5) 页码:1399-1415]

51-35-4 = 84520-67-2 [标题:Reaction Conditions
标题:Synthesis And Antibacterial Activity Of 6(R)- And 6(S)-Fluoropenibruguieramine A: Fluorine As A Probe For Testing The Powerfulness Of Memory Of Chirality (Moc)
作者:Liu,Ting; Et Al
参考文献:Journal Of Fluorine Chemistry 日期:2018 卷标:207 页码:18-23]

13726-69-7 = 84520-67-2
反应条件:1.1 Reagents: Potassium Carbonate Solvents: Tetrahydrofuran; 6 H,56 °C2.1 Reagents: Triethylamine Solvents: Dichloromethane; 0 °C; 30 Min,0 °C
标题:Multipodal Insulin Mimetics Built On Adamantane Or Proline Scaffolds
作者:Hajduch,Jan; Et Al
参考文献:Bioorganic Chemistry 日期:2021 卷标:107]

24424-99-5 + 40216-83-9 = 84520-67-2
反应条件:1.1 Reagents: Triethylamine Solvents: Dichloromethane2.1 Solvents: Dichloromethane,Pyridine; 0 °C
标题:Quinoline-Proline,Triazole Hybrids: Design,Synthesis,Antituberculosis,Molecular Docking,And Admet Studies
作者:Ganesan,Moorthiamma Sarathy; Et Al
参考文献:Journal Of Heterocyclic Chemistry 日期:2021 卷标:58(4) 页码:952-968]

24424-99-5 + 40216-83-9 = 84520-67-2
反应条件:1.1 Reagents: Triethylamine Solvents: Acetonitrile,Water2.1 Solvents: Pyridine
标题:Dideoxy Nucleoside Triphosphate (Ddntp) Analogues: Synthesis And Polymerase Substrate Activities Of Pyrrolidinyl Nucleoside Triphosphates (Prntps)
作者:Gade,Chandrasekhar Reddy; Et Al
参考文献:Bioorganic & Medicinal Chemistry 日期:2016 卷标:24(18) 页码:4016-4022]

24424-99-5 + 51-35-4 = 84520-67-2
反应条件:1.1 Reagents: Thionyl Chloride Solvents: Methanol; 0 °C; 8 H,Rt1.2 Reagents: Triethylamine Solvents: 1,4-Dioxane,Water; Basified,Rt1.3 10 H,Rt2.1 Reagents: Pyridine; 0 °C; 2 H,0 °C
标题:C3'-Endo-Puckered Pyrrolidine Containing Pna Has Favorable Geometry For Rna Binding: Novel Ethano Locked Pna (Ethano-Pna)
作者:Banerjee,Anjan; Et Al
参考文献:Bioorganic & Medicinal Chemistry 日期:2013 卷标:21(14) 页码:4092-4101]

24424-99-5 + 51-35-4 = 84520-67-2
反应条件:1.1 Reagents: Sodium Hydroxide Solvents: Tetrahydrofuran,Water; Overnight,Rt2.1 Reagents: Potassium Carbonate Solvents: Tetrahydrofuran; 6 H,56 °C3.1 Reagents: Triethylamine Solvents: Dichloromethane; 0 °C; 30 Min,0 °C
标题:Multipodal Insulin Mimetics Built On Adamantane Or Proline Scaffolds
作者:Hajduch,Jan; Et Al
参考文献:Bioorganic Chemistry 日期:2021 卷标:107]

24424-99-5 + 51-35-4 = 84520-67-2
反应条件:1.1 Reagents: Sodium Hydroxide Solvents: Methanol,Tetrahydrofuran; 12 H,Rt1.2 Reagents: Potassium Bisulfate Solvents: Ethyl Acetate,Water; Ph 2,Rt2.1 Reagents: Potassium Carbonate Solvents: Acetone; 12 H,Reflux3.1 Reagents: Triethylamine Solvents: Dichloromethane; 1 H,0 °C3.2 Reagents: Hydrochloric Acid Solvents: Water; Rt
标题:Gold Nanoparticle-Based Colorimetric Chiral Discrimination Of Histidine: Application To Determining The Enantiomeric Excess Of Histidine
作者:Seo,Seong Hyeok; Et Al
参考文献:Analytical Methods 日期:2014 卷标:6(1) 页码:73-76]

51-35-4 = 84520-67-2
反应条件:1.1 Reagents: Thionyl Chloride Solvents: Methanol; 0 °C; 0 °C -> Rt; 20 Min,Rt; Rt -> 40 °C; 14 H,40 °C2.1 Reagents: Triethylamine Solvents: Dichloromethane; Rt -> 0 °C; 5 Min,0 °C2.2 Solvents: Dichloromethane; 0 °C; 1 H,0 °C2.3 Reagents: Hydrogen; 0 °C; 2 H,8 - 10 °C
标题:Synthesis Of Doripenem
作者:Zhang,Aiyan; Et Al
参考文献:Zhongguo Yiyao Gongye Zazhi 日期:2006 卷标:37(6) 页码:361-363]

74844-91-0 = 84520-67-2
反应条件:1.1 Reagents: Triethylamine Catalysts: 4-(Dimethylamino)Pyridine Solvents: Dichloromethane; 0 °C; 5 H,Rt
标题:Synthetic Marine Sponge Collagen By Late-Stage Dihydroxylation
作者:Priem,Christoph; Et Al
参考文献:Organic Letters 日期:2018 卷标:20(1) 页码:162-165]

74844-91-0 = 84520-67-2
反应条件:1.1 Solvents: Pyridine
标题:Dideoxy Nucleoside Triphosphate (Ddntp) Analogues: Synthesis And Polymerase Substrate Activities Of Pyrrolidinyl Nucleoside Triphosphates (Prntps)
作者:Gade,Chandrasekhar Reddy; Et Al
参考文献:Bioorganic & Medicinal Chemistry 日期:2016 卷标:24(18) 页码:4016-4022]

24424-99-5 + 51-35-4 = 84520-67-2
反应条件:1.1 Reagents: Thionyl Chloride Solvents: Methanol; 2 H,Reflux; Reflux -> Rt; Overnight,Rt; Cooled1.2 Reagents: Triethylamine,4-(Dimethylamino)Pyridine Solvents: Dichloromethane; Cooled; Overnight,Rt1.3 Solvents: Water; Rt; Rt -> 0 °C1.4 Reagents: Triethylamine,4-(Dimethylamino)Pyridine Solvents: Dichloromethane; 2 H,Rt1.5 Solvents: Water; Rt
标题:Synthesis Of 3'-Deoxy-3'-Difluoromethyl Azanucleosides From Trans-4-Hydroxy-L-Proline
作者:Qiu,Xiao-Long; Et Al
参考文献:Journal Of Organic Chemistry 日期:2005 卷标:70(10) 页码:3826-3837]

13726-69-7 = 84520-67-2
反应条件:1.1 Solvents: Diethyl Ether,Methanol; Rt2.1 Reagents: Triethylamine Solvents: Dichloromethane; 3 H,0 °C
标题:Novel Chemotactic For-Met-Leu-Phe-Ome (Fmlf-Ome) Analogues Based On Met Residue Replacement By 4-Amino-Proline Scaffold: Synthesis And Bioactivity
作者:Torino,Domenica; Et Al
参考文献:Bioorganic & Medicinal Chemistry 日期:2009 卷标:17(1) 页码:251-259]

13726-69-7 = 84520-67-2
反应条件:1.1 Reagents: Cesium Carbonate Solvents: Dimethylformamide; 15 H,Rt2.1 Reagents: Triethylamine Solvents: Dichloromethane; 0.5 H,0 °C2.2 15 H,0 °C -> Rt
标题:Probing The Gas-Phase Structure Of Charge-Tagged Intermediates Of A Proline Catalyzed Aldol Reaction - Vibrational Spectroscopy Distinguishes Oxazolidinone From Enamine Species
作者:Willms,J. Alexander; Et Al
参考文献:Physical Chemistry Chemical Physics 日期:2019 卷标:21(5) 页码:2578-2586]

13726-69-7 = 84520-67-2
反应条件:1.1 Reagents: Potassium Carbonate Solvents: Acetone; 12 H,Reflux2.1 Reagents: Triethylamine Solvents: Dichloromethane; 1 H,0 °C2.2 Reagents: Hydrochloric Acid Solvents: Water; Rt
标题:Gold Nanoparticle-Based Colorimetric Chiral Discrimination Of Histidine: Application To Determining The Enantiomeric Excess Of Histidine
作者:Seo,Seong Hyeok; Et Al
参考文献:Analytical Methods 日期:2014 卷标:6(1) 页码:73-76]

24424-99-5 + 1499-56-5 = 84520-67-2
反应条件:1.1 Reagents: Sodium Hydroxide Solvents: 1,4-Dioxane,Water; 30 Min,Rt1.2 Solvents: 1,4-Dioxane,Water; Rt; 4 H,Rt2.1 Reagents: Triethylamine Solvents: Dichloromethane; 30 Min,Rt2.2 Rt; 30 Min,0 - 5 °C
标题:Antibacterial And Anti-Tb Tat-Peptidomimetics With Improved Efficacy And Half-Life
作者:Bhosle,Govind S.; Et Al
参考文献:European Journal Of Medicinal Chemistry 日期:2018 卷标:152 页码:358-369]

24424-99-5 + 1499-56-5 = 84520-67-2
反应条件:1.1 Reagents: Triethylamine Catalysts: 4-(Dimethylamino)Pyridine Solvents: Dichloromethane; Rt -> 0 °C1.2 Solvents: Dichloromethane; 0 °C; 19 H,Rt2.1 Reagents: Triethylamine Catalysts: 4-(Dimethylamino)Pyridine Solvents: Dichloromethane; 0 °C; 5 H,Rt
标题:Synthetic Marine Sponge Collagen By Late-Stage Dihydroxylation
作者:Priem,Christoph; Et Al
参考文献:Organic Letters 日期:2018 卷标:20(1) 页码:162-165]

24424-99-5 + 40216-83-9 = 84520-67-2
反应条件:1.1 Reagents: Diisopropylethylamine Solvents: Dichloromethane; Overnight,Rt2.1 Reagents: Diisopropylethylamine Solvents: Dichloromethane; 5 Min,Rt2.2 0 °C; 2 H,Rt
标题:Bioactive Gold(I) Complexes With 4-Mercapto Proline Derivatives
作者:Gutierrez,Alejandro; Et Al
参考文献:Dalton Transactions 日期:2016 卷标:45(34) 页码:13483-13490]

24424-99-5 + 51-35-4 = 84520-67-2
反应条件:1.1 Reagents: Thionyl Chloride Solvents: Methanol1.2 Reagents: Triethylamine Solvents: Dichloromethane; Overnight,Rt2.1 Reagents: Triethylamine Solvents: Dichloromethane; 4 H,Rt
标题:Synthesis Of Chiral Pyrrolidine Isostere Inserted Into Pyrrole Polyamide Skeleton
作者:Lin,Chun-Yu; Et Al
参考文献:Journal Of The Chinese Chemical Society (Weinheim 日期:2012 卷标:59(3) 页码:436-442]

51-35-4 = 84520-67-2
反应条件:1.1 Reagents: Acetyl Chloride Solvents: Methanol2.1 Reagents: Triethylamine Solvents: Dichloromethane3.1 Solvents: Dichloromethane,Pyridine; 0 °C
标题:Quinoline-Proline,Triazole Hybrids: Design,Synthesis,Antituberculosis,Molecular Docking,And Admet Studies
作者:Ganesan,Moorthiamma Sarathy; Et Al
参考文献:Journal Of Heterocyclic Chemistry 日期:2021 卷标:58(4) 页码:952-968

📜L-羟基脯氨酸置于potassium Carbonate,三乙胺,Sodium Hydroxide体系中,用四氢呋喃,二氯甲烷,水作为反应溶剂,化学反应 6.5H,反应生成 (2S,4R)-Boc-γ-甲磺酰基氧甲基脯氨酸甲酯
参考文献:建立在金刚烷或脯氨酸支架上的多足胰岛素模拟物
标题:建立在金刚烷或脯氨酸支架上的多足胰岛素模拟物
摘要:多正交分子支架可用作生物活性化合物的核心结构.在这里,我们制备了四个基于金刚烷或脯氨酸骨架的三正交支架.支架用于在支架上带有两种不同肽的模型胰岛素模拟物的固相合成.我们发现,金刚烷衍生的化合物结合到胰岛素受体更有效(k D除脯氨酸衍生的化合物0.5μm的值)(k D值 15-38 μm) 承载相同的肽.分子动力学模拟表明,肽和中央支架之间的间隔物可以提供更大的灵活性,有助于增加结合亲和力.分子建模显示了模拟物与胰岛素受体的可能结合模式.我们的数据表明,在这种类型的化合物中,中心支架的结构和连接肽的柔韧性很重要,在设计肽激素模拟物时应考虑不同的支架.
DOI:10.1016/j.Bioorg.2020.104548