CAS: 87691-27-8; (2S,4S)-1-(Tert-Butoxycarbonyl)-4-Hydroxypyrrolidine-2-Carboxylic Acid

• 英文名称(2S,4S)-1-(Tert-Butoxycarbonyl)-4-Hydroxypyrrolidine-2-Carboxylic Acid
• 中文名称N-Boc-顺式-4-羟基-L-脯氨酸
• IUPAC名称(2S,4S)-1-(tert-butoxycarbonyl)-4-hydroxypyrrolidine-2-carboxylic acid
• 其它别名N-B°C-cis-4-hydroxypyrrolidine-2-carboxylic acid
• CAS编号87691-27-8
• MFCD编号:MFCD02094406
• EINECS号:627-315-1
• FDA UNII编号:H4YCJ0KW0U
• 分子式:C10H17NO5
• 分子量:231.25
• 产品CID: 1885366
• 产品分类有机原料→分子砌块→脂肪杂环类化合物→吡咯烷类化合物

• 相似结构搜索
• InChIKey: BENKAPCDIOILGV-BQBZGAKWSA-N
• InChI=1S/C10H17NO5/c1-10(2,3)16-9(15)11-5-6(12)4-7(11)8(13)14/h6-7,12H,4-5H2,1-3H3,(H,13,14)/t6-,7-/m0/s1…
• 计算化学: 氢键受体数4.0氢键供体数2.0可旋转键数1.0

相似化合物

物理性质

• 熔点146°C
• 沸点390.9±42.0 °C at 760 mmHg
• 闪点190.2±27.9 °C
• 密度1.3±0.1 g/cm3
• PH:-50 º (c=0.67, MeOH)
• pKa:3.80±0.40(预测)
• PSA:87.07
• LogP:0.4413
• 旋光度-50º(C=0.67,MEOH)
• 折射率1.531
• 蒸汽压0.0±2.0 mmHg at 25°C
• 敏感性按规定使用和贮存的不会分解，避氧化物
• 外观形态白色至类白色粉末或结晶粉末
• 储存条件置于阴暗处,密封, 常温干燥保存
• 产品应用该化合物用作合成经修改的,以强化抗蛋白溶酶降解,调节生物活性PEPTIDES的生物活动,并作为非对称诱导的助手.

MSDS等安全信息

• GHS象形图
• GHS符号GHS07 & GHS09;
  注释: Exclamation mark & Environment
• 危险类别特定目标器官毒性 - 单次接触 类别3
  皮肤腐蚀/刺激 类别2
  严重眼刺激 类别2
  水生急性毒性 类别1
  严重眼刺激 类别2A
• 警示词Warning(警告)
• 危险描述H335 |可能引起呼吸道刺激.
  H315 |造成皮肤刺激.
  H319 |造成严重眼刺激.
  H400 |对水生生物毒性极大.
• 防范说明P273-P302+P352
• 危险等级9
• UN编号3077.0
• 危险品标志Xi,N
• 包装等级Ⅲ
• 安全声明26-36/37-60-61
• 危险类别码36/37/38-50
• WGK Germany3.0

欧盟法规

上下游产品

合成工艺路线路线简述

• 合成目标产物 N-Boc-Cis-4-Hydroxy-L-Proline 主要起始原料 N-Boc-4-Oxo-L-Proline
• 74844-91-0 = 87691-27-8
  反应条件:1.1 Reagents: Formic Acid,Triphenylphosphine,Diethyl Azodicarboxylate Solvents: Toluene,Tetrahydrofuran; Overnight,Rt1.2 Reagents: Sodium Hydroxide Solvents: Water; 1 H,Rt1.3 Reagents: Hydrochloric Acid Solvents: Water
  标题:Simple And Efficient Syntheses Of Boc- And Fmoc-Protected 4(R)- And 4(S)-Fluoroproline Solely From 4(R)-Hydroxyproline
  作者:Doi,Masamitsu; Et Al
  参考文献:Tetrahedron 日期:2002 卷标:58(42) 页码:8453-8459]
  
  84348-37-8 = 87691-27-8
  反应条件:1.1 Reagents: Sodium Borohydride Solvents: Methanol,Water; 10 Min,0 °C; 15 H,4 °C1.2 Reagents: Citric Acid Solvents: Water; Ph 3,Rt
  标题:Chemotactic Peptides: Fmlf-Ome Analogues Incorporating Proline-Methionine Chimeras As N-Terminal Residue
  作者:Mollica,Adriano; Et Al
  参考文献:Bioorganic & Medicinal Chemistry 日期:2006 卷标:14(7) 页码:2253-2265]
  
  84348-37-8 = 87691-27-8
  反应条件:1.1 Reagents: Sodium Borohydride Solvents: Methanol; 3.5 H,0 °C
  标题:Proline 4-Hydroxylase: Stereochemical Course Of The Reaction
  作者:Baldwin,Jack E.; Et Al
  参考文献:Tetrahedron Letters 日期:1993 卷标:34(46) 页码:7489-92]
  
  102195-80-2 = 87691-27-8
  反应条件:1.1 Reagents: Borate(1-),Hydrotris(1-Methylpropyl)-,Sodium (1:1),(T-4)- Solvents: Tetrahydrofuran; 3 H,Rt
  标题:Practical Synthesis Of 4-Cis-Hydroxy-L-Proline
  作者:Tamaki,Makoto; Et Al
  参考文献:Peptide Science 日期:2003 卷标:39 页码:165-168]
  
  24424-99-5 + 51-35-4 = 87691-27-8
  反应条件:1.1 Reagents: Sodium Hydroxide Solvents: Tetrahydrofuran,Water; Overnight
  标题:The Synthesis And Biological Activity Of C2-Fluorinated Pyrrolo[2,1-C][1,4]Benzodiazepines
  作者:O'Neil,Ian A.; Et Al
  参考文献:Tetrahedron Letters 日期:2003 卷标:44(42) 页码:7809-7812]
  
  24424-99-5 + 618-27-9 = 87691-27-8
  反应条件:1.1 Reagents: Triethylamine
  标题:Practical Synthesis Of 4-Cis-Hydroxy-L-Proline
  作者:Tamaki,Makoto; Et Al
  参考文献:Peptide Science 日期:2003 卷标:39 页码:165-168]
  
  24424-99-5 + 147-85-3 = 87691-27-8
  反应条件:1.1 Reagents: (-)-Chloramphenicol,Oxygen Catalysts: Kanamycin Sulfate; 2.5 H,37 °C; 20 H,23 °C1.2 Solvents: Water; 15 Min,Ph 8,0 °C1.3 Reagents: L-Ascorbic Acid,Disodium α-Ketoglutarate,Ferrous Sulfate; 16 H,37 °C1.4 Reagents: Hydrochloric Acid Solvents: Water; Ph 2 - 31.5 Reagents: Triethylamine Solvents: Methanol; Rt -> 0 °C1.6 16 H,Rt
  标题:Modular Chemoenzymic Synthesis Of Ge81112 B1 And Related Analogs Enables Elucidation Of Its Key Pharmacophores
  作者:Zwick,Christian R. Iii; Et Al
  参考文献:Journal Of The American Chemical Society 日期:2021 卷标:143(3) 页码:1673-1679]
  
  147-85-3 = 87691-27-8
  反应条件:1.1 Reagents: (-)-Chloramphenicol,Oxygen Catalysts: Kanamycin Sulfate; 2.5 H,37 °C; 20 H,23 °C1.2 Solvents: Water; 15 Min,Ph 8,0 °C1.3 Reagents: L-Ascorbic Acid,Disodium α-Ketoglutarate,Ferrous Sulfate; 16 H,37 °C1.4 Reagents: Hydrochloric Acid Solvents: Water; Ph 2 - 32.1 Reagents: Triethylamine Solvents: Methanol; Rt -> 0 °C2.2 16 H,Rt
  标题:Modular Chemoenzymic Synthesis Of Ge81112 B1 And Related Analogs Enables Elucidation Of Its Key Pharmacophores
  作者:Zwick,Christian R. Iii; Et Al
  参考文献:Journal Of The American Chemical Society 日期:2021 卷标:143(3) 页码:1673-1679]
  
  194163-83-2 = 87691-27-8
  反应条件:1.1 Reagents: Trifluoroacetic Acid; 2 H,Rt2.1 Reagents: Triethylamine
  标题:Practical Synthesis Of 4-Cis-Hydroxy-L-Proline
  作者:Tamaki,Makoto; Et Al
  参考文献:Peptide Science 日期:2003 卷标:39 页码:165-168]
  
  24424-99-5 + 1499-56-5 = 87691-27-8
  反应条件:1.1 Reagents: Triethylamine Solvents: Dichloromethane; 0 °C; 1 H,Rt2.1 Reagents: Triphenylphosphine,Diethyl Azodicarboxylate Solvents: Tetrahydrofuran; 10 Min,0 °C; 18 H,Rt3.1 Reagents: Lithium Hydroxide Solvents: Methanol,Tetrahydrofuran,Water; 2 H,Rt3.2 Reagents: Citric Acid; Ph 3,Rt
  标题:Pyrrolidine Ring Puckering And Prolyl Amide Bond Configurations Of 2-Methyl-Allo-Hydroxyproline-Based Dipeptides
  作者:Tiwari,Vinay Shankar; Et Al
  参考文献:Organic & Biomolecular Chemistry 日期:2019 卷标:17(18) 页码:4460-4464]
  
  113775-22-7 = 87691-27-8
  反应条件:1.1 Reagents: Lithium Hydroxide Solvents: Ethanol,Tetrahydrofuran,Water; 23 H,Rt1.2 Reagents: Hydrochloric Acid Solvents: Water; Ph 2,Rt
  标题:Solid-Phase Synthesis Of A Novel Phalloidin Analog With On-Bead And Off-Bead Actin-Binding Activity
  作者:Blanc,Antoine; Et Al
  参考文献:Chemical Communications (Cambridge 日期:2019 卷标:55(3) 页码:385-388]
  
  113775-22-7 = 87691-27-8
  反应条件:1.1 Reagents: Lithium Hydroxide Solvents: Methanol,Tetrahydrofuran,Water; 18 H,Rt1.2 Reagents: Potassium Bisulfate Solvents: Water; Acidified,Rt
  标题:Automated Radiosynthesis Of Cis- And Trans-4-[18F]Fluoro-L-Proline Using [18F]Fluoride
  作者:Morgan,Timaeus E. F.; Et Al
  参考文献:Journal Of Organic Chemistry 日期:2021 卷标:86(20) 页码:14054-14060]
  
  1143504-74-8 = 87691-27-8
  反应条件:1.1 Reagents: Lithium Hydroxide Solvents: Methanol,Tetrahydrofuran,Water; Overnight,Rt1.2 Reagents: Potassium Bisulfate Solvents: Ethyl Acetate,Water; Acidified
  标题:Practical Syntheses Of 4-Fluoroprolines
  作者:Chorghade,Mukund S.; Et Al
  参考文献:Journal Of Fluorine Chemistry 日期:2008 卷标:129(9) 页码:781-784]
  
  74844-91-0 = 87691-27-8
  反应条件:1.1 Reagents: Formic Acid,Triphenylphosphine,Diethyl Azodicarboxylate Solvents: Toluene,Tetrahydrofuran; Overnight,Rt1.2 Reagents: Sodium Hydroxide Solvents: Water; 1 H,Rt1.3 Reagents: Citric Acid Solvents: Water; Acidified
  标题:Conformational Preferences Of 4-Chloroproline Residues
  作者:Park,Hae Sook; Et Al
  参考文献:Biopolymers 日期:2012 卷标:97(8) 页码:629-641]
  
  154456-97-0 = 87691-27-8
  反应条件:1.1 Reagents: Borate(1-),Hydrotris(1-Methylpropyl)-,Sodium (1:1),(T-4)- Solvents: Tetrahydrofuran; 3 H,Rt
  标题:Practical Synthesis Of 4-Cis-Hydroxy-L-Proline
  作者:Tamaki,Makoto; Et Al
  参考文献:Peptide Science 日期:2003 卷标:39 页码:165-168]
  
  168264-25-3 = 87691-27-8
  反应条件:1.1 Reagents: Lithium Hydroxide Solvents: Methanol,Tetrahydrofuran,Water; 2 H,Rt1.2 Reagents: Citric Acid; Ph 3,Rt
  标题:Pyrrolidine Ring Puckering And Prolyl Amide Bond Configurations Of 2-Methyl-Allo-Hydroxyproline-Based Dipeptides
  作者:Tiwari,Vinay Shankar; Et Al
  参考文献:Organic & Biomolecular Chemistry 日期:2019 卷标:17(18) 页码:4460-4464]
  
  102195-79-9 = 87691-27-8
  反应条件:1.1 Reagents: Lithium Hydroxide Solvents: Methanol,Water; 2 H,Rt1.2 Reagents: Citric Acid Solvents: Water; Acidified
  标题:Orthogonal Catalysis For An Enantioselective Domino Inverse-Electron Demand Diels-Alder/substitution Reaction
  作者:Beeck,Sebastian; Et Al
  参考文献:Chemistry - A European Journal 日期:2022 卷标:28(5)]
  
  13726-69-7 = 87691-27-8
  反应条件:1.1 Solvents: Diethyl Ether; Overnight,0 °C2.1 Reagents: Formic Acid,Triphenylphosphine,Diethyl Azodicarboxylate Solvents: Toluene,Tetrahydrofuran; Overnight,Rt2.2 Reagents: Sodium Hydroxide Solvents: Water; 1 H,Rt2.3 Reagents: Citric Acid Solvents: Water; Acidified
  标题:Conformational Preferences Of 4-Chloroproline Residues
  作者:Park,Hae Sook; Et Al
  参考文献:Biopolymers 日期:2012 卷标:97(8) 页码:629-641]
  
  13726-69-7 = 87691-27-8
  反应条件:1.1 Solvents: Diethyl Ether; Overnight,0 °C2.1 Reagents: Formic Acid,Triphenylphosphine,Diethyl Azodicarboxylate Solvents: Toluene,Tetrahydrofuran; Overnight,Rt2.2 Reagents: Sodium Hydroxide Solvents: Water; 1 H,Rt2.3 Reagents: Hydrochloric Acid Solvents: Water
  标题:Simple And Efficient Syntheses Of Boc- And Fmoc-Protected 4(R)- And 4(S)-Fluoroproline Solely From 4(R)-Hydroxyproline
  作者:Doi,Masamitsu; Et Al
  参考文献:Tetrahedron 日期:2002 卷标:58(42) 页码:8453-8459]
  
  62-23-7 = 87691-27-8
  反应条件:1.1 Reagents: Triphenylphosphine,Diethyl Azodicarboxylate Solvents: Tetrahydrofuran; 10 Min,0 °C; 18 H,Rt2.1 Reagents: Lithium Hydroxide Solvents: Methanol,Tetrahydrofuran,Water; 2 H,Rt2.2 Reagents: Citric Acid; Ph 3,Rt
  标题:Pyrrolidine Ring Puckering And Prolyl Amide Bond Configurations Of 2-Methyl-Allo-Hydroxyproline-Based Dipeptides
  作者:Tiwari,Vinay Shankar; Et Al
  参考文献:Organic & Biomolecular Chemistry 日期:2019 卷标:17(18) 页码:4460-4464

海关参考信息

• 2905122000-异丙醇
  2905143000-叔丁醇
  2905399002-1,4-丁二醇
  2912110000-甲醛
• 💡 提示：海关信息按照顺序优先匹配，如需确认的海关信息，请参考相关资料。
• 详情请参考：📖 海关编码查询和海关进出口税则

专利信息

其他信息查阅

• ➥ 象形图和危险代码
• ➥ 防范代码详解
• ➥ 危险代码说明
• ➥ Globally Harmonized System
• ➥ REACH监管