CAS: 79868-78-3; (S)-2-Amino-1,1,3-Triphenylpropan-1-Ol

该化合物是一个有机化合物,其特征是手性结构,包括一个氨基基质组和附属于丙诺基质的三苯基组,该化合物一般是白色的,白色的,白色的固体,在有机溶剂中可溶解,反映其氢离子三苯基组;氨基质组的存在允许其参与氢联结,这可能影响其溶解性和再活性;作为手性分子,它以两种对称形式存在,其(S)组合由于潜在的生物活动,对药物应用特别感兴趣;该化合物可用于各种合成途径,特别是制药和不对称合成中的一种手性辅助剂;其稳定性和再活性可能受到诸如pH和温度等因素的影响,因此有必要将这些条件纳入实际应用.

英文名称(S)-2-Amino-1,1,3-Triphenylpropan-1-Ol
中文名称(S)-2-氨基-1,1,3-三苯基丙-1-醇
IUPAC名称(2S)-2-amino-1,1,3-triphenylpropan-1-ol
其它别名(S)-(-)-2-氨-1,1,3-三甲基-1-丙醇; (S)-1,1,3-Triphenyl-2-Amino-1-Propanol
CAS编号79868-78-3
MFCD编号:MFCD02684325
EINECS号:624-140-2
分子式:C21H21NO分子量:303.4
产品CID: 1792582
产品分类有机原料→分子砌块→芳环类化合物→苯类化合物

相似结构搜索
InChIKey: KBXBDYRXZGBOIH-FQEVSTJZSA-N
InChI=1S/C21H21NO/c22-20(16-17-10-4-1-5-11-17)21(23,18-12-6-2-7-13-18)19-14-8-3-9-15-19/h1-15,20,23H,16,22H2/t20-/m0/s1
计算化学: 氢键受体数2.0氢键供体数2.0可旋转键数5.0

MSDS等安全信息

GHS象形图
GHS符号GHS07;
注释: Exclamation mark
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
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.
防范说明P261-P264-P271-P280-P302+P352-P304+P340-P362-P405-P501
危险品标志Xi
安全声明26-36
危险类别码36/37/38
WGK Germany3

欧盟法规

C&L通报

上下游产品

L-phenylalanine bromobenzene (L)-phenylalanine ethyl ester hydr°Chloride methyl (2S)-2-amino-3-phenylpropanoate hydr°Chloride 4,8]undecan-2-one(4S,8R,11S)-(-)-11-Benzyl-10,10-diphenyl-9-oxa-1-azatricyclo[6.3.0.04,8]undecan-2-one (S)-(-)-5-benzyl-4,4-diphenyl-1,3-oxazolidinone (S)-4,4-diphenyl-5-benzyloxazolidin-2-thione (R)-4,4-diphenyl-5-benzyloxazolidin-2-thione

合成工艺路线路线简述

57728-37-7 = 79868-78-3 + 86906-05-0
反应条件:1.1 Catalysts: Palladium(2+),Bis[1,1′-(1S)-[1,1′-Binaphthalene]-2,2′-Diylbis[1,1-Diphenylphosp... Solvents: Chloroform-D; Rt
标题:Chiral Discrimination By A Binuclear Pd Complex Sensor Using 31P{1H} Nmr
作者:Chen,Zhongxiang; Et Al
参考文献:Analytical Chemistry (Washington 日期:2019 卷标:91(22) 页码:14591-14596]

3081-24-1 = 79868-78-3
反应条件:1.1 Reagents: Magnesium Solvents: Diethyl Ether; 30 Min,Reflux; 1 H,Reflux; Reflux -> 0 °C1.2 Solvents: Diethyl Ether; 0 °C; 2 H,Reflux1.3 Reagents: Ammonium Chloride Solvents: Water; 0 °C
标题:Enantioselective And Regioselective Friedel-Crafts Alkylation Of Pyrroles With Nitroalkenes Catalyzed By A Tridentate Schiff Base-Copper Complex
作者:Guo,Fengfeng; Et Al
参考文献:Chemistry - A European Journal 日期:2011 卷标:17(40) 页码:11127-11130]

3081-24-1 = 79868-78-3
反应条件:1.1 Reagents: Magnesium Solvents: Diethyl Ether; Heated; 0.5 H,Reflux1.2 Solvents: Diethyl Ether; 0.5 H,Reflux; Reflux -> 0 °C1.3 Reagents: Ammonium Chloride Solvents: Water; 0 °C
标题:Asymmetric Henry Reaction Catalyzed By A Copper Tridentate Chiral Schiff-Base Complex
作者:Lai,Guoyin; Et Al
参考文献:Tetrahedron: Asymmetry 日期:2008 卷标:19(15) 页码:1813-1819]

63-91-2 = 79868-78-3
反应条件:1.1 Reagents: Thionyl Chloride Solvents: Methanol; -30 °C -> Rt; 2 H,Reflux1.2 Solvents: Tetrahydrofuran
标题:The Use Of Bifunctional Catalyst Systems In The Asymmetric Addition Of Alkynylzinc To Aldehydes
作者:Kang,Yong-Feng; Et Al
参考文献:Tetrahedron: Asymmetry 日期:2004 卷标:15(19) 页码:3155-3159]

2577-90-4 = 79868-78-3
反应条件:1.1 Solvents: Diethyl Ether; 1 H,Rt; Overnight,Reflux
标题:Total Synthesis Of The Marine Macrolide Amphidinolide F
作者:Ferrie,Laurent; Et Al
参考文献:Organic Letters 日期:2018 卷标:20(11) 页码:3192-3196]

63-91-2 = 79868-78-3
反应条件:1.1 Reagents: Thionyl Chloride Solvents: Methanol; Rt -> 0 °C; 30 Min,0 °C; Overnight,0 °C -> Rt1.2 Reagents: Magnesium Solvents: Diethyl Ether1.3 Solvents: Diethyl Ether; 2 H,Reflux; Overnight,Reflux -> Rt1.4 Reagents: Ammonium Chloride Solvents: Water
标题:Efficient Resolution Of 2-Phenyl Butyric Acid
作者:Afraz,Marcel Cyrus; Et Al
参考文献:Arkivoc (Gainesville 日期:2004 卷标:(2) 页码:64-71]

7524-50-7 = 79868-78-3
反应条件:1.1 Solvents: Tetrahydrofuran
标题:Asymmetric Synthesis Using Chirally Modified Borohydrides. Part 4. Enantioselective Reduction Of Ketones And Oxime Ethers With The Reagent Prepared From Borane And Polymer-Supported (S)-(-)-2-Amino-3-(P-Hydroxyphenyl)-1,1-Diphenylpropan-1-Ol
作者:Itsuno,Shinichi; Et Al
参考文献:Journal Of The Chemical Society 日期:1985 卷标:(12) 页码:2615-19]

= 79868-78-3
反应条件:1.1 Reagents: Magnesium Catalysts: Iodine Solvents: Diethyl Ether; Rt -> 0 °C; Reflux; 2 H2.1 0 °C; Overnight,Reflux
标题:Ligand-Enabled Ni-Catalysed Enantioconvergent Intermolecular Alkyl-Alkyl Cross-Coupling Between Distinct Alkyl Halides
作者:Zhao,Wen-Tao; Et Al
参考文献:Nature Communications 日期:2023 卷标:14(1)]

63-91-2 = 79868-78-3
反应条件:1.1 Reagents: Thionyl Chloride Solvents: Ethanol; 0 °C; 4 H,Reflux1.2 Reagents: Sodium Carbonate Solvents: Water; Ph 8 - 92.1 Reagents: Magnesium Solvents: Diethyl Ether; 30 Min,Reflux; 1 H,Reflux; Reflux -> 0 °C2.2 Solvents: Diethyl Ether; 0 °C; 2 H,Reflux2.3 Reagents: Ammonium Chloride Solvents: Water; 0 °C
标题:Enantioselective And Regioselective Friedel-Crafts Alkylation Of Pyrroles With Nitroalkenes Catalyzed By A Tridentate Schiff Base-Copper Complex
作者:Guo,Fengfeng; Et Al
参考文献:Chemistry - A European Journal 日期:2011 卷标:17(40) 页码:11127-11130]

63-91-2 = 79868-78-3
反应条件:1.1 Reagents: Thionyl Chloride Solvents: Ethanol; 0 °C; 4 H,Reflux1.2 Reagents: Sodium Carbonate Solvents: Water; Ph 8 - 9,Rt2.1 Reagents: Magnesium Solvents: Diethyl Ether; Heated; 0.5 H,Reflux2.2 Solvents: Diethyl Ether; 0.5 H,Reflux; Reflux -> 0 °C2.3 Reagents: Ammonium Chloride Solvents: Water; 0 °C
标题:Asymmetric Henry Reaction Catalyzed By A Copper Tridentate Chiral Schiff-Base Complex
作者:Lai,Guoyin; Et Al
参考文献:Tetrahedron: Asymmetry 日期:2008 卷标:19(15) 页码:1813-1819]

63-91-2 = 79868-78-3
反应条件:1.1 Reagents: Thionyl Chloride2.1 Solvents: Diethyl Ether
标题:Redox Enantioselective Catalysis: Generation And Reactivity Of Oxo-Radical Anions Through Chiral Titanium Complexes
作者:Courmarcel,James
参考文献:2003]

63-91-2 = 79868-78-3
反应条件:1.1 Reagents: Thionyl Chloride; 0 °C; 16 H,Rt2.1 Solvents: Diethyl Ether; 0 °C; 24 H,Rt
标题:Thiourea Fused γ-Amino Alcohol Organocatalysts For Asymmetric Mannich Reaction Of β-Keto Active Methylene Compounds With Imines
作者:Nomura,Miku; Et Al
参考文献:Rsc Advances 日期:2023 卷标:13(6) 页码:3715-3722]

7524-50-7 = 79868-78-3
反应条件:1.1 Reagents: Sodium Hydroxide Solvents: Diethyl Ether,Water; Rt2.1 Solvents: Diethyl Ether; Rt; 18 H,60 °C2.2 Reagents: Water; Cooled
标题:Catalytic Enantioselective Steglich Rearrangements Using Chiral N-Heterocyclic Carbenes
作者:Campbell,Craig D.; Et Al
参考文献:Tetrahedron: Asymmetry 日期:2011 卷标:22(7) 页码:797-811]

7524-50-7 = 79868-78-3
反应条件:1.1 Solvents: Diethyl Ether; 0 °C; Overnight,Rt
标题:Asymmetric Epoxidation Of Chalcones Promoted By Chiral Schiff Bases And Amino Alcohols
作者:Shen,Tianhua; Et Al
参考文献:Journal Of The Chemical Society Of Pakistan 日期:2013 卷标:35(5) 页码:1356-1360]

7524-50-7 = 79868-78-3
反应条件:1.1 Solvents: Diethyl Ether; 0 °C; Overnight,Rt1.2 Reagents: Ammonium Chloride Solvents: Water; Cooled
标题:Asymmetric Henry Reaction Catalyzed By Cu(I)-Based Chiral Amino Alcohol Complex
作者:Shen,Tianhua; Et Al
参考文献:Turkish Journal Of Chemistry 日期:2013 卷标:37(6) 页码:966-977]

3182-93-2 = 79868-78-3
反应条件:1.1 Solvents: Diethyl Ether
标题:Redox Enantioselective Catalysis: Generation And Reactivity Of Oxo-Radical Anions Through Chiral Titanium Complexes
作者:Courmarcel,James
参考文献:2003]

3182-93-2 = 79868-78-3 [标题:Reaction Conditions
标题:A Short Synthesis Of (S)-α-(Diphenylmethyl)Alkyl Amines From Amino Acids
作者:O'Hagan,David; Et Al
参考文献:Tetrahedron: Asymmetry 日期:1999 卷标:10(6) 页码:1189-1192]

3182-93-2 = 79868-78-3
反应条件:1.1 Reagents: Sodium Hydroxide Solvents: Diethyl Ether1.2 Solvents: Diethyl Ether1.3 Solvents: Water
标题:A Useful Modification Of The Evans Auxiliary. 4-Isopropyl-5,5-Diphenyloxazolidin-2-One
作者:Hintermann,Tobias; Et Al
参考文献:Helvetica Chimica Acta 日期:1998 卷标:81(11) 页码:2093-2126]

63-91-2 = 79868-78-3
反应条件:1.1 Reagents: Thionyl Chloride Solvents: Methanol; 0 °C; Overnight,Rt1.2 Reagents: Potassium Carbonate Solvents: Water; 0 °C; 10 Min,0 °C1.3 Solvents: Diethyl Ether; 1 H,Rt; Overnight,Reflux
标题:Amphidinolides F And C2: An Odyssey In Total Synthesis
作者:Ferrie,Laurent; Et Al
参考文献:Journal Of Organic Chemistry 日期:2022 卷标:87(2) 页码:1110-1123]

63-91-2 = 79868-78-3
反应条件:1.1 Reagents: Thionyl Chloride Solvents: Methanol; 0 °C; Overnight,Rt1.2 Reagents: Potassium Carbonate Solvents: Dichloromethane,Water; 10 Min,0 °C1.3 Solvents: Diethyl Ether; 1 H,Rt; Overnight,Reflux
标题:Total Synthesis Of The Marine Macrolide Amphidinolide F
作者:Ferrie,Laurent; Et Al
参考文献:Organic Letters 日期:2018 卷标:20(11) 页码:3192-3196]

2577-90-4 = 79868-78-3
反应条件:1.1 Reagents: Magnesium Solvents: Tetrahydrofuran; Rt1.2 8 H,Cooled1.3 Reagents: Ammonium Chloride Solvents: Water
标题:Synthesis Of Chiral Amino Alcohol Palladium(Ii) Complexes
作者:Bai,Haiyu; Et Al
参考文献:Huagong Shikan 日期:2008 卷标:22(3) 页码:5-6]

2577-90-4 = 79868-78-3
反应条件:1.1 Solvents: Diethyl Ether; Rt; 18 H,60 °C1.2 Reagents: Water; Cooled
标题:Catalytic Enantioselective Steglich Rearrangements Using Chiral N-Heterocyclic Carbenes
作者:Campbell,Craig D.; Et Al
参考文献:Tetrahedron: Asymmetry 日期:2011 卷标:22(7) 页码:797-811]

2577-90-4 = 79868-78-3
反应条件:1.1 Solvents: Diethyl Ether; 1 H,Rt; Overnight,Reflux
标题:Amphidinolides F And C2: An Odyssey In Total Synthesis
作者:Ferrie,Laurent; Et Al
参考文献:Journal Of Organic Chemistry 日期:2022 卷标:87(2) 页码:1110-1123]

7524-50-7 = 79868-78-3
反应条件:1.1 Reagents: Magnesium Solvents: Tetrahydrofuran1.2 Reagents: Hydrochloric Acid Solvents: Water
标题:Asymmetric Synthesis Using Chirally Modified Borohydrides. Part 3. Enantioselective Reduction Of Ketones And Oxime Ethers With Reagents Prepared From Borane And Chiral Amino Alcohols
作者:Itsuno,Shinichi; Et Al
参考文献:Journal Of The Chemical Society 日期:1985 卷标:(10) 页码:2039-44]

100-59-4 + 2577-90-4 = 79868-78-3
反应条件:1.1 Reagents: Sodium Bicarbonate Solvents: Dimethylformamide1.2 Solvents: Tetrahydrofuran
标题:Preparation And Optimization Of Polymer-Supported And Amino Alcohol Based Enantioselective Reagents And Catalysts
作者:Luis,S. V.; Et Al
参考文献:Industrial & Engineering Chemistry Research 日期:2003 卷标:42(24) 页码:5977-5982]

100-59-4 + 2577-90-4 = 79868-78-3
反应条件:1.1 Solvents: Tetrahydrofuran; 24 H,Reflux1.2 Solvents: Tetrahydrofuran1.3 Reagents: Hydrochloric Acid Solvents: Methanol,Dichloromethane,Water
标题:Development Of Small Focused Libraries Of Supported Amino Alcohols As An Efficient Strategy For The Optimization Of Enantioselective Heterogeneous Catalysts For The Znet2 Addition To Benzaldehyde
作者:Isabel Burguete,M.; Et Al
参考文献:Tetrahedron 日期:2003 卷标:59(10) 页码:1797-1804]

63-91-2 = 79868-78-3
反应条件:1.1 Reagents: Thionyl Chloride Solvents: Methanol; 0 °C; Overnight,Rt1.2 Reagents: Potassium Carbonate Solvents: Water; 0 °C; 10 Min,0 °C2.1 Solvents: Diethyl Ether; 1 H,Rt; Overnight,Reflux
标题:Amphidinolides F And C2: An Odyssey In Total Synthesis
作者:Ferrie,Laurent; Et Al
参考文献:Journal Of Organic Chemistry 日期:2022 卷标:87(2) 页码:1110-1123]

63-91-2 = 79868-78-3
反应条件:1.1 Reagents: Thionyl Chloride Solvents: Methanol; 0 °C; Overnight,Rt1.2 Reagents: Potassium Carbonate Solvents: Dichloromethane,Water; 10 Min,0 °C2.1 Solvents: Diethyl Ether; 1 H,Rt; Overnight,Reflux
标题:Total Synthesis Of The Marine Macrolide Amphidinolide F
作者:Ferrie,Laurent; Et Al
参考文献:Organic Letters 日期:2018 卷标:20(11) 页码:3192-3196]

7524-50-7 = 79868-78-3
反应条件:1.1 Reagents: Sodium Bicarbonate Solvents: Dimethylformamide; 24 H,65 °C1.2 Solvents: Methanol,Water2.1 Solvents: Tetrahydrofuran; 24 H,Reflux2.2 Solvents: Tetrahydrofuran2.3 Reagents: Hydrochloric Acid Solvents: Methanol,Dichloromethane,Water
标题:Development Of Small Focused Libraries Of Supported Amino Alcohols As An Efficient Strategy For The Optimization Of Enantioselective Heterogeneous Catalysts For The Znet2 Addition To Benzaldehyde
作者:Isabel Burguete,M.; Et Al
参考文献:Tetrahedron 日期:2003 卷标:59(10) 页码:1797-1804

📜L-苯丙氨酸置于氯化亚砜体系中,用四氢呋喃作为反应溶剂,化学反应 20.0H,反应生成 (S)-2-氨基-1,1,3-三苯基-1-丙醇
参考文献:使用c2-新颖的手性吡啶β-氨基醇作为手性配体将二乙基锌有效地不对称加成到醛中
标题:使用c2-新颖的手性吡啶β-氨基醇作为手性配体将二乙基锌有效地不对称加成到醛中
摘要:通过两步反应,由2,6-吡啶二甲醛,间苯二甲醛和手性β-氨基醇合成了一系列新颖的c 2对称手性吡啶β-氨基醇配体.它们的所有结构都通过1 H NMR,13 C NMR和ir表征.在不同条件下检查了它们的对映选择性诱导行为,例如配体的结构,反应温度,溶剂,化学反应时间和催化量.结果表明,可以以高收率和适度至非常好的对映体过量获得相应的手性仲醇.当配体3C(2 S,2'R室温下使用)-2,2'-((吡啶-2,6-二苯基双(亚甲基)双氮杂二基))双(4-甲基-1,1-二苯基戊烷-1-醇)在甲苯中使用.所述配体3克(2小号,2'-[r)-2,2'-((1,3-亚苯基二(亚甲基))双(氮烷二基))二(4-甲基-1,1-Diphenylpentan-1-醇)中的溶液为了说明吡啶环中的n原子在诱导反应中的独特作用,与3C相比,制备了吡啶环被苯环取代的方法.结果表明,在不对称诱导反应中,吡啶环的n原
DOI:10.1002/aoc.3161