CAS: 95-43-2; (2S,3R)-2,3,4-Trihydroxybutanal

• 英文名称(2S,3R)-2,3,4-Trihydroxybutanal
• 中文名称D-苏糖
• IUPAC名称(2S,3R)-2,3,4-trihydroxybutanal
• 其它别名苏糖; D-Threose
• CAS编号95-43-2
• MFCD编号:MFCD00043042
• EINECS号:202-418-0
• 分子式:C4H8O4分子量:120.1
• 产品CID: 2007922
• 产品分类有机原料→生命科学→糖类

• 相似结构搜索
• 产品信息参考;
• InChIKey: YTBSYETUWUMLBZ-QWWZWVQMSA-N
• InChI=1S/C4H8O4/c5-1-3(7)4(8)2-6/h1,3-4,6-8H,2H2/t3-,4-/m1/s1
• 计算化学: 氢键受体数4.0氢键供体数3可旋转键数3

相似化合物

物理性质

• 熔点129°C
• 沸点144.07 °C at 760 mmHg
• 闪点129.54 °C
• 密度1.0500 (粗估)
• PH:D20 -12.3° (20 min, c = 4)
• PSA:77.76
• LogP:-2.1006
• 折射率1.4502 (估算)
• 蒸汽压0 mmHg at 25 °C
• 溶解性Methanol (Slightly), Water (Soluble)
• 外观形态无色至浅橙色至黄色糖浆状物
• 储存条件2-8°C
• 产品应用该化合物用于合成葡萄糖和芒诺糖衍生物.

MSDS等安全信息

• GHS符号GHS07
• 警示词Warning
• 危险描述H302-H315-H319-H335
• 防范说明P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501
• WGK Germany3

上下游产品

合成工艺路线路线简述

• 合成目标产物 D-(-)-Threose 主要起始原料 D(+)-Xylose
• 141-46-8 + 96-26-4 = 95-43-2 + 551-84-8
  反应条件:1.1 Catalysts: Fructose-6-Phosphate Aldolase
  标题:Engineering The Donor Selectivity Of D-Fructose-6-Phosphate Aldolase For Biocatalytic Asymmetric Cross-Aldol Additions Of Glycolaldehyde
  作者:Szekrenyi,Anna; Soler,Anna; Garrabou,Xavier; Guerard-Helaine,Christine; Parella,Teodor; Et Al
  参考文献:Chemistry - A European Journal 日期:2014 卷标:20(39) 页码:12572-12583]
  
  141-46-8 = 95-43-2
  反应条件:1.1 Catalysts: Fructose-6-Phosphate Aldolase Solvents: Water; 24 H,Ph 7,Rt
  标题:Biocatalytic Construction Of Quaternary Centers By Aldol Addition Of 3,3-Disubstituted 2-Oxoacid Derivatives To Aldehydes
  作者:Marin-Valls,Roser; Hernandez,Karel; Bolte,Michael; Parella,Teodor; Joglar,Jesus; Et Al
  参考文献:Journal Of The American Chemical Society 日期:2020 卷标:142(46) 页码:19754-19762]
  
  2418-52-2 = 95-43-2
  反应条件:1.1 Reagents: Sulfuric Acid Catalysts: Platinum,Carbon
  标题:Selective Electrocatalytic Oxidation Of Sorbitol To Fructose And Sorbose
  作者:Kwon,Youngkook; De Jong,Ed; Van Der Waal,Jan Kees; Koper,Marc T. M.
  参考文献:Chemsuschem 日期:2015 卷标:8(6) 页码:970-973]
  
  141-46-8 = 95-43-2
  反应条件:1.1 Catalysts: Fructose-6-Phosphate Aldolase Solvents: Water; 24 H,Ph 7.5,Rt1.2 Reagents: Hydrochloric Acid Solvents: Water; Ph 3,Rt1.3 Reagents: Sodium Hydroxide Solvents: Water; Ph 6,Rt
  标题:Efficient Biocatalytic Processes For Highly Valuable Terminally Phosphorylated C5 To C9 D-Ketoses
  作者:Guerard-Helaine,C.; Debacker,M.; Clapes,P.; Szekrenyi,A.; Helaine,V.; Et Al
  参考文献:Green Chemistry 日期:2014 卷标:16(3) 页码:1109-1113]
  
  530-27-8 = 95-43-2
  反应条件:1.1 Reagents: Acetic Acid,Oxalic Acid,Lead Tetraacetate
  标题:Applications Of An Asymmetric [2 + 2]-Photocycloaddition. Total Synthesis Of (-)-Echinosporin. Construction Of An Advanced 11-Deoxyprostaglandin Intermediate
  作者:Smith,Amos B. Iii; Sulikowski,Gary A.; Sulikowski,Michelle M.; Fujimoto,Katsumi
  参考文献:Journal Of The American Chemical Society 日期:1992 卷标:114(7) 页码:2567-76]
  
  111205-93-7 = 95-43-2
  反应条件:1.1 Reagents: Perchloric Acid Solvents: Tetrahydrofuran,Water
  标题:Reaction Of 2,3-O-Isopropylidene-D-Glyceraldehyde With Ethyl Ethylthiomethyl Sulfoxide
  作者:Lopez Sastre,J. A.; Sanz Tejedor,A.; Rodriguez Amo,J. F.; Molina Molina,J.; Izquierdo Cubero,I.
  参考文献:Anales De Quimica 日期:1986 卷标:82(2) 页码:140-3]
  
  = 95-43-2 [标题:Reaction Conditions
  标题:Method For Preparation Of Aldotetroses By Photocatalytic Reaction Of Aldonic Acid Salts Or Aldonic Acid δ-Lactones
  参考文献:Japan]
  
  = 95-43-2 [标题:Reaction Conditions
  标题:D-Fructose-6-Phosphate Aldolase In Organic Synthesis: Cascade Chemical-Enzymatic Preparation Of Sugar-Related Polyhydroxylated Compounds
  作者:Concia,Alda Lisa; Lozano,Carles; Castillo,Jose A.; Parella,Teodor; Joglar,Jesus; Et Al
  参考文献:Chemistry - A European Journal 日期:2009 卷标:15(15) 页码:3808-3816]
  
  = 95-43-2 [标题:Reaction Conditions
  标题:Oxidative Decarboxylation Of Aldonolactones By Cerium(Iv) Sulfate In Aqueous Sulfuric Acid. Part Ii. Mechanism And Kinetics; Synthesis Of D-Lyxose,D-Erythrose And D-Threose
  作者:Sala,L. F.; Fernandez Cirelli,A.; De Lederkremer,R. M.
  参考文献:Anales De La Asociacion Quimica Argentina 日期:1978 卷标:66(1) 页码:57-63]
  
  = 95-43-2 [标题:Reaction Conditions
  标题:Use Of A Grignard Reagent To Lengthen A Triose Carbon Chain
  作者:Walton,Donald J.
  参考文献:Canadian Journal Of Chemistry 日期:1967 卷标:45(23) 页码:2921-5]
  
  141-46-8 = 95-43-2
  反应条件:1.1 Catalysts: Fructose-6-Phosphate Aldolase Solvents: Water; 24 H,Rt
  标题:Asymmetric Assembly Of Aldose Carbohydrates From Formaldehyde And Glycolaldehyde By Tandem Biocatalytic Aldol Reactions
  作者:Szekrenyi,Anna; Garrabou,Xavier; Parella,Teodor; Joglar,Jesus; Bujons,Jordi; Et Al
  参考文献:Nature Chemistry 日期:2015 卷标:7(9) 页码:724-729]
  
  141-46-8 = 95-43-2
  反应条件:1.1 Reagents: Sodium Bicarbonate,Hydrochloric Acid Catalysts: Fructose-6-Phosphate Aldolase Solvents: Water; 24 H,Ph 7.7,Rt1.2 Reagents: Methanol
  标题:Asymmetric Self- And Cross-Aldol Reactions Of Glycolaldehyde Catalyzed By D-Fructose-6-Phosphate Aldolase
  作者:Garrabou,Xavier; Castillo,Jose A.; Guerard-Helaine,Christine; Parella,Teodor; Joglar,Jesus; Et Al
  参考文献:Angewandte Chemie 日期:2009 卷标:48(30) 页码:5521-5525]
  
  141-46-8 = 95-43-2
  反应条件:1.1 Catalysts: D-Threo-Hexos-5-Ulose,2,6-Dideoxy-,1-(Dimethyl Acetal) Solvents: Water; Overnight,Rt
  标题:Efficient Immobilization Of Fructose-6-Phosphate Aldolase In Layered Double Hydroxide: Improved Stereoselective Synthesis Of Sugar Analogues
  作者:Guerard-Helaine,Christine; Legeret,Bertrand; Fernandes,Carlos; Prevot,Vanessa; Forano,Claude; Et Al
  参考文献:New Journal Of Chemistry 日期:2011 卷标:35(4) 页码:776-779]
  
  141-46-8 = 95-43-2
  反应条件:1.1 Reagents: Nad Catalysts: L-Fucose Dehydrogenase Solvents: Water; Ph 8
  标题:Process For The Production Of 2,4-Dihydroxybutyrate Or L-Threonine By Use Of A Microbial Metabolic Pathway
  参考文献:Germany]
  
  109848-57-9 = 95-43-2 [标题:Reaction Conditions
  标题:Silver(I) Carbonate On Celite
  作者:Fetizon,Marcel
  参考文献:E-Eros Encyclopedia Of Reagents For Organic Synthesis 日期:2001 卷标:1 页码:1-6]
  
  = 95-43-2 [标题:Reaction Conditions
  标题:Process For The Production Of An Aldose Derivative
  参考文献:European Patent Organization]
  
  496-55-9 = 95-43-2 + 583-50-6
  反应条件:1.1 Catalysts: Ammonium Tungsten Oxide Solvents: Water; 30 S,190 °C; Cooled1.2 Reagents: Sodium Hydroxide Solvents: Water; Ph 7
  标题:Efficient Production Of Biomass-Derived C4 Chiral Synthons In Aqueous Solution
  作者:Lin,Shaoying; Guo,Xiao; Qin,Kai; Feng,Lei; Zhang,Yahong; Et Al
  参考文献:Chemcatchem 日期:2017 卷标:9(22) 页码:4179-4184]
  
  141-46-8 = 95-43-2 + 583-50-6
  反应条件:1.1 Catalysts: L-Hydroxyproline Solvents: Water; 16 H,Rt
  标题:Amino Acid Catalyzed Neogenesis Of Carbohydrates: A Plausible Ancient Transformation
  作者:Cordova,Armando; Ibrahem,Ismail; Casas,Jesus; Sunden,Henrik; Engqvist,Magnus; Et Al
  参考文献:Chemistry - A European Journal 日期:2005 卷标:11(16) 页码:4772-4784]
  
  583-50-6 = 95-43-2 + 25691-81-0 + 496-55-9
  反应条件:1.1 Catalysts: Ammonium Molybdenum Oxide Solvents: Water
  标题:Reactions Of Saccharides Catalyzed By Molybdate Ions. Xlvii. Effect Of Molybdate Ions On Transformation Of Lower Aldoses
  作者:Konigstein,J.; Bilik,V.
  参考文献:Chemical Papers 日期:1992 卷标:46(4) 页码:257-60]
  
  23147-58-2 = 95-43-2 + 533-49-3 + 583-50-6 + 95-44-3
  反应条件:1.1 Catalysts: 2882064-88-0 (Zn-Complexes); 2 H,Rt
  标题:Mechano-Catalysis Boosts Glycolaldehyde Conversion To Tetroses Over A New Zn-Cof Catalyst
  作者:Yang,Junxia; Fang,Xu; Ren,Guoqing; Yu,Tie
  参考文献:New Journal Of Chemistry 日期:2023 卷标:47(2) 页码:558-562]
  
  141-46-8 = 95-43-2 + 533-49-3 + 583-50-6 + 95-44-3
  反应条件:1.1 Solvents: Water; 48 H,Rt
  标题:Catalytic Gels For A Prebiotically Relevant Asymmetric Aldol Reaction In Water: From Organocatalyst Design To Hydrogel Discovery And Back Again
  作者:Hawkins,Kirsten; Patterson,Anna K.; Clarke,Paul A.; Smith,David K.
  参考文献:Journal Of The American Chemical Society 日期:2020 卷标:142(9) 页码:4379-4389

海关参考信息

• 2905122000-异丙醇
  2905310000-1,2-乙二醇
  2905320000-1,2-丙二醇
  2905399001-1,3-丙二醇
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